PMID-sentid	Pub_year	Sent_text		comp_official_name	comp_offsetprotein_name	organism	prot_offset
16388653-1	2006	[reaction: see text] An efficient protocol has been developed using D-(2R)-Oppolzer sultam as a chiral auxiliary for generating anti/syn diastereomers with high enantiopurity and utilized in the efficient synthesis of natural product belactosin C and their synthetic congeners.	Deuterium	68-69	synemin	Homo sapiens	133-136	
23487183-0	2013	The syn and anti isomers of the porphyrinogen-like precursor of calix[4]phyrin: isolation, X-ray structure, anion binding and fluoride-ion-mediated proton-deuterium exchange studies.	Deuterium	155-164	synemin	Homo sapiens	4-7	
23487183-6	2013	The solution state structures of the 1 : 1 F(-) ion complexes containing deuterium atoms formed by a random but sequential substitution of NH protons by deuterium atoms were identified from their multiplicity patterns observed in the proton coupled (19)F NMR spectrum, which are supported by the proton decoupled (19)F NMR spectrum showing one singlet for each type of F(-) ion complex in solution for both the syn and anti isomers, correlating with their solid state structures.	Deuterium	73-82	synemin	Homo sapiens	411-414	
17264133-7	2007	This is consistent with d(TpA)* arising by valence isomerization of a precursor cyclobutane photoproduct with cis-syn stereochemistry that is generated by [2 + 2] photoaddition of the thymine 5,6-double bond across the C6 and C5 positions of adenine.	Deuterium	24-25	synemin	Homo sapiens	114-117	
20397666-6	2010	The syn-migratory insertion stereochemistry was confirmed through a deuterium labeling experiment.	Deuterium	68-77	synemin	Homo sapiens	4-7	
17132008-3	2006	A deuterium-labeling experiment indicates that the oxidative addition proceeds via SN2-type attack of palladium(0) on the less-hindered carbon of the aziridine ring and that alkene insertion occurs in a syn fashion.	Deuterium	2-11	synemin	Homo sapiens	203-206	
12603106-1	2003	Optically active syn- or anti-beta-substituted-alpha-amino acid derivatives are prepared in 94 to >/=99% ee and 66-98% ds by reaction of the Schiff base acetate of glycine tert-butyl ester with chiral, nonracemic B-alkyl-9-BBN derivatives in the presence of the Cinchona alkaloid, cinchonidine (CdOH) or cinchonine (CnOH), base, and lithium chloride.	Deuterium	122-124	synemin	Homo sapiens	17-20	
228755-5	1979	The NMR-DESERT (Deuterium Substitution Effect on Relaxation Times) method has been utilized for the determination of the syn-anti conformational equilibrium in the monomeric state and for the determination of the mutual orientation of the two adenine rings in the dimeric state of cyclic AMP.	Deuterium	16-25	synemin	Homo sapiens	121-124	
8924590-5	1996	In duplexes composed of (-)-syn-BPDEc-N2-dG or (+)-syn-BPDEc-N2-dG modified 5"-d(CCTATAGATATCC) and the complement 5"-d(GGATATCTATAGG), the presence of an adduct, in particular the latter, substantially decreased the Tm value relative to the corresponding unmodified duplex.	Deuterium	3-4	synemin	Homo sapiens	28-31	
8924590-5	1996	In duplexes composed of (-)-syn-BPDEc-N2-dG or (+)-syn-BPDEc-N2-dG modified 5"-d(CCTATAGATATCC) and the complement 5"-d(GGATATCTATAGG), the presence of an adduct, in particular the latter, substantially decreased the Tm value relative to the corresponding unmodified duplex.	Deuterium	3-4	synemin	Homo sapiens	51-54	
8924590-5	1996	In duplexes composed of (-)-syn-BPDEc-N2-dG or (+)-syn-BPDEc-N2-dG modified 5"-d(CCTATAGATATCC) and the complement 5"-d(GGATATCTATAGG), the presence of an adduct, in particular the latter, substantially decreased the Tm value relative to the corresponding unmodified duplex.	Deuterium	19-20	synemin	Homo sapiens	28-31	
8924590-5	1996	In duplexes composed of (-)-syn-BPDEc-N2-dG or (+)-syn-BPDEc-N2-dG modified 5"-d(CCTATAGATATCC) and the complement 5"-d(GGATATCTATAGG), the presence of an adduct, in particular the latter, substantially decreased the Tm value relative to the corresponding unmodified duplex.	Deuterium	19-20	synemin	Homo sapiens	51-54	
35168665-8	2022	When UV irradiation of thymidine with alpha-tocopherol phosphate was conducted in D2O, two deuterium atoms were added to 5 and 6 positions of thymidine with both syn and anti configurations.	Deuterium	91-100	synemin	Homo sapiens	162-165	
825244-3	1976	It is shown by deuterium substitution of the purine ring in position 8 that the orientation of the base is anti in the case of strong activators like adenosine 5"-monophosphate, and syn in that of weak activators like inosine 5"-monophosphate.	Deuterium	15-24	synemin	Homo sapiens	182-185	
29465996-7	2018	Deuterium labeling experiments support a mechanism involving syn-addition across the alkene.	Deuterium	0-9	synemin	Homo sapiens	61-64	
30746080-2	2019	Deuterium-labeling experiments and control experiments were conducted to probe the mechanism, and the results indicated that the acidity of the solvent plays a critical role in the control of diastereoselectivity by trapping the adduct of nickel hydride to C[double bond, length as m-dash]C bonds via protonolysis, giving the hydrogenation product with stereospecific syn-selectivity.	Deuterium	0-9	synemin	Homo sapiens	368-371	
33399459-1	2021	Lithium dicyclohexylamide (Cy2NLi) reacts with syn-gas or CO to generate transient intermediates with carbene character, which are capable of reacting further with CO or H2, effecting sequential C-C and C-H bond formations from CO or H2, thus providing a transition-metal-free avenue to the fundamental reactions of the Fischer-Tropsch process.	Deuterium	170-172	synemin	Homo sapiens	47-50	
33399459-1	2021	Lithium dicyclohexylamide (Cy2NLi) reacts with syn-gas or CO to generate transient intermediates with carbene character, which are capable of reacting further with CO or H2, effecting sequential C-C and C-H bond formations from CO or H2, thus providing a transition-metal-free avenue to the fundamental reactions of the Fischer-Tropsch process.	Deuterium	234-236	synemin	Homo sapiens	47-50	
29109292-3	2017	IR excitation of selectively deuterated syn-CD3CHOO is shown to result in deuterium atom transfer and release OD radical products.	Deuterium	74-83	synemin	Homo sapiens	40-43	
27960316-3	2016	Deuterium labeling experiments suggest a syn-migratory insertion of the alkene into the Pd-O bond.	Deuterium	0-9	synemin	Homo sapiens	41-44	
26968748-4	2016	Deuterium-labelling studies indicate the reactions proceed through syn-aminopalladation of the alkene and suggest that the control of syn- versus anti-aminopalladation pathways is important for asymmetric induction.	Deuterium	0-9	synemin	Homo sapiens	67-70	
26968748-4	2016	Deuterium-labelling studies indicate the reactions proceed through syn-aminopalladation of the alkene and suggest that the control of syn- versus anti-aminopalladation pathways is important for asymmetric induction.	Deuterium	0-9	synemin	Homo sapiens	134-137	
26641317-3	2016	The chiral phosphoric acid-catalyzed spiroketalization of deuterium-labeled cyclic enol ethers revealed a highly diastereoselective syn-selective protonation/nucleophile addition, thus ruling out long-lived oxocarbenium intermediates.	Deuterium	58-67	synemin	Homo sapiens	132-135