The biochemical basis for stereochemical control in polyketide biosynthesis.

The biochemical basis for stereochemical control in polyketide biosynthesis.
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DOI:
10.1021/ja908296m
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发表时间:
2009-12-30
影响因子:
15
通讯作者:
Cane, David E.
Cane, David E.
中科院分区:
化学1区
文献类型:
--
作者:
Valenzano, Chiara R.;Lawson, Rachel J.;Chen, Alice Y.;Khosla, Chaitan;Cane, David E.

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One of the most striking features of complex polyketides is the presence of numerous methyl- and hydroxyl-bearing stereogenic centers. In order to investigate the biochemical basis for the control of polyketide stereochemistry and to establish the timing and mechanism of the epimerization at methyl-bearing centers, a series of incubations was carried out using reconstituted components from a variety of modular polyketide synthases. In all cases the stereochemistry of the product was directly correlated with the intrinsic stereospecificity of the ketoreductase domain, independent of the particular chain elongation domains that were used, thereby establishing that methyl group epimerization, when it does occur, takes place after ketosynthase-catalyzed chain elongation. The finding that there were only minor differences in the rates of product formation observed for parallel incubations using an epimerizing ketoreductase domain and the non-epimerizing ketoreductase domain supports the proposal that the epimerization is catalyzed by the ketoreductase domain itself.
DOI: 10.1016/s1074-5521(03)00156-x
发表时间: 2003-08-01
影响因子: --
作者:
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发表时间: 1993-01-27
影响因子: 15
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发表时间: 2008-09-03
影响因子: 15
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期刊: FEBS LETTERS
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