Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1950688Erstellt: 25. Oktober 2026

Levodopa → (E)-6-amino-2-oxohex-3-enoic acid

https://huagongshe.com/reaction/1950688

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLevodopaHCID 6047—
Edukt(1R,6S)-1,6-dihydroxycyclohexa-2,4-dienecarboxylic acidHCID 440977—
EduktBenzoylformateHCID 1548898—
Edukt3-PhenylpyruvateHCID 4592697—
EduktUracil-5-carboxylateHCID 6971263—
Edukt5-hydroxy-6-methylpyridine-3,4-dicarboxylateHCID 178432816—
EduktHCID 178524621HCID 178524621—
EduktHCID 178524622HCID 178524622—
LösungsmittelWaterHCID 962—
Produkt(E)-6-amino-2-oxohex-3-enoic acidHCID 86674077—

Reaktionsschritte

There are no enzymes known in the art that catalyze the substrate L-2,3-dihydropicolinate to produce 5,6-dihydropyridine-2-carboxylate. However, there are a few decarboxylases that are able to decarboxylate ring mounted carboxylic acids. One skilled in the art would appreciate that it is likely that these enzymes may have, or could be engineered to have, activity towards L-2,3-dihydropicolinate. Examples of such decarboxylases include, but are not limited to, benzoylformate decarboxylase (EC 4.1.1.7), 3-hydroxy-2-methylpyridine-4,5-dicarboxylate decarboxylase (EC 4.1.1.51), pyrrole-2-carboxylase (EC 4.1.1.-), gallate decarboxylase (4.1.1.59), Dopa decarboxylase (EC 4.1.1.28), Phenylpyruvate decarboxylase (EC 4.1.1.43), 4,5-dihydroxyphthalate decarboxylase (EC 4.1.1.55), 5-dihydroxybenzoate decarboxylase (EC 4.1.1.62), Uracil-5-carboxylate decarboxylase (EC 4.1.1.66), and Cis-1,2-dihydroxycyclohexa-3,5-diene-1-carboxylate dehydrogenase (EC 1.3.1.25). In a subsequent step, the 5,6-dihydropyridine-2-carboxylic acid ring is opened in the presence of water to produce (E)-6-amino-2-oxohex-3-enoic acid. This reaction is similar to the hydration of 2,3,4,5-terahydropyridine-2-carboxylic acid (in the lysine degradation pathway) and is likely to be spontaneous in the presence of water.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08404465B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-2e8b260e8b06494eba5966f2756559ee
Quellennotizuspto-grants-2013_03