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

Isolation and Synthesis of Laxaphycin B-Type Peptides: A Case Study and Clues to Their Biosynthesis.
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DOI:
10.3390/md13127065
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发表时间:
2015-12-05
期刊:
影响因子:
5.4
通讯作者:
Inguimbert N
Inguimbert N
中科院分区:
医学2区
文献类型:
--
作者:
Bornancin L;Boyaud F;Mahiout Z;Bonnard I;Mills SC;Banaigs B;Inguimbert N

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该laxaphyci的B家族构成了一组五个相关的环脂肽分离自不同的蓝藻来自世界各地。该组共有来自l和d系列的12个氨基酸的典型结构,其中一些在β位羟基化,并且全部含有罕见的β-氨基癸酸。尽管如此,它们可以由于其氨基酸组成的轻微变化而被区分,但其α碳的构型保持保守。在这里,我们提供了新的laxaphycin B型肽的合成和表征。在此过程中,我们讨论了如何开发的laxaphycin B和类似物的合成。我们还分离出次要的无环laxaphycins B,这被认为是其生物合成的线索。
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.