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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1703822Generated: October 31, 2026

Levodopa → N-(4-Amino-4-carboxy-1-hydroxybutylidene)-3-hydroxytyrosine

https://huagongshe.com/reaction/1703822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLevodopaHCID 6047—
ReactantGlutathioneHCID 124886—
SolventTris(hydroxymethyl)aminomethaneHCID 6503—
ProductN-(4-Amino-4-carboxy-1-hydroxybutylidene)-3-hydroxytyrosineHCID 115303—

Reaction Steps

Glutathione and L-DOPA were incubated with a partially purified preparation of sheep kidney γ-glutamyl transpeptidase. γ-Glutamyl-DOPA was isolated from the incubation mixture by preparative ion exchange chromatography on a Dowex-1 (acetate) column. 6.14 of glutathione (0.02 mole) and 1.97 g of L-DOPA (0.01 mole) were dissolved in 200 ml of 1 M Tris (base) solution. 2.5 ml of γ-glutamyl transpeptidase solution (100 units/ml) were added and the flask was flushed with nitrogen to protect DOPA from oxidation and the mixture was incubated at 37° for 6 hours. L-γ-glutamyl-L-3,4-dihydroxyphenylalanine (γ-glutamyl-DOPA) was isolated by ion exchange chromatography as in Example 1. It emerges from the column when approximately 2 liters of the eluent passed through the column. Unreacted. glutathione, free glutamate and cysteinylglycine emerge from the column in earlier fractions.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04125626
Source datasetuspto-grants-1978_11
ORD IDord-f84943c021b04bb890971161fb2a6e3a
Source noteuspto-grants-1978_11