Ubenimex → L-Leucine

HRID 1448156

Reaktionsgleichung

Reaktionsgleichung von HRID 1448156
[CH3:1][CH:2]([CH2:4][C@H:5]([NH:9]C([C@@H](O)[C@H](N)CC1C=CC=CC=1)=O)[C:6]([OH:8])=[O:7])[CH3:3]>Cl>[NH2:9][C@H:5]([C:6]([OH:8])=[O:7])[CH2:4][CH:2]([CH3:3])[CH3:1]

Komponenten

3

Reagenzien, Katalysatoren, Lösungsmittel 1

Versuchsvorschrift

The hydrolysis of bestatin in 6 N HCl at 100° C. for 18 hours yields L-leucine and an unusual amino acid. The ratio of these amino acids is 1:1. Bestatin gives positive Rydon-Smith and ninhydrin reactions. The amino acid sequence of bestatin shown in the structure was elucidated by fragmentation pattern in mass spectrum of bestatin methyl ester hydrochloride. Thus, the structure of bestatin is (2S,3R)-3-amino-2-hydroxy-4-phenylbutyryl-L-leucine.

Quellen und Nachweise

ORD-Eintrag
ord-40fb644ac47b47518b3d1cc593b69f10
Quelldatensatz
uspto-grants-1979_12
Patentnummer
US04179573

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