Syringopeptins, new phytotoxic lipodepsipeptides of Pseudomonas syringae pv. syringae

FEBS Letters

Barra, D.¹  Moneti, G.³  Pucci, P.²  Grgurina, I.¹  Marino, G.²  Simmaco, M.¹  Paci, M.⁵  Ballio, A.¹  Bossa, F.¹  Segre, A.⁴  Collina, A.⁴ 

[1] Dipartimento di Scienze Biochimiche A. Rossi-Fanelli' and Centro di Biologia Molecolare del CNR, Università La Sapienza, 00185 Roma, Italy;Dipartimento di Chimica Organica e Biologica, Università Federico II, 80134 Napoli, Italy;Centro di Spettrometria di Massa, Dipartimento di Farmacologia dell'Università, 50134 Firenze, Italy;Istituto di Strutturistica Chimica 'G. Giacomello' del CNR, Casella Postale 10, 00016 Monterotondo Stazione, Italy;Dipartimento di Scienze e Tecnologie Chimiche, Università Tor Vergata, 00173 Roma, Italy

关键词: Phytotoxin;    Lipodepsipeptide;    Syringopeptin;    Pseudomonas syringae pv. syringae;    FAB-MS;    fast atom bombardment mass spectrometry;    TBDMS;    i-butyldimethylsilyl;    Asp(3-OH);    3-hydroxyaspartic acid;    Thr(4-Cl);    4-chlorothreonine;    Dab;    2;    4-diaminobutyric acid;    Dhb;    2;    3-denydro-2-aminobutyric acid;    aThr;    allothreonine;    NOESY;    nuclear Overhauser effect correlated spectroscopy;    TOCSY;    total correlated spectroscopy;   

DOI  :  10.1016/0014-5793(91)81115-O

学科分类：生物化学/生物物理

来源: John Wiley & Sons Ltd.

【 摘 要 】

The primary structure of some new lipodepsipeptides named syringopeptins, produced by plant pathogenic strains of Pseudopmonas syringae pv. syringae has been determined by a combination of chemical methods, ¹H and ¹³C NMR spectroscopy and FAB mass spectrometry. Two syringomycin-producing strains afforded 3-hydroxydecanoyl-Dhb-Pro-Val-Val-Ala-Ala-Val-Val-Dhb-Ala-Val-Ala-Ala-Dhb-aThr-Ser-Ala-Dhb-Ala-Dab-Dab-Tyr, with Tyr acylating a Thr to form a macrolactone ring, and smaller amounts of the 3-hydroxydodecanoyl homologue. Evidence was obtained that a third syringomycin-producing strain and a syringotoxin-producing strain synthesize 3-hydroxydecanoyl-Dhb-Pro-Val-Ala-Ala-Val-Leu-Ala-Ala-Dhb-Val-Dhb-Ala-Val-Ala-Ala-Dhb-aThr-Ser-Ala-Val-Ala-Dab-Dab-Tyr, with Tyr and aThr forming again the macrolactone ring, and smaller amounts of the 3-hydroxydodecanoyl homologue.

【 授权许可】

Unknown