"Pseudoalteromonas januaria" SUT 11 as the source of rare lipodepsipeptides.
The marine bacterium "Pseudoalteromonas januaria" SUT 11 isolated from a seawater sample produced the rare cell-bound cyclic lipodepsipeptides A/A', B/B', and C/C'. The matrix-assisted laser desorption/ionization mass spectra indicated that one bromine atom presented in the peptides B/B' and C/C', whereas the component A/A' contained no bromine atom. The acyldepsipeptides A/A'-C/C' have an identical amino acid sequence, Thr-Val-Asn-Asn-Leu/allo-Ile, but differed in C-terminal amino acid and acyl moieties. Peptides A-C have Leu as a C-terminal amino acid, whereas peptides A'-C' have allo-Ile. Acyl moieties in peptides A/A', B/B', and C/C' have been found to consist of 11-(4'-hydroxyphenyl)-undeca-2,4,6,8,10-pentaenic acid, 9-(3'-bromo-4'-hydroxyphenyl)-nona-2,4,6,8-tetraenic acid, and 11-(3'-bromo-4'-hydroxyphenyl)-undeca-2,4,6,8,10-pentaenic acid, respectively. The structure of a main pair of peptides B/B' with molecular masses 843/845 Da has been determined by means of ultraviolet, infrared, and two-dimensional nuclear magnetic resonance spectroscopy. We have demonstrated that tandem nano-electrospray ionization mass spectrometry is a very efficient way for the fast and sensitive investigation of lipopeptides A/A' and C/C' with molecular masses 791 and 869/871 Da, respectively, which have been isolated in small amounts.
Kalinovskaya
Nataliya I
NI
Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of Russian Academy of Sciences, Pr. 100 Let Vladivostoku 159, 690022 Vladivostok, Russia. schuka@piboc.dvo.ru
Dmitrenok
Andrey S
AS
Kuznetsova
Tatyana A
TA
Frolova
Galina M
GM
Christen
Richard
R
Laatsch
Hartmut
H
Alexeeva
Yulia V
YV
Ivanova
Elena P
EP
D047630:Depsipeptides / Q000737:chemistry* / Q000378:metabolism*; D020459:Genes, rRNA; D009682:Magnetic Resonance Spectroscopy; D010802:Phylogeny; D031161:Pseudoalteromonas / Q000235:genetics / Q000254:growth & development / Q000302:isolation & purification / Q000378:metabolism*; D012336:RNA, Ribosomal, 16S / Q000235:genetics; D012623:Seawater / Q000382:microbiology*; D021241:Spectrometry, Mass, Electrospray Ionization; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D053719:Tandem Mass Spectrometry
D047630:Depsipeptides; D012336:RNA, Ribosomal, 16S