Isolation and structure determination of a novel complex of the teicoplanin family.
A new teicoplanin-like antibiotic was discovered when using Actinoplanes teichomyceticus strain 3/W, the fermentation medium containing Alburex, and the fermentation time 275 hours. The new product was separated from teicoplanin complex by polyamide resin chromatography and purified by Amberlite XAD-7 and affinity resin chromatographies. The structure was established on the basis of the physico-chemical characteristics of the complex and of its aglycone. The new structure is that of teicoplanin with a carbonyl group substituting for the CHNH2 group of amino acid 1. We hypothesize that the novel complex is a transformation product of teicoplanin due to a simple transamination reaction, as supported by its structure and by the concomitant decrease in teicoplanin concentration during its production.
Quarta
C
C
Hoechst Marion Roussel, Lepetit Research Center, Gerenzano, VA, Italy.
Borghi
A
A
Zerilli
L F
LF
De Pietro
M T
MT
Ferrari
P
P
Trani
A
A
Lancini
G C
GC
D000192:Actinomycetales / Q000378:metabolism; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification; D005285:Fermentation; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D017334:Teicoplanin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification
D000900:Anti-Bacterial Agents; C101441:teico 2; D017334:Teicoplanin