Ligand (R)-mandelic acid

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Basic Ligand Information

Molecular Structure
Picture of (R)-mandelic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H8O3
(R)-mandelic acid
IWYDHOAUDWTVEP-SSDOTTSWSA-N
Synonyms:
(-)-(R)-mandelic acid, (2R)-hydroxy(phenyl)acetic acid, (2R)-hydroxy(phenyl)ethanoate, (2R)-hydroxy(phenyl)ethanoic acid, (R)-(+)-mandelate, (R)-(-)-mandelic acid, (R)-(-)mandelate, (R)-(-)mandelic acid, (R)-2-hydroxy-2-phenylacetic acid, (R)-alpha-hydroxyphenylacetic acid, (R)-mandelate, D(-)-mandelate, D-mandelate, R-mandelate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(R)-mandelate + NAD+ = phenylglyoxylate + NADH + H+
show the reaction diagram
-
(R)-mandelate + NAD+ = phenylglyoxylate + NADH + H+
show the reaction diagram
-
D-mandelate = L-mandelate
show the reaction diagram

In Vivo Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
mandelonitrile + 2 H2O = (R)-mandelic acid + NH3
show the reaction diagram
-
-
(S)-mandelate = (R)-mandelate
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(R)-mandelate + NAD+ = phenylglyoxylate + NADH + H+
show the reaction diagram
-
7-aminocephalosporanic acid + (R)-mandelic acid = 7-[(1-hydroxy-1-phenyl)-acetamido]-3-acetoxymethyl-D3-cephem-4-carboxylic acid
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (22 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(R)-1-phenyl-1,2-ethanediol + O2 = (2R)-hydroxy(phenyl)ethanoic acid + H2O2
show the reaction diagram
-
-
methyl (R)-mandelate + H2O = (R)-mandelic acid + methanol
show the reaction diagram
-
-
S-D-mandeloylglutathione + H2O = D-mandelate + glutathione
show the reaction diagram
-
-
cefamandole + H2O = (6R,7R)-7-amino-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid + (2R)-hydroxy(phenyl)acetic acid
show the reaction diagram
-
-

Inhibitor in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE

3D Structure of Enzyme-Ligand-Complex (PDB) (3 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (29 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.9
-
pH 8.5, 30°C

KM Value (38 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.02
-
pH 8.5, 30°C

Ki Value (16 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
11
-
-
11.6
-
substrate (2R)-2-[[N-(phenylacetyl)glycyl]sulfanyl]propanoic acid; substrate 3-[[N-(phenylacetyl)-D-alanyl]oxy]benzoic acid; substrate 3-[[N-(phenylacetyl)glycyl]oxy]benzoic acid; substrate glycyl-S-(3-[[(1R)-2-[[(1R)-1-carboxyethyl]sulfanyl]-1-methyl-2-oxoethyl]amino]-3-oxopropyl)-L-cysteine
11.6
-
pH 7.5, 25°C

References & Links

Links to other databases for (R)-mandelic acid

ChEBI
PubChem
ChEBI
PubChem