Phenylpyruvic acid → 4-Benzyl-4-hydroxy-2-ketoglutaric acid

HRID 2113409Notes

Reaction equation

[C:1]1([CH2:7][C:8](=[O:12])[C:9]([OH:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:13]([OH:18])(=[O:17])[C:14]([CH3:16])=[O:15]>>[C:1]1([CH2:7][C:8]([OH:12])([C:9]([OH:11])=[O:10])[CH2:16][C:14](=[O:15])[C:13]([OH:18])=[O:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Reactant 2

HCID 997Phenylpyruvic acid

HCID 1060Pyruvic Acid

Product 1

HCID 101714744-Benzyl-4-hydroxy-2-ketoglutaric acid

Procedure

According to the study by the present inventors, it has been found that PtALD can catalyze the aldol condensation reaction of indolepyruvic acid with pyruvic acid (or oxalacetic acid) to yield 4-(indol-3-ylmethyl)-4-hydroxy-2-oxoglutaric acid (IHOG), and the reaction of phenylpyruvic acid with pyruvic acid to yield 4-phenylmethyl-4-hydroxy-2-oxoglutaric acid (PHOG).

Sources & evidence

ORD record: ord-1fff50506c2a4a5d944f955940948bea
Source dataset: uspto-grants-2008_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07432100B2

Reaction notes

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