NOVEL BIOACTIVE LIPODEPSIPEPTIDES FROM PSEUDOMONAS-SYRINGAE - THE PSEUDOMYCINS

被引:72
作者
BALLIO, A
BOSSA, F
DIGIORGIO, D
FERRANTI, P
PACI, M
PUCCI, P
SCALONI, A
SEGRE, A
STROBEL, GA
机构
[1] UNIV ROMA LA SAPIENZA, CNR, CTR BIOL MOLEC, I-00185 ROME, ITALY
[2] UNIV NAPLES FEDERICO II, CNR, SERV SPETTROMETRIA, NAPLES, ITALY
[3] UNIV NAPLES FEDERICO II, DIPARTIMENTO CHIM ORGAN & BIOL, NAPLES, ITALY
[4] UNIV ROMA TOR VERGATA, DIPARTIMENTO SCI & TECNOL CHIM, ROME, ITALY
[5] CNR, IST STRUTTURIST CHIM G GIACOMELLO, MONTELIBRETTI STN, ITALY
[6] MONTANA STATE UNIV, DEPT PLANT PATHOL, BOZEMAN, MT 59717 USA
关键词
PHYTOTOXIN; LIPODEPSIPEPTIDE; PSEUDOMYCIN; SYRINGOMYCIN; PSEUDOMONAS SYRINGAE;
D O I
10.1016/0014-5793(94)01179-6
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The covalent structure and most of the stereochemistry of the pseudomycins, bioactive metabolites of a transposon-generated mutant of a Pseudomonas syringae wild-type strain proposed for the biological control of Dutch elm disease, have been determined. While two pseudomycins are identical to the known syringopeptins 25-A and 25-B, pseudomycins A, B, C, C' are new lipodepsinonapeptides. For all of these the peptide moiety corresponds to L-Ser-D-Dab-L-Asp-L-Lys-L-Dab-L-aThr-Z-Dhb-L-Asp(3-OH)-L-Thr(4-Cl) with the terminal carboxyl group closing a macrocyclic ring on the OH group of the N-terminal Ser. This is in turn N-acylated by 3,4-dihydroxytetradecanoate in pseudomycin A, by 3-hydroxytetradecanoate in pseudomycin B, by 3,4-dihydroxyhexadecanoate in pseudomycin C, and by 3-hydroxyhexadecanoate in pseudomycin C'. Some preliminary data on the biological activity of pseudomycin A are reported.
引用
收藏
页码:96 / 100
页数:5
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