PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
18585198-5	2008	DDQ and p-CLA react spontaneously with terfenadine to give colored complexes that can be applied for the flow injection analysis of terfenadine in the concentration ranges 2.4-120 and 24-240 microg with correlation coefficients 0.9990 and 0.9985 and detection limits 0.8 and 2.7 microg for DDQ and p-CLA, respectively, in addition to the high sampling through output of 40 sample h(-1).	dichlorodicyanobenzoquinone	0-3	selectin P ligand	Homo sapiens	300-303
18585198-5	2008	DDQ and p-CLA react spontaneously with terfenadine to give colored complexes that can be applied for the flow injection analysis of terfenadine in the concentration ranges 2.4-120 and 24-240 microg with correlation coefficients 0.9990 and 0.9985 and detection limits 0.8 and 2.7 microg for DDQ and p-CLA, respectively, in addition to the high sampling through output of 40 sample h(-1).	dichlorodicyanobenzoquinone	290-293	selectin P ligand	Homo sapiens	10-13
34338532-0	2021	Gas-Phase UV Spectroscopy of Chemical Intermediates Produced in Solution: Oxidation Reactions of Phenylhydrazines by DDQ.	dichlorodicyanobenzoquinone	117-120	gastrin	Homo sapiens	0-3
6737416-1	1984	16-O- Acetylvindoline (1a) was oxidatively transformed into an iminium derivative (2a) by copper oxidases (laccase and human ceruloplasmin), an unknown enzyme system(s) of Streptomyces griseus, and the chemical oxidizing agent 2,3-dichloro-5,6- dicyano -1,4-benzoquinone ( DDQ ).	dichlorodicyanobenzoquinone	227-270	ceruloplasmin	Homo sapiens	125-138
34286656-5	2021	Linear Dynamic range was significantly good in the range of 6 - 60 mug mL-1 and 20 - 260 mug mL-1 for DDQ and CA methods.	dichlorodicyanobenzoquinone	102-105	L1 cell adhesion molecule	Mus musculus	93-97
6737416-1	1984	16-O- Acetylvindoline (1a) was oxidatively transformed into an iminium derivative (2a) by copper oxidases (laccase and human ceruloplasmin), an unknown enzyme system(s) of Streptomyces griseus, and the chemical oxidizing agent 2,3-dichloro-5,6- dicyano -1,4-benzoquinone ( DDQ ).	dichlorodicyanobenzoquinone	273-276	ceruloplasmin	Homo sapiens	125-138
32409804-2	2020	An unprecedented rearrangement of 1,2-dihydropyridines (1,2-DHPs), 3CR products, to 2-pyridones in good yields with a broad substrate scope by DDQ-mediated benzylic oxidation via a pyridinium intermediate is reported.	dichlorodicyanobenzoquinone	143-146	deoxyhypusine synthase	Homo sapiens	60-64
33839321-1	2021	The purpose of our study is to determine the protective effects of the newly discovered molecule DDQ (diethyl (3,4-dihydroxyphenethylamino)(quinolin-4-yl) methylphosphonate) against mutant APP and amyloid-beta (Abeta) in Alzheimer"s disease (AD).	dichlorodicyanobenzoquinone	97-100	amyloid beta (A4) precursor protein	Mus musculus	211-216
32170827-4	2020	As another example, oxidation of 10-10"-linked bis-pyridine-coordinated CoIII corrole dimer with DDQ produced a cobalt corrole radical dimer and a doubly-linked corrole dimer both as stable compounds bearing pyridine and cyanide axial ligands.	dichlorodicyanobenzoquinone	97-100	mitochondrially encoded cytochrome c oxidase III	Homo sapiens	72-77
33492976-2	2021	Dehydrogenative cycloetherification of (E)-(+-)-1-aryl-5-hydroxy-1-alkenes promoted by DDQ proceeded cleanly via 6-endo cyclization to afford trans-2-alkyl-6-aryl-3,6-dihydro-2H-pyrans (32 examples) in good yield (up to 89%) and with moderate to excellent diastereoselectivity (up to 99:1).	dichlorodicyanobenzoquinone	87-90	small nucleolar RNA, H/ACA box 73A	Homo sapiens	39-49
25612235-4	2015	The syn isomers of the DMTs formed blue charge-transfer complexes with DDQ in solution, and this complexation and color change were applied to thermochromism.	dichlorodicyanobenzoquinone	71-74	synemin	Homo sapiens	4-7
25860622-1	2015	A novel oxidative C-H/C-H cross-coupling reaction between electron-rich arenes and alkenes is established utilizing FeCl3 as the catalyst and DDQ as the oxidant.	dichlorodicyanobenzoquinone	142-145	churchill domain containing 1	Homo sapiens	18-25
31437002-1	2019	We describe the practical removal of p-methylbenzyl (MBn) protections of alcohols by treatment with 2,3-dichloro-5,6-dicyano-p-benzoquinone.	dichlorodicyanobenzoquinone	100-139	proteinase 3	Homo sapiens	53-56
29498726-2	2018	In this work we use advanced beta-5 lignin model compounds to identify the fate of phenylcoumaran units in a softwood lignin during oxidation with DDQ.	dichlorodicyanobenzoquinone	147-150	adaptor related protein complex 5 subunit beta 1	Homo sapiens	29-35
28854701-8	2017	Our immunoblotting and immunostaining analyses revealed that Abeta and Drp1 levels were reduced in DDQ-treated AD neurons.	dichlorodicyanobenzoquinone	99-102	amyloid beta precursor protein	Homo sapiens	61-66
28854701-8	2017	Our immunoblotting and immunostaining analyses revealed that Abeta and Drp1 levels were reduced in DDQ-treated AD neurons.	dichlorodicyanobenzoquinone	99-102	utrophin	Homo sapiens	71-75
28854701-9	2017	Interaction between Abeta and Drp1 is reduced in DDQ-treated AD neurons.	dichlorodicyanobenzoquinone	49-52	amyloid beta precursor protein	Homo sapiens	20-25
28854701-9	2017	Interaction between Abeta and Drp1 is reduced in DDQ-treated AD neurons.	dichlorodicyanobenzoquinone	49-52	utrophin	Homo sapiens	30-34
28854701-13	2017	These observations indicate that DDQ reduces excessive mitochondrial fragmentation, enhances fusion, biogenesis and synaptic activity and reduces Abeta42 levels and protects AD neurons against Abeta-induced mitochondrial and synaptic toxicities.	dichlorodicyanobenzoquinone	33-36	amyloid beta precursor protein	Homo sapiens	146-151
27496619-2	2016	Herein, we describe the chemical functionalization of hydrogenated graphene through a dehydrogenative cross-coupling reaction between an allylic C-H bond and the alpha-C-H bond of tetrahydrothiophen-3-one using Cu(OTf)2 as the catalyst and DDQ as the oxidant.	dichlorodicyanobenzoquinone	240-243	POU class 2 homeobox 2	Homo sapiens	214-219
25611358-5	2015	Oxidation of meso-meso linked hybrid trimer bearing 5,15-diaryl Zn(II) porphyrins with DDQ/Sc(OTf)3 under mild conditions resulted in meso-meso coupling oligomerization, affording the corresponding dimeric (hexamer), trimeric (nonamer), and tetrameric (dodecamer) oligomers.	dichlorodicyanobenzoquinone	87-90	POU class 5 homeobox 1	Homo sapiens	91-99
24757128-1	2014	A dehydrogenative cross-coupling reaction between allylic C-H bonds and the alpha-C-H bond of ketones or aldehydes was developed using Cu(OTf)2 as a catalyst and DDQ as an oxidant.	dichlorodicyanobenzoquinone	162-165	POU class 2 homeobox 2	Homo sapiens	138-143
24757128-3	2014	A plausible mechanism using Cu(OTf)2 as a Lewis acid catalyst was also proposed (DDQ=2,3-dichloro-5,6-dicyano-1,4-benzoquinone; Tf=trifluoromethanesulfonate).	dichlorodicyanobenzoquinone	81-84	POU class 2 homeobox 2	Homo sapiens	31-36
24757128-3	2014	A plausible mechanism using Cu(OTf)2 as a Lewis acid catalyst was also proposed (DDQ=2,3-dichloro-5,6-dicyano-1,4-benzoquinone; Tf=trifluoromethanesulfonate).	dichlorodicyanobenzoquinone	85-126	POU class 2 homeobox 2	Homo sapiens	31-36
21142197-2	2011	A mechanistic proposal is also given that mainly includes two cascade reactions: (i) formation of a vinylogous iminium cation via DDQ-mediated dehydrogenation of tetrahydrocarbazole functionality and (ii) intra-molecular and syn-selective addition of the amide functionality as the nucleophile to the vinylogous iminium cation.	dichlorodicyanobenzoquinone	130-133	synemin	Homo sapiens	225-228
20226803-1	2010	A mild and efficient Delta(1)-dehydrogenation of Delta(4)-3-keto-steroids with DDQ in the presence of tertbutyldimethylchlorosilane at room temperature was developed.	dichlorodicyanobenzoquinone	79-82	delta like canonical Notch ligand 4	Homo sapiens	49-59
15876096-1	2005	[reaction: see text] AgPF6-promoted oxidation of 5,10,15-trialkyl zinc(II) porphyrins led to formation of meso-meso linked diporphyrins, which were further oxidized with Sc(OTf)3 and DDQ to give meso-meso, beta-beta, beta-beta triply linked diporphyrins that exhibited a stronger aggregation propensity than corresponding meso-aryl diporphyrins.	dichlorodicyanobenzoquinone	183-186	POU class 5 homeobox 1	Homo sapiens	170-178
15278148-1	2004	Ligandless palladium-catalyzed Suzuki-Miyaura coupling converted an inert p-bromobenzyl ether to a DDQ-labile p-(3,4-dimethoxyphenyl) benzyl ether in the presence of azide functionality and this strategy serves as a key step for the convergent synthesis of a fully lipidated malaria GPI disaccharide.	dichlorodicyanobenzoquinone	99-102	glucose-6-phosphate isomerase	Homo sapiens	283-286
11357398-1	2001	Natural chlorins containing a residue of the nonesterified propionic acid in the pyrrole ring D were oxidized with 2,3-dichloro-5,6-dicyanobenzoquinone at C18 to yield exocyclic delta-lactones.	dichlorodicyanobenzoquinone	115-151	Bardet-Biedl syndrome 9	Homo sapiens	155-158