6.3.1.13: L-cysteine:1D-myo-inositol 2-amino-2-deoxy-alpha-D-glucopyranoside ligase
This is an abbreviated version!
For detailed information about L-cysteine:1D-myo-inositol 2-amino-2-deoxy-alpha-D-glucopyranoside ligase, go to the full flat file.
Word Map on EC 6.3.1.13
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6.3.1.13
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gsh
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oxygenase-1
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2-related
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nadph:quinone
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gamma-glutamate
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nrf2-are
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kelch-like
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nf-e2-related
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ech-associated
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oxidoreductase-1
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accys-glcn-ins
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erythroid-2-related
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drug development
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hemeoxygenase-1
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pharmacology
- 6.3.1.13
- gsh
- oxygenase-1
-
2-related
-
nadph:quinone
-
gamma-glutamate
-
nrf2-are
-
kelch-like
-
nf-e2-related
-
ech-associated
-
oxidoreductase-1
- accys-glcn-ins
-
erythroid-2-related
- drug development
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hemeoxygenase-1
- pharmacology
Reaction
Synonyms
Cys:GlcN-Ins ligase, cysS2, cysteine ligase, L-cysteine:1-D-myo-inosityl 2-amino-2-deoxy-alpha-D-glucopyranoside ligase, More, MSH ligase, MshC, MshC ligase, MTCY261.29c, mycothiol cysteine ligase, mycothiol ligase, Rv2130c
ECTree
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Inhibitors
Inhibitors on EC 6.3.1.13 - L-cysteine:1D-myo-inositol 2-amino-2-deoxy-alpha-D-glucopyranoside ligase
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1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-alpha-D-mannopyranose
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1-D-myo-inositol 2-fluoro-2-deoxy-alpha-D-glucopyranoside
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2,3:4,5-di-O-cyclohexylidene-(1R)-menthyloxycarbonyl-D-myo-inositol
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3,4,6-tri-O-acetyl-2-deoxy-2-azido-D-glucopyranosyl trichloroacetimidate
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3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-D-glucopyranosyl trichloroacetimidate
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5'-O-(N-(L-cysteinyl)-sulfamoyl) dequalinium chloride adenosine
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6-O-benzyl-2,3; 4,5-di-O-cyclohexylidene-(1R)-menthyloxycarbonyl-D-myo-inositol
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6-O-benzyl-O-(3,4,6-tri-O-acetyl-2-deoxy-2-azido-alpha-D-glucopyranosyl)-(1 <->1)-2,3:4,5-di-O-cyclohexylidene-D-myo-inositol
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6-O-benzyl-O-(3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-alpha-D-glucopyranosyl)-(1<->1)-2,3:4,5-di-O-cyclohexylidene-D-myo-inositol
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cysteinyl sulfamoyl adenosine
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selective, discrimination of aminoacyl-t-RNA synthetase inhibitors occurs at the amino acid moiety
O-(3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-alpha-D-glucopyranosyl)-(1<->1)-2,3:4,5-di-O-cyclohexylidene-D-myo-inositol
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a stable bisubstrate analogue, exhibits competitive inhibition versus ATP and noncompetitive inhibition versus cysteine
5'-O-[N-(L-cysteinyl)sulfamonyl]adenosine
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competitive inhibition
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ATP-competitive inhibitor of MshC, binds MshC with a KD of 0.22 microM, and inhibits the growth of Mycobacterium tuberculosis under aerobic and anaerobic conditions with minimum inhibitory and anaerobic bactericidal concentrations of 1.2 and 0.3 microg/ml, respectively
additional information
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not inhibitory: aminoacyl-t-RNA synthetase inhibitors ochratoxin A, borrelidin, cispentacin, mupirocin, seryl ulfamoyl adenosine, aspartyl ulfamoyl adenosine
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additional information
the enzyme structure is critical to developing potential inhibitors, synthesis of substrate analogues as potential inhibitors for the MshC enzyme. Target molecules are synthesized employing a Schmidt glycosylation strategy using an enantiomerically pure inositol acceptor and 2-deoxy trichloroacetimidate glycosyl donors with glycosylation yields greater than 70% and overall yields over 5%. The inositol acceptor is obtained via chiral resolution of myo-inositol
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additional information
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the enzyme structure is critical to developing potential inhibitors, synthesis of substrate analogues as potential inhibitors for the MshC enzyme. Target molecules are synthesized employing a Schmidt glycosylation strategy using an enantiomerically pure inositol acceptor and 2-deoxy trichloroacetimidate glycosyl donors with glycosylation yields greater than 70% and overall yields over 5%. The inositol acceptor is obtained via chiral resolution of myo-inositol
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