Structure of fuscopeptins, phytotoxic metabolites of Pseudomonas fuscovaginae

FEBS Letters

Di Giorgio, D.¹  Flamand, M.-C.³  Pucci, P.²  Camoni, L.¹  Ballio, A.¹  Bossa, F.¹  Maraite, H.³  Scaloni, A.²  Nitti, G.² 

[1] Dipartimento di Scienze Biochimiche ‘A. Rossi Fanelli’ e Centro di Biologia Molecolare del CNR, Università ‘La Sapienza’, P. le Aldo Moro 5, 00185 Roma, Italy;Servizio di Spettrometria di Massa del CNR, Università ‘Federico II’ ,80134 Napoli, Italy;Unité de Phytopathologie, Université Catholique de Louvain, B-1348 Louvain-la-Neuve, Belgium

关键词: Fuscopeptins;    Lipodepsipeptides;    Phytotoxins;    Pseudomonas fuscovaginae;    aThr;    allothreonine;    Dab;    2;    4-diaminobutyric acid;    Dhb;    2;    3-dehydro-2-aminobutyric acid;    FAB-MS;    fast atom bombardment mass spectrometry;    FP;    fuscopeptin;    GC-MS;    gas chromatography mass spectrometry;    SP;    syringopeptin;    SR;    syringomycin;    TBDMS;    t-butyldimethylsilyl;    TFA;    trifluoroacetic acid;   

DOI  :  10.1016/0014-5793(96)00043-9

学科分类：生物化学/生物物理

来源: John Wiley & Sons Ltd.

【 摘 要 】

The structure of the fuscopeptins, bioactive lipodepsipeptides produced in culture by the gramineae pathogen Pseudomonas fuscovaginae, has been determined. The combined use of FAB mass spectrometry, NMR spectroscopy and chemical and enzymatic procedures allowed one to define a peptide moiety corresponding to ZDhb-DPro-LLeu-DAla-DAla-DAla-DAlaDVal-Gly-DAla-DVal-DAla-DVal-ZDhb-DaThr-LAla-LDabDDab-LPhe with the terminal carboxyl group closing a macrocyclic ring on the hydroxyl group of the allothreonine residue. The N-terminus is in turn acylated by 3-hydroxyoctanoate in fuscopeptin A and 3-hydroxydecanoate in fuscopeptin B. Some preliminary data on the biological activity of fuscopeptins are also reported.

【 授权许可】

Unknown