Reaktionsgleichung
N[C@H](C(O)=O)C.N[C@H](C(O)=O)CCCN.C([O-])(=O)C=CC=C.C(SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@@H](N2C3N=CN=C(N)C=3N=C2)[C@H](O)[C@@H]1OP(O)(O)=O)(=O)C.C(OC(=O)C=C)(=O)C.[O:82]=[C:83]([CH2:87][C:88](=[O:90])[CH3:89])[C:84]([O-:86])=[O:85]>>[O:82]=[C:83]([CH2:87][C:88](=[O:90])[CH3:89])[C:84]([O-:86])=[O:85].[OH:82][CH:83]([CH2:87][C:88](=[O:90])[CH3:89])[C:84]([O-:86])=[O:85].[OH:90][CH:88]([CH3:89])[CH2:87][C:83](=[O:82])[C:84]([O-:86])=[O:85]Komponenten
Versuchsvorschrift
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).
Aufarbeitung
- customto form AKP
Quellen und Nachweise
- ORD-Eintrag
- ord-a9e81385edd246a0915772614e6330c8
- Quelldatensatz
- uspto-grants-2014_05
- Patentnummer
- US08715957B2
Verknüpfte Notizen
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