Biosynthesis of the Myxobacterial Antibiotic Corallopyronin A
Biosynthesis of the Myxobacterial Antibiotic Corallopyronin A
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DOI：
10.1002/cbic.201000085
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发表时间：
2010-06-14
期刊：
影响因子：
3.2
通讯作者：
Koenig, Gabriele M.
中科院分区：
文献类型：
--
作者：
Erol, Oezlem;Schaeberle, Till F.;Koenig, Gabriele M.
Corallopyronin A是一种具有强效抗菌作用的粘细菌化合物。用标记的前体进行的饲养实验推断了Corallopyronin A的所有生物合成结构单元，并揭示了这种代谢产物的一个不寻常的特征：从两条链进行生物合成，一条链仅来源于PKS，另一条链来源于NRPS/PKS。起始分子被认为是碳酸或其单甲酯。推定的珊瑚焦宁A生物合成基因簇是一个反式AT型混合PKS/NRPS基因簇，含有β-分支盒。该基因簇的显著特征是NRPS样腺苷酸化结构域，其是PKS型模块的一部分并且被认为负责甘氨酸掺入，以及具有出现在不同基因上的各个结构域的分裂模块。有人建议，CorB是一个transacting酮合酶，并建议，它催化克莱森缩合负责的两个链的互连。此外，珊瑚派洛宁A的立体化学推导出一个修改的Mosher的方法和臭氧分解与随后的手性GC分析的组合。
Corallopyronin A is a myxobacterial compound with potent antibacterial Feeding experiments with labelled precursors the deduction all biosynthetic building blocks for corallopyronin A and revealed an unusual feature of this metabolite: tits-biosynthesis from two chains, one solely PKS-derived and the other NRPS/PKS-derived. The starter molecule is believed to be carbonic acid or its monomethyl ester, The putative corallopyronin A biosynthetic gene cluster is a trans-AT-type mixed PKS/NRPS gene cluster, containing a beta-branching cassette. Striking features of this gene cluster are a NRPS-like adenylation domain, that, is part of a PKS-type module and is believed to be responsible for glycine incorporation, as well as split modules with individual domains occurring on different genes. It is suggested that CorB is a transacting ketosynthase and it is proposed that it catalyses the Claisen condensation responsible for the interconnection of the two chains. Additionally, the stereochemistry of corallopyronin A was deduced by a combination of a modified Mosher's method and ozonolysis with subsequent chiral GC analyses.