Реакция #1106673

ord-a9e81385edd246a0915772614e6330c8

Уравнение реакции

CC(=O)CC(=O)C(=O)[O-]
2,4-dioxopentanoate
C=CC=CC(=O)[O-]
2,4-pentadienoate
C[C@H](N)C(=O)O
alanine
NCCC[C@H](N)C(=O)O
ornithine
C[C@H](N)C(=O)O
alanine
CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)(O)O
acetyl-CoA
C=CC=CC(=O)[O-]
2,4-pentadienoate
C=CC(=O)OC(C)=O
acetylacrylate
CC(=O)CC(O)C(=O)[O-]
2-hydroxy-4-oxopentanoate
CC(O)CC(=O)C(=O)[O-]
4-hydroxy-2-oxovalerate
CC(=O)CC(=O)C(=O)[O-]
2,4-dioxopentanoate

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеto form AKP

Методика

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).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08715957B2uspto-grants-2014_05