𝔖 Bobbio Scriptorium
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Stoffwechselprodukte von Mikroorganismen. 190. Mitteilung. Über das 4-Oxo-homotyrosin, ein Abbauprodukt des Echinocandins B

✍ Scribed by Walter Keller-Schierlein; Beda Joos


Publisher
John Wiley and Sons
Year
1980
Tongue
German
Weight
309 KB
Volume
63
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

D, L‐4‐Oxo‐homotyrosine was synthesized by the acetylaminomalonic ester pathway. The optical resolution was carried out by means of the enzyme acylase I. The L‐configuration of the enzymatically produced amino acid was confirmed by degradation to L‐aspartic acid.

4‐Oxo‐homotyrosine obtained by degradation of the polypeptide antibiotic echinocandine B has D‐configuration, but his optical purity is low. A hypothetical explanation for its formation from the (2 S, 3 S, 4 S)‐3,4‐dihydroxyhomotyrosine residue of echinocandine B is proposed.