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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019491Generated: October 25, 2026

L-Alanine → Acetylpyruvate

https://huagongshe.com/reaction/1019491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-AlanineHCID 5950—
ReactantL-(-)-OrnithineHCID 6262—
Reactantacetyl CoAHCID 444493—
ReactantAcetylpyruvateHCID 5459760—
ReactantHCID 11083863HCID 11083863—
ReactantPenta-2,4-dienoateHCID 73155734—
ProductAcetylpyruvateHCID 5459760—
Product4-Hydroxy-2-oxopentanoateHCID 9543038—
ProductHCID 20514168HCID 20514168—

Reaction Steps

FIG. 13 shows pathways from alanine or ornithine to 2,4-pentadienoate. In Step A of FIG. 13, alanine and acetyl-CoA are joined by AKP thiolase to form AKP. In one pathway, AKP is deaminated to acetylacrlate (Step B). The 4-oxo group of acetylacrylate is then reduced and dehydrated to 2,4-pentadienoate (Steps C/D). In an alternative pathway, AKP is converted to 2,4-dioxopentanoate by an aminotransferase or dehydrogenase (Step E). Reduction of the 2- or 4-oxo group of 2,4-dioxopentanoate yields 2-hydroxy-4-oxopentanoate (Step H) or 4-hydroxy-2-oxovalerate (Step K), respectively. 4-Hydroxy-2-oxovalerate can alternately be formed by the reduction of AKP to 2-amino-4-hydroxypentanoate (Step J) followed by transamination or oxidative deamination (Step L). Once formed, 4-hydroxy-2-oxovalerate can be converted to 2,4-pentadienoate in three enzymatic steps as shown in FIG. 12 (Steps B/C/D of FIG. 12). The 2-hydroxy-4-oxopentanoate intermediate can undergo dehydration to acetylacrylate (Step F) followed by reduction and dehydration (Steps C/D).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08715957B2
Source datasetuspto-grants-2014_05
ORD IDord-a9e81385edd246a0915772614e6330c8
Source noteuspto-grants-2014_05