Literature summary for 1.4.3.3 extracted from

Kato, Y.; Hin, N.; Maita, N.; Thomas, A.G.; Kurosawa, S.; Rojas, C.; Yorita, K.; Slusher, B.S.; Fukui, K.; Tsukamoto, T.
Structural basis for potent inhibition of D-amino acid oxidase by thiophene carboxylic acids (2018), Eur. J. Med. Chem., 159, 23-34 .

Crystallization (Commentary)

Crystallization (Comment)	Organism
structures of DAO in complex with thiophene carboxylic acid inhibitors. Residue Tyr224 is tightly stacked with the thiophene ring of the inhibitors, resulting in the disappearance of the secondary pocket observed with other DAO inhibitors. Tyr224 prefers the stacked conformation irrespective of whether Tyr224 is stacked or not in the initial state of the simulations. The active site is tightly closed with an extensive network of hydrogen bonds including those from Tyr224 in the stacked conformation	Homo sapiens

Crystallization (Comment)

Organism

structures of DAO in complex with thiophene carboxylic acid inhibitors. Residue Tyr224 is tightly stacked with the thiophene ring of the inhibitors, resulting in the disappearance of the secondary pocket observed with other DAO inhibitors. Tyr224 prefers the stacked conformation irrespective of whether Tyr224 is stacked or not in the initial state of the simulations. The active site is tightly closed with an extensive network of hydrogen bonds including those from Tyr224 in the stacked conformation

Homo sapiens

Inhibitors

Inhibitors	Comment	Organism
2-[[(1Z)-1-chloroprop-1-en-1-yl]sulfanyl]prop-2-enoic acid	-	Homo sapiens
4,5-dichlorothiophene-2-carboxylic acid	-	Homo sapiens
4,5-dimethylthiophene-2-carboxylic acid	-	Homo sapiens
4-(difluoromethyl)thiophene-2-carboxylic acid	-	Homo sapiens
4-methylthiophene-2-carboxylic acid	-	Homo sapiens
5-(difluoromethyl)thiophene-2-carboxylic acid	-	Homo sapiens
5-(trifluoromethyl)thiophene-2-carboxylic acid	-	Homo sapiens
5-bromothiophene-2-carboxylic acid	-	Homo sapiens
5-chlorothiophene-2-carboxylic acid	-	Homo sapiens
5-fluorothiophene-2-carboxylic acid	-	Homo sapiens
5-methylthiophene-2-carboxylic acid	-	Homo sapiens
thiophene-2-carboxylic acid	-	Homo sapiens

Organism

Organism	UniProt	Comment	Textmining
Homo sapiens	P14920	-	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
D-serine + H2O + O2	-	Homo sapiens	oxo-3-hydroxypropionate + NH3 + H2O2	-	?

IC50 Value

IC50 Value	IC50 Value Maximum	Comment	Organism	Inhibitor
0.00009	-	pH 8.5, 23°C	Homo sapiens	4,5-dichlorothiophene-2-carboxylic acid
0.00036	-	pH 8.5, 23°C	Homo sapiens	2-[[(1Z)-1-chloroprop-1-en-1-yl]sulfanyl]prop-2-enoic acid
0.00072	-	pH 8.5, 23°C	Homo sapiens	5-chlorothiophene-2-carboxylic acid
0.0013	-	pH 8.5, 23°C	Homo sapiens	4-(difluoromethyl)thiophene-2-carboxylic acid
0.0013	-	pH 8.5, 23°C	Homo sapiens	5-bromothiophene-2-carboxylic acid
0.0013	-	pH 8.5, 23°C	Homo sapiens	4-methylthiophene-2-carboxylic acid
0.0014	-	pH 8.5, 23°C	Homo sapiens	5-fluorothiophene-2-carboxylic acid
0.0046	-	pH 8.5, 23°C	Homo sapiens	5-methylthiophene-2-carboxylic acid
0.0073	-	pH 8.5, 23°C	Homo sapiens	4,5-dimethylthiophene-2-carboxylic acid
0.0078	-	pH 8.5, 23°C	Homo sapiens	thiophene-2-carboxylic acid
0.0088	-	pH 8.5, 23°C	Homo sapiens	5-(difluoromethyl)thiophene-2-carboxylic acid
0.021	-	pH 8.5, 23°C	Homo sapiens	5-(trifluoromethyl)thiophene-2-carboxylic acid