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2.4.1.16: chitin synthase

This is an abbreviated version!
For detailed information about chitin synthase, go to the full flat file.

Word Map on EC 2.4.1.16

Reaction

UDP-N-acetyl-alpha-D-glucosamine
+
[(1->4)-N-acetyl-beta-D-glucosaminyl]n
=
UDP
 +
[(1->4)-N-acetyl-beta-D-glucosaminyl]n+1

Synonyms

AaCHS-1, acetylglucosaminyltransferase, chitin-uridine diphosphate, AgCHS-1, AgCHS-2, Ar-CS1, BcChsVI, BmCHSA-2a, BmCHSA-2b, CaChs1, CaChs2p, chitin synthase 1, chitin synthase 2, chitin synthase 3, chitin synthase 3a, chitin synthase 4, chitin synthase 5, chitin synthase 6, chitin synthase 7, chitin synthase A, chitin synthase B, chitin synthase II, chitin synthase III, chitin synthase protein 2, chitin synthetase, chitin synthetase I, chitin synthetase II, chitin synthetase III, chitin-UDP acetyl-glucosaminyl transferase 1, chitin-UDP acetyl-glucosaminyl transferase 2, chitin-UDP acetyl-glucosaminyl transferase 3, chitin-UDP acetyl-glucosaminyl transferase 4, chitin-UDP acetyl-glucosaminyl transferase 5, chitin-UDP acetyl-glucosaminyl transferase 6, chitin-UDP acetyl-glucosaminyl transferase 7, chitin-UDP N-acetylglucosaminyltransferase, chitin-uridine diphosphate acetylglucosaminyltransferase, CHS, CHS B, chs-1, chs-2, CHS-3, CHS-6, Chs1, CHS1a, CHS1b, CHS1p, Chs2, CHS2p, CHS3, CHS3a, Chs3p, CHS4, Chs4p, CHS5, CHS6, CHS7, Chs8, chsA, chsB, chsC, chsE, CHSI, CHSIIIa, CHSIIIb, class A chitin synthase, class I CHS, class IV CaChs3p, class IV chitin synthase, class IV CHS, class V chitin synthase, class Vb chitin synthase, class VII chitin synthase, class-A CHS, class-B CHS, class-II chitin synthase 1, CSI, CSII, CSIII, CsmA, CsmB, DmCHS-1, DmCHS-2, DmeChSB, EhCHS-1, EhCHS-2, LcCHS-1, LeChs1, LsCHS-1, Mcs1, More, MsCHS-1, MsCHS1, MsCHS2, myosin motor-like chitin synthase, Ov-chs-2, PdChsVII, TcCHS1, TcCHS2, trans-N-acetylglucosaminosylase, UDP-GlcNAc:chitin 4-alpha-N-acetylglucosaminyltransferase, UmCHS3, UmCHS6, WdCHS1, WdChs3p, WdChs5p

ECTree

     2 Transferases
         2.4 Glycosyltransferases
             2.4.1 Hexosyltransferases
                2.4.1.16 chitin synthase

IC50 Value

IC50 Value on EC 2.4.1.16 - chitin synthase

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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.6
(2R,3R,4R,5R)-2-[(1-ethylphosphonyl)-1,1-difluoromethyl]-3,4-dihydroxy-5-hydroxymethyl-pyrrolidine
Saccharomyces cerevisiae
-
IC50: 1.6 mM
38
(2R,3R,4R,5S)-2-[(1-ethylphosphonyl)-1,1-difluoromethyl]-3,4-dihydroxy-5-hydroxymethyl-pyrrolidine
Saccharomyces cerevisiae
-
IC50: 38 mM
4
(2S,3R,4R,5R)-2-[(1-ethylphosphonyl)-1,1-difluoromethyl]-3,4-dihydroxy-5-hydroxymethyl-pyrrolidine
Saccharomyces cerevisiae
-
IC50: 4.0 mM
0.18
1-(2-(1-methyl-2,4-dioxo-1,2-dihydroquinazolin-3(4H)-yl)acetyl)pyrrolidine-2-carboxylic acid
Saccharomyces cerevisiae
-
at pH 7.5 and 37°C
0.0079
1-[2,2-dibutyl-5-(2-chlorophenyl)-1,3,4-oxadiazol-3(2H)-yl]ethanone
Saccharomyces cerevisiae
-
-
0.0056
1-[2,2-dibutyl-N-[(2-chlorophenyl)carbonyl]-5-(2,4-dichlorophenyl)-1,3,4-oxadiazol-3(2H)-yl]ethanone
Saccharomyces cerevisiae
-
-
5.7
2,5-dideoxy-2,5-imino-D-glucitol
Saccharomyces cerevisiae
-
IC50: 5.7 mM
0.166
2-(2-(1-methyl-2,4-dioxo-1,2-dihydroquinazolin-3(4H)-yl)acetamido)-3-(4-(2-(1-methyl-2,4-dioxo-1,2-dihydroquinazolin-3(4H)-yl)acetoxy)phenyl)propanoic acid
Saccharomyces cerevisiae
-
at pH 7.5 and 37°C
0.3
3-(1H-imidazol-5-yl)-2-(2-(1-methyl-2,4-dioxo-1,2-dihydroquinazolin-3(4H)-yl)acetamido)propanoic acid
Saccharomyces cerevisiae
-
at pH 7.5 and 37°C
0.3
4-(2-(1-methyl-2,4-dioxo-1,2-dihydroquinazolin-3(4H)-yl)acetamido)butanoic acid
Saccharomyces cerevisiae
-
at pH 7.5 and 37°C
0.8
5'-(N-succinyl)-5'-amino-5'-deoxyuridine methyl ester
Saccharomyces cerevisiae
-
pH 7.5, 25°C
-
0.1
5-(4-(2-hydroxy-3-((4-methoxyphenyl)amino)propyl)piperazin-1-yl)-2-oxo-1,2,3,4-tetrahydroquinoline hydrochloride
Saccharomyces cerevisiae
-
at pH 7.5 and 37°C
0.47
5-(4-(2-hydroxy-3-(1H-imidazol-1-yl)propyl)piperazin-1-yl)-2-oxo-1,2,3,4-tetrahydroquinoline hydrochloride
Saccharomyces cerevisiae
-
at pH 7.5 and 37°C
0.15
5-(4-(2-hydroxy-3-(phenylamino)propyl)piperazin-1-yl)-2-oxo-1,2,3,4-tetrahydroquinoline hydrochloride
Saccharomyces cerevisiae
-
at pH 7.5 and 37°C
0.47
5-(4-(3-((2-chlorophenyl)amino)-2-hydroxypropyl)piperazin-1-yl)-2-oxo-1,2,3,4-tetrahydroquinoline hydrochloride
Saccharomyces cerevisiae
-
at pH 7.5 and 37°C
0.38
5-(4-(3-((4-bromophenyl)amino)-2-hydroxypropyl)piperazin-1-yl)-2-oxo-1,2,3,4-tetrahydroquinoline hydrochloride
Saccharomyces cerevisiae
-
at pH 7.5 and 37°C
0.36
5-(4-(3-((4-chlorophenyl)amino)-2-hydroxypropyl)piperazin-1-yl)-2-oxo-1,2,3,4-tetrahydroquinoline hydrochloride
Saccharomyces cerevisiae
-
at pH 7.5 and 37°C
0.37
5-(4-(3-(butylamino)-2-hydroxypropyl)piperazin-1-yl)-2-oxo-1,2,3,4-tetrahydroquinoline hydrochloride
Saccharomyces cerevisiae
-
at pH 7.5 and 37°C
0.171 - 0.44
8,20-dihydroxy-9(11),13-abietadien-12-one
0.0238
kanakugiol
Saccharomyces cerevisiae
-
-
0.0214
linderone
Saccharomyces cerevisiae
-
-
0.08
methyl 2-((2-(methyl(6-tert-butyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)-3-phenylpropanoate
Candida tropicalis
-
pH 7.5, 37°C
0.0233
methyllinderone
Saccharomyces cerevisiae
-
-
0.16
N1-(2-methoxyphenyl)-N4-(2-oxo-12,3,4-tetrahydroquinolin-3-yl) fumaramide
Candida tropicalis
-
at pH 7.5, temperature not specified in the publication
0.32
N1-(2-nitrophenyl)-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-3-yl) fumaramide
Candida tropicalis
-
at pH 7.5, temperature not specified in the publication
0.26
N1-(2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)-N4-(p-tolyl)fumaramide
Candida tropicalis
-
at pH 7.5, temperature not specified in the publication
0.34
N1-(3,4-difluorophenyl)-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-3-yl) fumaramide
Candida tropicalis
-
at pH 7.5, temperature not specified in the publication
0.19
N1-(3,5-dimethylphenyl)-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-3-yl) fumaramide
Candida tropicalis
-
at pH 7.5, temperature not specified in the publication
0.34
N1-(4-fluorophenyl)-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-3-yl) fumaramide
Candida tropicalis
-
at pH 7.5, temperature not specified in the publication
0.21
N1-(4-methoxyphenyl)-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-3-yl) fumaramide
Candida tropicalis
-
at pH 7.5, temperature not specified in the publication
0.35
N1-(4-nitrophenyl)-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-3-yl) fumaramide
Candida tropicalis
-
at pH 7.5, temperature not specified in the publication
0.0011 - 0.355
neopolyoxin C
0.022 - 0.032
Nikkomycin
0.0058 - 0.424
O-methyl pisiferic acid
0.09 - 0.18
Polyoxin B
0.0059 - 0.0886
Polyoxin D
2.2
[5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl]-carbamic acid 2-[5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethylcarbamoyloxy]-ethyl ester
Saccharomyces cerevisiae
-
1 mM, 32% inhibition, competitive. IC50: 2.2 mM
11.8
[5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl]-carbamic acid 2-{2-[5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethylcarbamoyloxy]-ethoxy}-ethyl ester
Saccharomyces cerevisiae
-
1 mM 45% inhibition. IC50: 11.8 mM