Ligand mandelonitrile

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Basic Ligand Information

Molecular Structure
Picture of mandelonitrile (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H7NO
mandelonitrile
NNICRUQPODTGRU-UHFFFAOYSA-N
Synonyms:
(R,S)-2-hydroxy-2-phenylacetonitrile, (R,S)-mandelonitrile, 2-hydroxy-2-phenylacetonitrile, D,L-mandelonitrile, DL-mandelonitrile, hydroxy(phenyl)acetonitrile, rac-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-glucose + (R,S)-mandelonitrile = UDP + (R)-prunasin
show the reaction diagram
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UDP-glucose + (R,S)-mandelonitrile = UDP + prunasin
show the reaction diagram
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mandelonitrile = HCN + benzaldehyde
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(R)-vicianin + H2O = mandelonitrile + vicianose
show the reaction diagram
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mandelonitrile-beta-D-glucopyranoside + H2O = mandelonitrile + beta-D-glucose
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (41 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(R,S)-mandelonitrile + O2 = benzoyl cyanide + H2O2
show the reaction diagram
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UDP-glucose + (R,S)-mandelonitrile = UDP + (R)-prunasin
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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mandelonitrile + 2 H2O = mandelic acid + NH3
show the reaction diagram
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mandelonitrile + H2O = ?
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
vicianin + H2O = mandelonitrile + 6-O-alpha-L-arabinopyranosyl-beta-D-glucopyranose
show the reaction diagram
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(E/Z)-mandelaldoxime = mandelonitrile + H2O
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
potent inhibitor, 1 mg/ml bovine serum albumin protects
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (55 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
10.6
-
-

KM Value (67 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
2.1
-
pH 5.0, 25°C
0.84
-
-

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
1.14
-
pH 6.0, 30°C

References & Links

Links to other databases for mandelonitrile

ChEBI
PubChem
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PubChem