Oxaloacetic Acid → 4-Hydroxy-4-(3-indolylmethyl)-2-ketoglutaric acid

HRID 2113408Notes

Reaction equation

HRID 2113408 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1CC(=O)C(O)=O.[C:16]([OH:21])(=[O:20])[C:17]([CH3:19])=[O:18].C(O)(=O)[CH2:23][C:24]([C:26]([OH:28])=[O:27])=[O:25]>>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:23][C:24]([OH:25])([C:26]([OH:28])=[O:27])[CH2:19][C:17](=[O:18])[C:16]([OH:21])=[O:20])=[CH:2]1

Participants

4

Reactant 3

HCID 970Oxaloacetic AcidHCID 1060Pyruvic AcidHCID 19786296HCID 19786296, compound

Product 1

HCID 101494604-Hydroxy-4-(3-indolylmethyl)-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-7a3e402a4a8b4604936da49f3e7c46ea
Source dataset
uspto-grants-2008_10
Patent number
US07432100B2

Reaction notes

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