PMID-sentid Pub_year Sent_text compound_name comp_offset prot_official_name organism prot_offset 4404464-0 1972 Utilization of a cyclopentane analog of glutamate (cis-1-amino-1,3-dicarboxycyclopentane) by glutamine synthetase. Cyclopentanes 17-29 suppressor of cytokine signaling 1 Homo sapiens 51-56 7111361-1 1982 Part 7: Synthesis and biological activity of some new cyclopentadienones and cyclopentadienes. Cyclopentanes 77-93 poly(ADP-ribose) polymerase family member 15 Homo sapiens 0-6 6561966-1 1984 Queuine (the base of queuosine, Q) catalytically reduced with tritium or deuterium yields a derivative in which the proton at C-8 (purine numbering system) has been exchanged and the cyclopentene ring has been reduced to a cyclopentane ring. Cyclopentanes 183-195 homeobox C8 Homo sapiens 126-129 6561966-1 1984 Queuine (the base of queuosine, Q) catalytically reduced with tritium or deuterium yields a derivative in which the proton at C-8 (purine numbering system) has been exchanged and the cyclopentene ring has been reduced to a cyclopentane ring. Cyclopentanes 223-235 homeobox C8 Homo sapiens 126-129 4404464-0 1972 Utilization of a cyclopentane analog of glutamate (cis-1-amino-1,3-dicarboxycyclopentane) by glutamine synthetase. Cyclopentanes 17-29 glutamate-ammonia ligase Homo sapiens 93-113 33395292-8 2021 Other typical fragment-ions produced from protonated metallocenes included the M(cp)1+ ions (M = Fe or Ni), by elimination of a cyclopentadiene molecule, or the molecular cation, by loss of a H radical. Cyclopentanes 128-143 C-C motif chemokine ligand 2 Homo sapiens 79-85 33205950-3 2020 This process is highly selective and is accompanied by the disruption of the organometallic scaffold: cyclopentadiene (CpH) and lepidocrocite (gamma-FeO(OH)) were identified by NMR and Raman analyses at the end of one representative reaction. Cyclopentanes 102-117 carboxypeptidase E Homo sapiens 119-122 33120078-3 2020 Constraining the linear propylene linker of structure I into a cyclopentene ring (II) offered improved PK parameters, while maintaining potency for PARP1. Cyclopentanes 63-75 poly(ADP-ribose) polymerase 1 Homo sapiens 148-153 31859505-2 2020 The method relied on LiHMDS-mediated intramolecular cyclization of trisubstitued cyclopentane carboxylates bearing a leaving group (at the C-4 position) and an additional substituent (at the C-3 atom), in turn synthesized from cyclopent-3-ene carboxylate. Cyclopentanes 81-106 complement C4A (Rodgers blood group) Homo sapiens 139-142 31859505-2 2020 The method relied on LiHMDS-mediated intramolecular cyclization of trisubstitued cyclopentane carboxylates bearing a leaving group (at the C-4 position) and an additional substituent (at the C-3 atom), in turn synthesized from cyclopent-3-ene carboxylate. Cyclopentanes 81-106 complement C3 Homo sapiens 191-194 31541992-4 2019 CF3 as a substituent on the 1,3,4-oxadiazole decreases the activation barriers of the rate-determining step, while CO2Me on the oxadiazole increases the activation barriers of the rate-determining step, markedly in the case of the reaction with cyclopentene and only marginally in the reactions with ethylene. Cyclopentanes 245-257 complement C2 Homo sapiens 115-118 31702146-1 2019 An efficient method for highly diastereoselective synthesis of chiral quaternary center-containing cyclopentenes via cinchona alkaloid derived thiosquaramide VIII catalyzed tandem Michael/Henry reaction of phenacylmalononitriles and nitroolefins. Cyclopentanes 99-112 cytochrome c oxidase subunit 8A Homo sapiens 158-162 30873839-1 2019 We describe a stereoselective method for obtaining multigram quantities of molecular basket 1 syn in overall 11% yield, using inexpensive cyclopentadiene and diethyl fumarate as starting materials. Cyclopentanes 138-153 synemin Homo sapiens 94-97 31140808-1 2019 The microscopic insight into the endo/exo stereoselectivity of the Diels-Alder (DA) reaction between cyclopentadiene and methyl vinyl ketone (MVK) has posed a challenge to the computational chemists, which requires an accurate free-energy (FE) landscape. Cyclopentanes 101-116 mannosidase endo-alpha Homo sapiens 33-37 31578059-3 2019 This route efficiently forms the cyclopentane ring from simple and easily accessible starting materials, and rapidly installs the C1/C4/C5 polar functional groups. Cyclopentanes 33-45 heterogeneous nuclear ribonucleoprotein C Homo sapiens 130-138 31549121-3 2019 We report the use of a new multifunctional cyclopentadiene (Cp) platform to prepare difunctional and monofunctional, PSMA-targeting rhenium and technetium-99m complexes. Cyclopentanes 43-58 folate hydrolase 1 Homo sapiens 117-121 29518333-1 2018 G-4 calculations are used to explore which carbon atoms of methylated butadienes, methylated cyclopentadienes, and methylated benzenes are most readily protonated to yield delocalized allyl and pentadienyl cations. Cyclopentanes 93-109 chromosome 6 open reading frame 47 Homo sapiens 0-3 27284594-1 2016 A chiral N,N"-dioxide/Ni(OTf)2 complex-catalyzed asymmetric Diels-Alder reaction of cyclopentadiene with 2,3-dioxopyrrolidines and 2-alkenoyl pyridines has been achieved. Cyclopentanes 84-99 POU class 2 homeobox 2 Homo sapiens 25-30 28409626-5 2017 No observation of oligomers or polymers of styrene and high stereoselectivity for the radical addition reaction of CCl4 to cyclopentene suggested that the C-C bond formation proceeded inside the coordination sphere of niobium, which was in good accordance with the negative entropy value of the radical addition reaction. Cyclopentanes 123-135 C-C motif chemokine ligand 4 Homo sapiens 115-119 27723211-3 2016 The high value of the aza-Piancatelli rearrangement was demonstrated by the synthesis of a cyclopentane-based hNK1 antagonist analogue. Cyclopentanes 91-103 beta-1,3-glucuronyltransferase 1 Homo sapiens 110-114 26418579-4 2015 Chirooptical properties revealed a beta-turn arrangement of all the synthesized compounds, where, depending on the absolute configuration of the cyclopentane spacer, they can be labeled as left- or right-handed turns. Cyclopentanes 145-157 amyloid beta precursor protein Homo sapiens 33-39 27358502-1 2016 ABSTRACT: B3LYP/6-31++G(d) calculations indicated that the reaction of (2E)-3-phenyl-2-nitroprop-2-enenitrile with cyclopentadiene catalyzed by cations of 1,3-dialkylimidazolium ionic liquid shall not take place according to the classical scheme of one-step [2+4] Diels-Alder cycloaddition. Cyclopentanes 115-130 protein tyrosine phosphatase non-receptor type 22 Homo sapiens 12-15 25793444-5 2015 The cyclopentene obtained from the PPh3-catalyzed reaction of allenoate H2C C CH(COO-t-Bu) with enynal undergoes decarboxylation under the [Au]/[Ag] catalysis and forms a carboxylate-free benzofuran. Cyclopentanes 4-16 protein phosphatase 4 catalytic subunit Homo sapiens 35-39 26204240-0 2015 Excited-State Photolytic Mechanism of Cyclopentene Containing a Group 14 Element: An MP2-CAS//CASSCF Study. Cyclopentanes 38-50 BCAR1 scaffold protein, Cas family member Homo sapiens 89-92 25908237-2 2015 Its complex with Cu(OTf)(2) , i.e., Cu(II)-PA, was employed to catalyze the homogeneous Diels-Alder (D-A) reaction of alkenoyl pyridine N-oxides with cyclopentadiene in tetrahydrofuran. Cyclopentanes 150-165 POU class 2 homeobox 2 Homo sapiens 17-26 25575249-1 2015 An unusual room temperature beta-lactone decarboxylation facilitated a five-step enantioselective formal synthesis of the cyclopentane core of an estrogen receptor beta-agonist. Cyclopentanes 122-134 estrogen receptor 2 Homo sapiens 146-168 19762008-3 2009 Crystals of 2 are monoclinic, with space group P2(1), the cyclopentane and pyran rings also adopt the envelope conformation. Cyclopentanes 58-70 cyclin dependent kinase inhibitor 1A Homo sapiens 47-52 24486198-1 2014 The Yb(OTf)3 catalyzed formal aza-Diels-Alder (or Povarov) reaction of cyclopentadiene and 1,3-cyclohexadiene with in situ-generated N-arylimines under conventional/ultrasonic techniques is herein described. Cyclopentanes 71-86 POU class 5 homeobox 1 Homo sapiens 7-12 23944192-1 2013 Much higher reactivity of [Li(+)@C60]PF6(-) for Diels-Alder cycloaddition toward cyclopentadiene (CpH), in comparison with that of empty C60, was observed. Cyclopentanes 81-96 carboxypeptidase E Homo sapiens 98-101 23980424-3 2013 The alpha-chain was introduced to the cyclopentane ring via the S(N)2 type nucleophilic substitution of (1S,2R,3R,2"Z)-3-acetoxy-2-(pent-2"-enyl)cyclopent-4-ene-1-ol with a dialkylcuprate for (+)-12-oxo-PDA. Cyclopentanes 38-50 Fc gamma receptor and transporter Homo sapiens 4-15 23631440-4 2013 Our previous work with the mercaptosulfide functionality attached to both cyclopentane and pyrrolidine frameworks demonstrated that the cis-(3S,4R)-stereochemistry was optimal for all of the MMPs tested. Cyclopentanes 74-86 matrix metallopeptidase 1 Homo sapiens 191-195 23795283-2 2013 We report an efficient synthesis of a cyclopentane-containing compound that potently and selectively inhibits DOT1L (Ki = 1.1 nM) as well as H3K79 methylation (IC50 ~ 200 nM). Cyclopentanes 38-50 DOT1 like histone lysine methyltransferase Homo sapiens 110-115 23261716-11 2013 Our data thus confirm that the new enzymatic assays with two cyclopentane substrates CBP-ol and CBP-one, and especially reduction of CBCP-one with NADPH, are appropriate for the evaluation of AKR1C inhibitors. Cyclopentanes 61-73 CREB binding protein Homo sapiens 85-88 22924670-0 2012 Stereoselective arylation of substituted cyclopentenes by substrate-directable Heck-Matsuda reactions: a concise total synthesis of the sphingosine 1-phosphate receptor (S1P(1)) agonist VPC01091. Cyclopentanes 41-54 sphingosine-1-phosphate receptor 1 Homo sapiens 170-176 25453808-3 2014 Incorporation of amino group to 3-position of the cyclopentane ring resulted in a series of JAK3 inhibitors (4g-4j) that potently inhibited IFNgamma production in an IL2-induced whole blood assay and displayed high functional selectivity for JAK3-JAK1 pathway relative to JAK2. Cyclopentanes 50-62 Janus kinase 3 Homo sapiens 92-96 25453808-3 2014 Incorporation of amino group to 3-position of the cyclopentane ring resulted in a series of JAK3 inhibitors (4g-4j) that potently inhibited IFNgamma production in an IL2-induced whole blood assay and displayed high functional selectivity for JAK3-JAK1 pathway relative to JAK2. Cyclopentanes 50-62 interferon gamma Homo sapiens 140-148 25453808-3 2014 Incorporation of amino group to 3-position of the cyclopentane ring resulted in a series of JAK3 inhibitors (4g-4j) that potently inhibited IFNgamma production in an IL2-induced whole blood assay and displayed high functional selectivity for JAK3-JAK1 pathway relative to JAK2. Cyclopentanes 50-62 interleukin 2 Homo sapiens 166-169 25453808-3 2014 Incorporation of amino group to 3-position of the cyclopentane ring resulted in a series of JAK3 inhibitors (4g-4j) that potently inhibited IFNgamma production in an IL2-induced whole blood assay and displayed high functional selectivity for JAK3-JAK1 pathway relative to JAK2. Cyclopentanes 50-62 Janus kinase 3 Homo sapiens 242-246 25453808-3 2014 Incorporation of amino group to 3-position of the cyclopentane ring resulted in a series of JAK3 inhibitors (4g-4j) that potently inhibited IFNgamma production in an IL2-induced whole blood assay and displayed high functional selectivity for JAK3-JAK1 pathway relative to JAK2. Cyclopentanes 50-62 Janus kinase 1 Homo sapiens 247-251 25453808-3 2014 Incorporation of amino group to 3-position of the cyclopentane ring resulted in a series of JAK3 inhibitors (4g-4j) that potently inhibited IFNgamma production in an IL2-induced whole blood assay and displayed high functional selectivity for JAK3-JAK1 pathway relative to JAK2. Cyclopentanes 50-62 Janus kinase 2 Homo sapiens 272-276 24366160-1 2014 Geometry optimization for RuX(PPh3)(NHCPh2)(L) (X=hydridotris(pyrazolyl)borate (Tp) and cyclopentadiene (Cp); L=Cl and N3) are investigated by using density functional theory (DFT) with DZVP2/DZVP all-electron mixed basis sets and compared with available experimental values, and the calculated structures are in very good agreement with experimental data. Cyclopentanes 88-103 protein phosphatase 4 catalytic subunit Homo sapiens 30-34 24144235-0 2013 Theoretical study of salt effects on the Diels-Alder reaction of cyclopentadiene with methyl vinyl ketone using RISM-SCF theory. Cyclopentanes 65-80 KIT ligand Homo sapiens 117-120 24144235-1 2013 Salt effects on the Diels-Alder reaction of cyclopentadiene with methyl vinyl ketone are investigated using reference interaction site model self-consistent field (RISM-SCF) theory. Cyclopentanes 44-59 KIT ligand Homo sapiens 169-172 22364202-3 2012 The selectivity is induced in the cyclization step, and while the enantioselectivity results from the syn/anti orientation around the C-N enamine bond, the diastereoselectivity mainly results from the syn/anti configuration of the substituents in the forming cyclopentane ring. Cyclopentanes 259-271 synemin Homo sapiens 102-105 22364202-3 2012 The selectivity is induced in the cyclization step, and while the enantioselectivity results from the syn/anti orientation around the C-N enamine bond, the diastereoselectivity mainly results from the syn/anti configuration of the substituents in the forming cyclopentane ring. Cyclopentanes 259-271 synemin Homo sapiens 201-204 22076737-4 2011 In the copolymerization of E with cyclopentene (CPE), for example by the action of 9, the presence of CPE resulted in a dramatic increase in the polymerization activity of E, while CPE incorporation remained close to or at zero. Cyclopentanes 34-46 carboxypeptidase E Homo sapiens 48-51 22076737-4 2011 In the copolymerization of E with cyclopentene (CPE), for example by the action of 9, the presence of CPE resulted in a dramatic increase in the polymerization activity of E, while CPE incorporation remained close to or at zero. Cyclopentanes 34-46 carboxypeptidase E Homo sapiens 102-105 22076737-4 2011 In the copolymerization of E with cyclopentene (CPE), for example by the action of 9, the presence of CPE resulted in a dramatic increase in the polymerization activity of E, while CPE incorporation remained close to or at zero. Cyclopentanes 34-46 carboxypeptidase E Homo sapiens 102-105 20448048-5 2010 Unlike the PGE(2) receptor, however, the hydroxyl group at C11 in a cyclopentane ring is not essential for OAT-PG substrates. Cyclopentanes 68-80 polymerase (RNA) III (DNA directed) polypeptide K Mus musculus 59-62 19072701-1 2009 N-Cbz- and Boc-protected spirocyclic dienes were prepared by dialkylation of cyclopentadiene. Cyclopentanes 77-92 BOC cell adhesion associated, oncogene regulated Homo sapiens 11-14 19772920-2 2009 Cyclopentane- and cyclohexane-fused pyrazoles with p-hydroxyphenyl rings at positions 1 and 3 displayed modest ERbeta-binding selectivity and variable agonism through ERalpha, while behaving as full estrogen antagonists through ERbeta in estrogen-responsive element (ERE)-dependent gene expression assays. Cyclopentanes 0-12 estrogen receptor 2 Homo sapiens 111-117 19772920-2 2009 Cyclopentane- and cyclohexane-fused pyrazoles with p-hydroxyphenyl rings at positions 1 and 3 displayed modest ERbeta-binding selectivity and variable agonism through ERalpha, while behaving as full estrogen antagonists through ERbeta in estrogen-responsive element (ERE)-dependent gene expression assays. Cyclopentanes 0-12 estrogen receptor 1 Homo sapiens 167-174 19772920-2 2009 Cyclopentane- and cyclohexane-fused pyrazoles with p-hydroxyphenyl rings at positions 1 and 3 displayed modest ERbeta-binding selectivity and variable agonism through ERalpha, while behaving as full estrogen antagonists through ERbeta in estrogen-responsive element (ERE)-dependent gene expression assays. Cyclopentanes 0-12 estrogen receptor 2 Homo sapiens 228-234 19237229-0 2009 New cyclopentane derivatives as inhibitors of steroid metabolizing enzymes AKR1C1 and AKR1C3. Cyclopentanes 4-16 aldo-keto reductase family 1 member C1 Homo sapiens 75-81 19237229-0 2009 New cyclopentane derivatives as inhibitors of steroid metabolizing enzymes AKR1C1 and AKR1C3. Cyclopentanes 4-16 aldo-keto reductase family 1 member C3 Homo sapiens 86-92 19237229-1 2009 A series of cyclopentane derivatives was synthesized and evaluated for inhibition of the steroid metabolizing enzymes AKR1C1 and AKR1C3. Cyclopentanes 12-24 aldo-keto reductase family 1 member C1 Homo sapiens 118-124 19237229-1 2009 A series of cyclopentane derivatives was synthesized and evaluated for inhibition of the steroid metabolizing enzymes AKR1C1 and AKR1C3. Cyclopentanes 12-24 aldo-keto reductase family 1 member C3 Homo sapiens 129-135 19390879-5 2009 Binding experiments demonstrate that cyclopentadiene-Ti(IV) moieties, resulting from titanocene dichloride at physiological pH, are bound mainly to different types of collagens and to a lesser extent to casein or bovine serum albumin, forming soluble and stable adducts. Cyclopentanes 37-52 albumin Homo sapiens 220-233 18678486-0 2008 Structure-activity relationship study on a novel series of cyclopentane-containing macrocyclic inhibitors of the hepatitis C virus NS3/4A protease leading to the discovery of TMC435350. Cyclopentanes 59-71 KRAS proto-oncogene, GTPase Homo sapiens 131-134 18954109-1 2008 5-Alkoxyfuran-2(5H)-ones and their optically pure 3-p-tolylsulfinyl derivatives, synthetic equivalents of the acyclic esters, react with dipoles generated from allenoates and PPh(3) (Lu reaction), in a completely regioselective, pi-facial selective and endo-selective manner, yielding bicyclic adducts, which are easily converted into optically pure highly substituted cyclopentane derivatives. Cyclopentanes 369-381 caveolin 1 Homo sapiens 175-181 17845856-0 2007 Novel potent macrocyclic inhibitors of the hepatitis C virus NS3 protease: use of cyclopentane and cyclopentene P2-motifs. Cyclopentanes 82-94 KRAS proto-oncogene, GTPase Homo sapiens 61-64 18651776-3 2008 The C-H BDEs for the alkenes yielding the alkyl radicals cyclopenten-4-yl and cyclohexen-4-yl and the alpha-C-H BDE in cyclopentene were also calculated. Cyclopentanes 119-131 homeobox D13 Homo sapiens 8-11 18671867-4 2008 RESULTS: Our search for endogenous chemical activators utilizing a bioactive lipid library screen identified a cyclopentane PGD2 metabolite, 15-deoxy-Delta12,14-prostaglandin J2 (15d-PGJ2), as a TRPA1 agonist. Cyclopentanes 111-123 prostaglandin D2 synthase (brain) Mus musculus 124-128 18671867-4 2008 RESULTS: Our search for endogenous chemical activators utilizing a bioactive lipid library screen identified a cyclopentane PGD2 metabolite, 15-deoxy-Delta12,14-prostaglandin J2 (15d-PGJ2), as a TRPA1 agonist. Cyclopentanes 111-123 transient receptor potential cation channel, subfamily A, member 1 Mus musculus 195-200 17845856-0 2007 Novel potent macrocyclic inhibitors of the hepatitis C virus NS3 protease: use of cyclopentane and cyclopentene P2-motifs. Cyclopentanes 99-111 KRAS proto-oncogene, GTPase Homo sapiens 61-64 17845856-1 2007 Several highly potent novel HCV NS3 protease inhibitors have been developed from two inhibitor series containing either a P2 trisubstituted macrocyclic cyclopentane- or a P2 cyclopentene dicarboxylic acid moiety as surrogates for the widely used N-acyl-(4R)-hydroxyproline in the P2 position. Cyclopentanes 152-164 KRAS proto-oncogene, GTPase Homo sapiens 32-35 17918836-1 2007 Hydroformylation of cyclopentene using Rh4(CO)12 and HRe(CO)5 as precursors. Cyclopentanes 20-32 Rh blood group D antigen Homo sapiens 39-42 17249732-7 2007 X-ray crystal structures of 23.2.5MeOH, 23.1.5MeCN, 24.CH2Cl2, and 24.1.5CH2Cl2 show the saddle-shape folding (typical of ex-TTF derivatives), which in 24 is enhanced by the pentamethylene chain bridging the dithiole units. Cyclopentanes 174-188 ras homolog family member H Homo sapiens 125-128 17804225-1 2007 A successful design of conformationally restricted novel quinazolinone derivatives linked via a cyclopentene moiety as potent poly(ADP-ribose)polymerase-1 (PARP-1) inhibitors has been developed. Cyclopentanes 96-108 poly(ADP-ribose) polymerase 1 Homo sapiens 126-154 17804225-1 2007 A successful design of conformationally restricted novel quinazolinone derivatives linked via a cyclopentene moiety as potent poly(ADP-ribose)polymerase-1 (PARP-1) inhibitors has been developed. Cyclopentanes 96-108 poly(ADP-ribose) polymerase 1 Homo sapiens 156-162 17532215-0 2007 Discovery of cyclopentane- and cyclohexane-trans-1,3-diamines as potent melanin-concentrating hormone receptor 1 antagonists. Cyclopentanes 13-25 melanin concentrating hormone receptor 1 Homo sapiens 72-112 17532215-1 2007 We herein report the optimization of cyclopentane- and cyclohexane-1,3-diamine derivatives as novel and potent MCH-R1 antagonists. Cyclopentanes 37-49 melanin concentrating hormone receptor 1 Homo sapiens 111-117 17305576-11 2007 Selectivity profiles and affinities depend strongly on the length of the alkylene-spacer: For some dimeric inhibitors the norepinephrine transporter (NET) and the dopamine transporter (DAT) affinities changed gradually, but for the serotonin transporter (SERT) a pentamethylene spacer showed the highest potency. Cyclopentanes 263-277 solute carrier family 6 member 3 Homo sapiens 163-183 17305576-11 2007 Selectivity profiles and affinities depend strongly on the length of the alkylene-spacer: For some dimeric inhibitors the norepinephrine transporter (NET) and the dopamine transporter (DAT) affinities changed gradually, but for the serotonin transporter (SERT) a pentamethylene spacer showed the highest potency. Cyclopentanes 263-277 solute carrier family 6 member 3 Homo sapiens 185-188 17048264-0 2007 Long-range JCH heteronuclear coupling constants in cyclopentane derivatives. Cyclopentanes 51-63 joining chain of multimeric IgA and IgM Homo sapiens 11-14 17155577-1 2006 Electron stimulated desorption of cyclopentene from the Si(100)-(2 x 1) surface is studied experimentally with cryogenic UHV STM and theoretically with transport, electronic structure, and dynamical calculations. Cyclopentanes 34-46 sulfotransferase family 1A member 3 Homo sapiens 125-128 16958533-0 2006 Stereoselective preparation of a cyclopentane-based NK1 receptor antagonist bearing an unsymmetrically substituted sec-sec ether. Cyclopentanes 33-45 tachykinin receptor 1 Homo sapiens 52-64 16824752-0 2006 Cyclopentane-based human NK1 antagonists. Cyclopentanes 0-12 tachykinin receptor 1 Homo sapiens 25-28 16824752-2 2006 An initial investigation of the novel cyclopentane scaffold 6 afforded low nanomolar human NK1 antagonists having enhanced water solubility properties compared to morpholine 1. Cyclopentanes 38-50 tachykinin receptor 1 Homo sapiens 91-94 16831551-0 2006 Cyclopentane-based human NK1 antagonists. Cyclopentanes 0-12 beta-1,3-glucuronyltransferase 1 Homo sapiens 25-28 16831551-2 2006 The synthesis and optimization of a cyclopentane-based hNK1 antagonist scaffold 3, having four chiral centers, will be discussed in the context of its enhanced water solubility properties relative to the marketed anti-emetic hNK1 antagonist EMEND (Aprepitant). Cyclopentanes 36-48 beta-1,3-glucuronyltransferase 1 Homo sapiens 55-59 16831551-2 2006 The synthesis and optimization of a cyclopentane-based hNK1 antagonist scaffold 3, having four chiral centers, will be discussed in the context of its enhanced water solubility properties relative to the marketed anti-emetic hNK1 antagonist EMEND (Aprepitant). Cyclopentanes 36-48 beta-1,3-glucuronyltransferase 1 Homo sapiens 225-229 16620100-2 2006 Cyclopropyl phenyl ketone underwent oxidative addition to Ni(PCy3) generated from Ni(cod)2 and PCy3 to give a nickeladihydropyran, which is a key intermediate for the Ni(0)-catalyzed homo- or heterocycloaddition to give cyclopentane compounds having two carbonyl substituents at the 1,3-position. Cyclopentanes 220-232 COD2 Homo sapiens 82-90 16161171-2 2005 This reaction, catalyzed by [Pd(dba)2] (dba=dibenzylideneacetone) in acetic acid, results in the formation of cyclopentene derivatives and [n.3.0]bicyclic systems (n=3, 4) in good to high yields. Cyclopentanes 110-122 DBA2 Homo sapiens 32-37 16246558-1 2006 A previously discovered DHODH inhibitor series was further improved by replacing the cyclopentene ring by aromatic heterocycles. Cyclopentanes 85-97 dihydroorotate dehydrogenase (quinone) Homo sapiens 24-29 16475787-6 2006 Consequently, the bound BMP and PGD(2) direct their opposite faces of the cyclopentane moieties toward the nicotinamide ring of the bound NADP. Cyclopentanes 74-86 bone morphogenetic protein 1 Homo sapiens 24-27 12815164-3 2003 These molecules are characterized by the presence of a reactive alpha,beta-unsatured carbonyl group in the cyclopentane ring (cyclopentenone) which is the key structure for triggering HSF1 activation. Cyclopentanes 107-119 heat shock transcription factor 1 Homo sapiens 184-188 14998586-3 2004 These compounds incorporate a valid pharmacophore for aldose reductase inhibitory activity represented by a thienocinnolinone template linked through a pentamethylene spacer to a carboxylic function. Cyclopentanes 152-166 aldo-keto reductase family 1 member B Homo sapiens 54-70 12974653-1 2003 Allenes with a nucleophilic functionality connected to the alpha-carbon atom have been shown to be versatile building blocks for the syn-thesis of gamma-butenolides, gamma-lactams, gamma-iminolactones, vinylic epoxides, 4-amino-2-alkenols, 2-amino-3-alkenols, 2,5-dihydrofurans, furans, vinylic cyclopropanes, and cyclopentenes, depending on the nature of the nucleophilic centers. Cyclopentanes 314-327 synemin Homo sapiens 133-136 16143532-1 2005 Novel DHODH inhibitors were developed based on a previously described series by introduction of heteroatoms into the cyclopentene ring and hydroxyl groups attached to it. Cyclopentanes 117-129 dihydroorotate dehydrogenase (quinone) Homo sapiens 6-11 16833273-1 2005 Diene-dienophile competing Diels-Alder reaction pathways of cyclopentadiene, 1H-, 2H- and 3H-phospholes with butadiene were explored at the B3LYP level using 6-31G(d) and 6-311+G(d,p) basis sets, and at the CCSD(T)/6-31G(d)//B3LYP/6-31G(d) level. Cyclopentanes 60-75 SH2 domain containing 1A Homo sapiens 142-145 16104729-0 2005 Ruthenium-catalyzed cycloisomerization of cis-3-en-1-ynes to cyclopentadiene and related derivatives through a 1,5-sigmatropic hydrogen shift of ruthenium-vinylidene intermediates. Cyclopentanes 61-76 suppressor of cytokine signaling 3 Homo sapiens 42-47 16104729-1 2005 We report a new ruthenium-catalyzed cycloisomerization of unactivated cis-3-en-1-ynes, which produces substituted cyclopentadiene and related derivatives. Cyclopentanes 114-129 suppressor of cytokine signaling 3 Homo sapiens 70-75 12930146-2 2003 Potent and specific MMP-2, -3, -9, -13 inhibitors were obtained by regio- and stereoselective substitutions at positions 2 and 5 on the cyclopentane ring. Cyclopentanes 136-148 matrix metallopeptidase 2 Mus musculus 20-33 12620660-1 2003 Several heteroaromatic analogues of (2-aryl-1-cyclopentenyl-1-alkylidene)-(arylmethyloxy)amine COX-2 inhibitors, in which the cyclopentene moiety was replaced by pyrazole, thiophene or isoxazole ring, were synthesized, in order to verify the influence of the different nature of the central core on the COX inhibitory properties of these kinds of molecules. Cyclopentanes 126-138 mitochondrially encoded cytochrome c oxidase II Homo sapiens 95-100 12371859-1 2002 The photochemical denitrogenation of the cyclopentene-annelated DBH-type azoalkanes 1 has been examined in solution as a function of bridgehead substitution and temperature. Cyclopentanes 41-53 dopamine beta-hydroxylase Homo sapiens 64-67 11677234-2 2002 Prostaglandin synthesis by cyclooxygenases-1 and -2 (COX-1 and COX-2) involves an initial oxygenation of arachidonic acid at C-11, followed by endoperoxide and cyclopentane ring formation, and then a second reaction with molecular oxygen in the S configuration at C-15. Cyclopentanes 160-172 prostaglandin-endoperoxide synthase 2 Homo sapiens 27-51 12057661-4 2002 In these substrates the fused cyclopropane moiety constrains the cyclopentane ring to mimic the conformation of a furanose sugar in the North hemisphere of the pseudorotational cycle, which matches the conformation of the ribose ring of adenosine in complex with ADA. Cyclopentanes 65-77 adenosine deaminase Homo sapiens 263-266 12014441-3 2002 Feeding experiments with [1-13C]- and [6-13C]-D-glucose revealed that the carbon skeletons of both a glucose residue and a cyclopentane ring moiety in 1 were each derived from glucose, and that C-C bond formation between C-1 and C-5 of glucose occurred during the cyclopentane ring formation. Cyclopentanes 264-276 heterogeneous nuclear ribonucleoprotein C Homo sapiens 221-232 11677234-2 2002 Prostaglandin synthesis by cyclooxygenases-1 and -2 (COX-1 and COX-2) involves an initial oxygenation of arachidonic acid at C-11, followed by endoperoxide and cyclopentane ring formation, and then a second reaction with molecular oxygen in the S configuration at C-15. Cyclopentanes 160-172 mitochondrially encoded cytochrome c oxidase I Homo sapiens 53-58 11677234-2 2002 Prostaglandin synthesis by cyclooxygenases-1 and -2 (COX-1 and COX-2) involves an initial oxygenation of arachidonic acid at C-11, followed by endoperoxide and cyclopentane ring formation, and then a second reaction with molecular oxygen in the S configuration at C-15. Cyclopentanes 160-172 mitochondrially encoded cytochrome c oxidase II Homo sapiens 63-68 11457063-8 2001 The carbonyl precursors [MCp(2)(CO)] each react with perfluoro-iso-propyl iodide without loss of CO, to afford the exo-fluoroalkylated cyclopentadiene M(II) complexes MCp(eta(4)-C(5)H(5)R(F))(CO)I (21, M = Mo; 22, M = W); the exo-stereochemistry for the fluoroalkyl group is confirmed by an X-ray structural study of 22. Cyclopentanes 135-150 CD46 molecule Homo sapiens 25-28 11728184-3 2001 This led us to design potential neuraminidase inhibitors in which the cyclopentane ring served as a scaffold for substituents (carboxylate, guanidino, acetamido, alkyl) that would interact with the four binding pockets of the neuraminidase active site at least as effectively as those of the established six-membered ring inhibitors such as DANA (2), zanamivir (3), and oseltamivir (4). Cyclopentanes 70-82 neuraminidase 1 Homo sapiens 32-45 11728184-3 2001 This led us to design potential neuraminidase inhibitors in which the cyclopentane ring served as a scaffold for substituents (carboxylate, guanidino, acetamido, alkyl) that would interact with the four binding pockets of the neuraminidase active site at least as effectively as those of the established six-membered ring inhibitors such as DANA (2), zanamivir (3), and oseltamivir (4). Cyclopentanes 70-82 neuraminidase 1 Homo sapiens 226-239 11334571-3 2001 In this series, the bivalent ligand 16, comprised of two (+)-trans-piperidine units linked by a pentamethylene spacer, exhibits a combination of high DA transporter (DAT) and 5-HT transporter (SERT) activity (K(i) = 39 nM and 7 nM, respectively). Cyclopentanes 96-110 solute carrier family 6 member 4 Rattus norvegicus 193-197 11301410-1 2001 The cyclopentenone prostaglandins PGA2, PGA1, and PGJ2 are formed by dehydration within the cyclopentane ring of PGE2, PGE1, and PGD2. Cyclopentanes 92-104 prostaglandin D2 synthase Homo sapiens 129-133 11348117-4 2001 On the other hand, feeding experiments with [5-(2)H]- and [6,6-(2)H(2)]-D-glucosamine showed that deuterium on C-5 and one of the two deuterium atoms on C-6 of glucosamine were lost during the cyclopentane ring formation of 1. Cyclopentanes 193-205 complement C5 Homo sapiens 111-114 11348117-4 2001 On the other hand, feeding experiments with [5-(2)H]- and [6,6-(2)H(2)]-D-glucosamine showed that deuterium on C-5 and one of the two deuterium atoms on C-6 of glucosamine were lost during the cyclopentane ring formation of 1. Cyclopentanes 193-205 complement C6 Homo sapiens 153-156 11348117-6 2001 These results suggested that an intermediate with a 6-aldehyde group is involved in the biosynthesis of the cyclopentane ring moiety of 1 and overall inversion of stereochemistry of the C-6 methylene group occurred by stereospecific oxidation and reduction on C-6 during the formation of 1. Cyclopentanes 108-120 complement C6 Homo sapiens 186-189 11348117-6 2001 These results suggested that an intermediate with a 6-aldehyde group is involved in the biosynthesis of the cyclopentane ring moiety of 1 and overall inversion of stereochemistry of the C-6 methylene group occurred by stereospecific oxidation and reduction on C-6 during the formation of 1. Cyclopentanes 108-120 complement C6 Homo sapiens 260-263 11348117-7 2001 The 6-aldehyde intermediate may play a key role in the biosynthetic step(s) of cyclization to form the cyclopentane ring and/or deoxygenation at C-5. Cyclopentanes 103-115 complement C5 Homo sapiens 145-148 11457063-8 2001 The carbonyl precursors [MCp(2)(CO)] each react with perfluoro-iso-propyl iodide without loss of CO, to afford the exo-fluoroalkylated cyclopentadiene M(II) complexes MCp(eta(4)-C(5)H(5)R(F))(CO)I (21, M = Mo; 22, M = W); the exo-stereochemistry for the fluoroalkyl group is confirmed by an X-ray structural study of 22. Cyclopentanes 135-150 CD46 molecule Homo sapiens 167-170 11674752-1 1999 The Pauson-Khand reaction on suitable 4-oxa-hept-1-en-6-ynes (1, 17) obtained from 3,4,6-tri-O-acetyl-D-glucal gives the cyclopentane-annulated pyranosides (2, 18) that can be efficiently and stereoselectivelly transformed into chiral, advanced, highly oxygenated intermediates (10, 16, 24) for the synthesis of iridoid aglycones. Cyclopentanes 121-133 selenoprotein I Homo sapiens 44-50 11178835-2 2001 The [4 + 4]-photocycloaddition with cyclopentadiene (CpH) proceeded smoothly and with high enantioselectivity (84-87% ee). Cyclopentanes 36-51 carboxypeptidase E Homo sapiens 53-56 10999251-1 2000 The synthesis of carbocyclic nucleosides, cis-9-[4-(1,2-dihydroxyethyl)-cyclopent-2-enyl]guanine (3) and cis-2-amino-6-cyclopropylamino-9-[4-(1,2-dihydroxyethyl)- cyclopent-2- enyl]purine (4), was achieved from cyclopentadiene (5) in five and six steps, respectively. Cyclopentanes 211-226 suppressor of cytokine signaling 2 Homo sapiens 105-110 10866624-4 2000 Studies on a series of mono, di-, and trisubstituted cyclopentenes are reported in which trans-vicinal-additions favor a syn-selective approach of electrophiles to the cyclopentene system. Cyclopentanes 53-65 synemin Homo sapiens 121-124 11563046-4 2001 Conformational constraints were built into the ribose rings of nucleoside and nucleotide ligands using the methanocarba approach, i.e. fused cyclopropane and cyclopentane rings in place of ribose, suggesting a preference for the Northern (N) conformation among ligands for P2Y1 and A1 and A3ARs. Cyclopentanes 158-170 purinergic receptor P2Y1 Homo sapiens 273-294 10824147-8 2000 The doubly charged Lewis acid, [CyRu(eta2-(R, R)-Ph2PCHMeCHMe Ph2PO-P,O)(solvate)]2+ derived from the chloro complex by chloride abstraction with AgSbF6 gave modest ee"s (30%) in the Diels-Alder reaction of methacrolein with cyclopentadiene. Cyclopentanes 225-240 DNA polymerase iota Homo sapiens 37-41 10794688-0 2000 New proline mimetics: synthesis of thrombin inhibitors incorporating cyclopentane- and cyclopentenedicarboxylic acid templates in the P2 position. Cyclopentanes 69-81 coagulation factor II, thrombin Homo sapiens 35-43 10579835-1 1999 Several cyclopentene GABA analogues were synthesized as conformationally rigid analogues of the epilepsy drug vigabatrin and tested as inhibitors and substrates of gamma-aminobutyric acid aminotransferase (GABA-AT). Cyclopentanes 8-20 4-aminobutyrate aminotransferase Homo sapiens 164-204 10579835-1 1999 Several cyclopentene GABA analogues were synthesized as conformationally rigid analogues of the epilepsy drug vigabatrin and tested as inhibitors and substrates of gamma-aminobutyric acid aminotransferase (GABA-AT). Cyclopentanes 8-20 4-aminobutyrate aminotransferase Homo sapiens 206-213 10629869-12 1999 This result indicates that this domain of the PGD receptor is responsible for distinction of structural differences between PGD2 and PGE2 on the cyclopentane ring. Cyclopentanes 145-157 prostaglandin D receptor Mus musculus 46-58 10514291-8 1999 The configuration of the cyclopentane unit determined the affinity profile: a 1R configuration, as in (+)-3 and (-)-4, conferred higher affinity at alpha(1)-adrenoreceptors, whereas a 1S configuration, as in (-)-3 and (+)-4, produced higher affinity for 5-HT(1A) receptors. Cyclopentanes 25-37 5-hydroxytryptamine receptor 1A Homo sapiens 254-261 10629869-12 1999 This result indicates that this domain of the PGD receptor is responsible for distinction of structural differences between PGD2 and PGE2 on the cyclopentane ring. Cyclopentanes 145-157 prostaglandin D2 synthase (brain) Mus musculus 124-128 8841600-1 1995 Dimethyl c-4-aminomethylcyclo-pent-2-en-r-1-ylmalonate, an precursor of carbocyclic homo-nucleosides, has been synthesized from the bicyclo-[2.2.1]helpt-5-ene derivative prepared by the Diels-Alder reaction of cyclopentadiene with dimethyl trifluoroacetylaminomethylenemalonate, which is a new dienophile. Cyclopentanes 210-225 complement C4A (Rodgers blood group) Homo sapiens 9-12 11674564-4 1999 All the cycloadditions occurred exclusively on the pi-face syn to the etheno bridge of 2, thereby in cases of the cycloadditions with anthracene, cyclopentadiene, 1,3-cyclohexadiene, and 6,6-dimethylfulvene producing the corresponding adducts 11a, 18b, 22b, and 23b that contain three double bonds aligned in parallel. Cyclopentanes 146-161 synemin Homo sapiens 59-62 8943275-2 1996 Cyclopentenone prostaglandins, which contain an alpha, beta-unsaturated carbonyl group in the cyclopentane ring and possess antiviral activity against several RNA and DNA viruses, were shown to function as signal for HSP synthesis in a nonstressful situation in a variety of mammalian cells. Cyclopentanes 94-106 heat shock protein family A (Hsp70) member 4 Homo sapiens 217-220 30382247-1 1996 Lewis acid promoted Diels-Alder reaction of acrylate esters of cis-1-arylsulfonamido-2-indanols and cyclopentadiene provided exclusively endo-adducts with high endo-diastereoselectivities. Cyclopentanes 100-115 suppressor of cytokine signaling 1 Homo sapiens 63-68 11674049-2 1998 The ranges of activation energies for syn addition are large relative to those for anti addition, which are all similar to the activation energy for cyclopentadiene itself. Cyclopentanes 149-164 synemin Homo sapiens 38-41 11674049-4 1998 Deformation of the 5-fluoro-, 5-hydroxy-, and 5-amino-1,3-cyclopentadienes into their syn transition state geometries is predicted to require less energy than deformation of cyclopentadiene itself, which is in accord with experimental observation of syn addition with these dienes. Cyclopentanes 58-73 synemin Homo sapiens 86-89 11674049-4 1998 Deformation of the 5-fluoro-, 5-hydroxy-, and 5-amino-1,3-cyclopentadienes into their syn transition state geometries is predicted to require less energy than deformation of cyclopentadiene itself, which is in accord with experimental observation of syn addition with these dienes. Cyclopentanes 58-73 synemin Homo sapiens 250-253 8978850-10 1996 The effect of making the analogs more rigid by making the three-carbon chain part of a five-membered ring, but with retention of the methylene replacement for the carboxamide moiety, led to potent PKC inhibitors including anti-substituted pyrrolidine analog 35b and the most potent PKC inhibitor in the series, anti-substituted cyclopentane analog 29b. Cyclopentanes 328-340 proline rich transmembrane protein 2 Homo sapiens 197-200 11666983-0 1996 Ab Initio Study of Endo/Exo and Diastereofacial Selectivities in Diels-Alder Reactions between Chiral Butenolides and Cyclopentadiene. Cyclopentanes 118-133 mannosidase endo-alpha Homo sapiens 19-23 34743520-1 2021 The flavoprotein monooxygenase (FPMO) TerC is encoded by all known cyclopentene biosynthetic gene clusters. Cyclopentanes 67-79 telomerase RNA component Homo sapiens 38-42 34672549-3 2021 To stabilize the electron-deficient boron atom, a series of chloroborane masked borenium ions featuring the symmetrical (B-Cl-B)+ linkage are prepared and utilized as the catalyst for the enantioselective Diels-Alder cycloaddition of cyclopentadiene and 2,2,2-trifluoroethyl acrylate. Cyclopentanes 234-249 citramalyl-CoA lyase Homo sapiens 123-127 34110819-0 2021 Additivity of Diene Substituent Gibbs Free Energy Contributions for Diels-Alder Reactions between (F3C)2B = NMe2 and Substituted Cyclopentadienes. Cyclopentanes 129-145 NME/NM23 nucleoside diphosphate kinase 2 Homo sapiens 108-112 34695350-2 2021 In the presence of a palladium catalyst, the reaction of various 1,n-dienes and diborons were converted into cyclopentane derivatives with two boryl groups at remote positions via facile regioselective transformation of an unactivated sp3 C-H bond to a C-B bond. Cyclopentanes 109-121 Sp3 transcription factor Homo sapiens 235-238 34257463-0 2021 Pure hydrocarbon cycles in TMC-1: Discovery of ethynyl cyclopropenylidene, cyclopentadiene and indene. Cyclopentanes 75-90 transmembrane channel like 1 Homo sapiens 27-32 34257463-1 2021 We report the detection for the first time in space of three new pure hydrocarbon cycles in TMC-1: c-C3HCCH (ethynyl cyclopropenylidene), c-C5H6 (cyclopentadiene) and c-C9H8 (indene). Cyclopentanes 146-161 transmembrane channel like 1 Homo sapiens 92-97