Determination of the amino acid sequence in a cyclic lipopeptide using MS with DHT mechanism.

作者: Shi-Zhong Yang , Dong-Zhi Wei , Bo-Zhong Mu

DOI: 10.1016/J.JBBM.2006.03.008

关键词:

摘要: A TOF MS/MS method to directly determine the amino acid sequence in a cyclic lipopeptide without its hydrolysis is described. The fragments of peptide and hydrocarbon chains were identified through comparing MS two analogues lipopeptide; connecting relationship residues was determined based on difference mass charge ratio between peaks spectra analysis; finally, according mechanism double hydrogen transfer(DHT) C-terminal hydroxy aliphatic hydrolysis. also supported by rest grounded simple fragmenting mechanism. This can be used any loop-inlaying lipopeptides.

参考文章(18)
Kei Arima, Atsushi Kakinuma, Gakuzo Tamura, Surfactin, a crystalline peptidelipid surfactant produced by Bacillussubtilis: Isolation, characterization and its inhibition of fibrin clot formation Biochemical and Biophysical Research Communications. ,vol. 31, pp. 488- 494 ,(1968) , 10.1016/0006-291X(68)90503-2
Francoise Peypoux, Jean-Marc Bonmatin, Henri Labbe, Isabelle Grangemard, Bhupesh C. Das, Marius Ptak, Jean Wallach, Georges Michel, (Ala4)Surfactin, a novel isoform from Bacillus subtilis studied by mass and NMR spectroscopies FEBS Journal. ,vol. 224, pp. 89- 96 ,(1994) , 10.1111/J.1432-1033.1994.TB19998.X
Catherine N Mulligan, Raymond N Yong, Bernard F Gibbs, Heavy metal removal from sediments by biosurfactants. Journal of Hazardous Materials. ,vol. 85, pp. 111- 125 ,(2001) , 10.1016/S0304-3894(01)00224-2
F. Baumgart, B. Kluge, C. Ullrich, J. Vater, D. Ziessow, Identification of amino acid substitutions in the lipopeptide surfactin using 2D NMR spectroscopy. Biochemical and Biophysical Research Communications. ,vol. 177, pp. 998- 1005 ,(1991) , 10.1016/0006-291X(91)90637-M
G. K. Oleinikova, T. A. Kuznetsova, F. Huth, H. Laatsch, V. V. Isakov, L. S. Shevchenko, G. B. Elyakov, Cyclic Lipopeptides with Fungicidal Activity from the Sea Isolate of the Bacterium Bacillus subtilis. ChemInform. ,vol. 33, ,(2002) , 10.1002/CHIN.200235175
Masaaki Morikawa, Yoshihiko Hirata, Tadayuki Imanaka, A study on the structure-function relationship of lipopeptide biosurfactants. Biochimica et Biophysica Acta. ,vol. 1488, pp. 211- 218 ,(2000) , 10.1016/S1388-1981(00)00124-4
K. Ishikawa, Y. Niwa, K. Hatakeda, T. Gotoh, Computer-aided peptide sequencing of an unknown cyclic peptide fromBacillus subtilis Organic Mass Spectrometry. ,vol. 23, pp. 290- 291 ,(1988) , 10.1002/OMS.1210230415
MASAYUKI TAKIZAWA, TSUNEAKI HIDA, TAKASHI HORIGUCHI, AKIKO HIRAMOTO, SETSUO HARADA, SEIICHI TANIDA, TAN-1511 A, B and C, microbial lipopeptides with G-CSF and GM-CSF inducing activity. The Journal of Antibiotics. ,vol. 48, pp. 579- 588 ,(1995) , 10.7164/ANTIBIOTICS.48.579
Françoise PEYPOUX, Françoise BESSON, Georges MICHEL, Lucien DELCAMBE, Structure of Bacillomycin D, a New Antibiotic of the Iturin Group FEBS Journal. ,vol. 118, pp. 323- 327 ,(2005) , 10.1111/J.1432-1033.1981.TB06405.X
Tadashi Kikuchi, Keiji Hasumi, Enhancement of plasminogen activation by surfactin C: augmentation of fibrinolysis in vitro and in vivo. Biochimica et Biophysica Acta. ,vol. 1596, pp. 234- 245 ,(2002) , 10.1016/S0167-4838(02)00221-2