Ligand 4-nitrothiophenyl beta-D-glucopyranoside

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Basic Ligand Information

Molecular Structure
Picture of 4-nitrothiophenyl beta-D-glucopyranoside (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C12H15NO7S
4-nitrothiophenyl beta-D-glucopyranoside
IXFOBQXJWRLXMD-ZIQFBCGOSA-N
Synonyms:
4-nitrophenyl-1-thio-beta-D-glucopyranoside, 4-nitrophenyl-beta-D-thioglucopyranoside, 4-nitrophenyl 1-thio-beta-D-glucopyranoside, 4-nitrophenyl beta-D-thioglucopyranoside, 4-nitrophenyl beta-D-thioglucoside, 4-Nitrothiophenol thio-beta-D-glucuronide, p-nitrophenyl-1-thio-beta-D-glucopyranoside, p-nitrophenyl 1-thio-beta-D-glucoside, p-Nitrothiophenyl-beta-D-glucopyranoside

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
p-nitrophenyl 1-thio-beta-D-glucoside + acceptor = p-nitrophenyl-1-thio-3-dehydro-beta-D-glucoside + reduced acceptor
show the reaction diagram
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4-nitrophenyl beta-D-thioglucopyranoside + H2O = 4-nitrophenol + beta-D-thioglucopyranose
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive, adopts 4NP-S-Glc 3S5 or 1S3 conformations upon binding according to STD NMR and trNOESY experiments. QM modeling and docking, based on GLIDE scores, predicts that 4-nitrophenyl beta-D-thioglucoside preferentially binds in 1S3 geometries
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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.095
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pH 4.0, 30°C

References & Links

Links to other databases for 4-nitrothiophenyl beta-D-glucopyranoside

ChEBI
PubChem
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PubChem