Ligand (R)-mandelonitrile

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Basic Ligand Information

Molecular Structure
Picture of (R)-mandelonitrile (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H7NO
(R)-mandelonitrile
NNICRUQPODTGRU-QMMMGPOBSA-N
Synonyms:
(2R)-hydroxy(phenyl)ethanenitrile, (D)-(+)-mandelonitrile, (R)-(+)-2-hydroxy-2-phenylacetonitrile, (R)-(+)-mandelonitrile, (R)-2-hydroxy-2-phenylacetonitrile, (R)-mandelonitrite, D-mandelonitrile, R(+)-mandelonitrile

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDP-alpha-D-glucose + (R)-mandelonitrile = UDP + (R)-prunasin
show the reaction diagram
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(R)-mandelonitrile + H2O = (R)-mandelamide
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phenylacetonitrile + [reduced NADPH-hemoprotein reductase] + O2 = (R)-mandelonitrile + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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prunasin + H2O = D-mandelonitrile + beta-D-glucose
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(R)-mandelonitrile + O2 = benzoyl cyanide + H2O2
show the reaction diagram
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UDP-alpha-D-glucose + (R)-mandelonitrile = UDP + (R)-prunasin
show the reaction diagram
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R(+)-mandelonitrile + H2O = ?
show the reaction diagram
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(R)-mandelonitrile = cyanide + benzaldehyde
show the reaction diagram
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(R)-mandelonitrile + H2O = (R)-mandelamide
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (29 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phenylacetonitrile + [reduced NADPH-hemoprotein reductase] + O2 = (R)-mandelonitrile + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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(R,S)-mandelonitrile + vinyl acetate = (S)-cyano(phenyl)methyl acetate + (R)-mandelonitrite
show the reaction diagram
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prunasin + H2O = D-mandelonitrile + beta-D-glucose
show the reaction diagram
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prunasin + H2O = D-mandelonitrile + beta-D-glucose
show the reaction diagram
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prunasin + H2O = D-mandelonitrile + beta-D-glucose
show the reaction diagram
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HCN + benzaldehyde = (R)-mandelonitrile
show the reaction diagram
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HCN + benzaldehyde = (R)-mandelonitrile
show the reaction diagram
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cyanide + benzaldehyde = (R)-mandelonitrile
show the reaction diagram
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3D Structure of Enzyme-Ligand-Complex (PDB) (36 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (16 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.74
-
pH 7.4, 10°C, wild-type enzyme

KM Value (22 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
43.8
-
pH 7.4, 10°C, wild-type enzyme

References & Links

Links to other databases for (R)-mandelonitrile

ChEBI
PubChem
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PubChem