Isolation and Synthesis of Laxaphycin B-Type Peptides: A Case Study and Clues to Their Biosynthesis

被引:23
|
作者
Bornancin, Louis [1 ]
Boyaud, France [1 ]
Mahiout, Zahia [1 ]
Bonnard, Isabelle [1 ]
Mills, Suzanne C. [2 ,3 ]
Banaigs, Bernard [1 ,3 ]
Inguimbert, Nicolas [1 ]
机构
[1] Univ Perpignan Via Domitia, USR EPHE CNRS UPVD 3278, Ctr Rech Insulaire & Observ Environm, 58 Ave P Alduy, F-66860 Perpignan, France
[2] USR 3278 EPHE CNRS UPVD, Ctr Rech Insulaire & Observ Environm, Moorea, France
[3] Lab Excellence Corail, F-66860 Perpignan, France
关键词
non ribosomal peptides; cyclic lipopeptide; solid phase peptide synthesis; Anabaena; Lyngbya; SOLID-PHASE SYNTHESIS; MARINE CYANOBACTERIA; CYCLIC-PEPTIDES; CYCLIZATION; STRATEGY;
D O I
10.3390/md13127065
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The laxaphyci's B family constitutes a group of five related cyclic lipopeptides isolated from diverse cyanobacteria from all around the world. This group shares a typical structure of 12 amino acids from the l and d series, some of them hydroxylated at the beta position, and all containing a rare beta-amino decanoic acid. Nevertheless, they can be differentiated due to slight variations in the composition of their amino acids, but the configuration of their alpha carbon remains conserved. Here, we provide the synthesis and characterization of new laxaphycin B-type peptides. In doing so we discuss how the synthesis of laxaphycin B and analogues was developed. We also isolate minor acyclic laxaphycins B, which are considered clues to their biosynthesis.
引用
收藏
页码:7285 / 7300
页数:16
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