Arylomycins A and B, new biaryl-bridged lipopeptide antibiotics produced by Streptomyces sp Tu 6075 -: II.: Structure elucidation

被引:0
|
作者
Höltzel, A
Schmid, DG
Nicholson, GJ
Stevanovic, S
Schimana, J
Gebhardt, K
Fiedler, HP
Jung, G
机构
[1] Univ Tubingen, Inst Organ Chem, D-72076 Tubingen, Germany
[2] Univ Tubingen, Interfak Inst Zellbiol, D-72076 Tubingen, Germany
[3] Univ Tubingen, Inst Mikrobiol, D-72076 Tubingen, Germany
来源
JOURNAL OF ANTIBIOTICS | 2002年 / 55卷 / 06期
关键词
D O I
暂无
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
The structures of new lipopeptide antibiotics, arylomycins A and B, were elucidated by a combination of ESI-FTICR-mass spectrometry, NMR spectroscopy, EDMAN sequencing, and fatty acid and chiral amino acid analyses. The colourless arylomycins A share the peptide sequence Of D-N-methylseryl(2)(D-MeSer(2))-D-alanyl(3)-glycyl(4)-N-methyl-4-hydroxyphenylglycyl(5)- (MeHpg(5))-L-alanyl(6)-tyrosine7 cyclised by a [3,3]biaryl bond between MeHpg(5) and Tyr(7). The yellow arylomycins B differ from arylomycins A by nitro substitution of Tyr(7). The N-termini of arylomycins A and B are acylated with saturated C(11)similar toC(15) fatty acids (fa(1)) comprising n, iso, and anteiso isomers. Arylomycins A and B represent the first examples of biaryl-bridged lipopeptides.
引用
收藏
页码:571 / 577
页数:7
相关论文
共 50 条
  • [31] EI-2346, a novel interleukin-1β converting enzyme inhibitor produced by Streptomyces sp E-2346 -: II.: Structure elucidation
    Koizumi, F
    Hasegawa, A
    Yoshida, M
    Matsuda, Y
    Nakanishi, S
    JOURNAL OF ANTIBIOTICS, 2004, 57 (04): : 289 - 290
  • [32] New isochaetochromin, an inhibitor of triacylglycerol synthesis in mammalian cells, produced by Penicillium sp FKI-4942: II. structure elucidation
    Ugaki, Narihiro
    Yamazaki, Hiroyuki
    Uchida, Ryuji
    Tomoda, Hiroshi
    JOURNAL OF ANTIBIOTICS, 2012, 65 (01): : 21 - 24
  • [33] New beauvericins, potentiators of antifungal miconazole activity, produced by Beauveria sp FKI-1366 -: II.: Structure elucidation.
    Fukuda, T
    Arai, M
    Tomoda, H
    Omura, S
    JOURNAL OF ANTIBIOTICS, 2004, 57 (02): : 117 - 124
  • [34] Himalomycin A and B:: Isolation and structure elucidation of new fridamycin type antibiotics from a marine Streptomyces isolate
    Maskey, RP
    Helmke, E
    Laatsch, H
    JOURNAL OF ANTIBIOTICS, 2003, 56 (11): : 942 - 949
  • [35] Yaequinolones, New Insecticidal Antibiotics Produced by Penicillium sp. FKI-2140II. Structural Elucidation
    Ryuji Uchida
    Rie Imasato
    Hiroshi Tomoda
    Satoshi Ōmura
    The Journal of Antibiotics, 2006, 59 : 652 - 658
  • [36] New isochaetochromin, an inhibitor of triacylglycerol synthesis in mammalian cells, produced by Penicillium sp. FKI-4942: II. structure elucidation
    Narihiro Ugaki
    Hiroyuki Yamazaki
    Ryuji Uchida
    Hiroshi Tomoda
    The Journal of Antibiotics, 2012, 65 : 21 - 24
  • [37] TMC-1 A, B, C and D, new antibiotics of the manumycin group produced by Streptomyces sp - Taxonomy, production, isolation, physico-chemical properties, structure elucidation and biological properties
    Kohno, J
    Nishio, M
    Kawano, K
    Nakanishi, N
    Suzuki, S
    Uchida, T
    Komatsubara, S
    JOURNAL OF ANTIBIOTICS, 1996, 49 (12): : 1212 - 1220
  • [38] TPU-0031-A and B, new antibiotics of the Novobiocin group produced by Streptomyces sp TP-A0556
    Sasaki, T
    Igarashi, Y
    Saito, N
    Furumai, T
    JOURNAL OF ANTIBIOTICS, 2001, 54 (05): : 441 - 447
  • [39] Erabulenols, inhibitors of cholesteryl ester transfer protein produced by Penicillium sp. FO-5637 -: II.: Structure elucidation of erabulenols A and B
    Tabata, N
    Tomoda, H
    Omura, S
    JOURNAL OF ANTIBIOTICS, 1998, 51 (07): : 624 - 628
  • [40] Moromycins A and B, isolation and structure elucidation of C-glycosylangucycline-type antibiotics from Streptomyces sp KY002
    Abdelfattah, Mohamed S.
    Kharel, Madan Kumar
    Hitron, John Andrew
    Baig, Irfan
    Rohr, Juergen
    JOURNAL OF NATURAL PRODUCTS, 2008, 71 (09): : 1569 - 1573