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n Vitro Reconstitution of the Remaining Steps in Ovothiol A Biosynthesis: C–S Lyase and Methyltransferase Reactions

Org Lett. 2018-09; 
Nathchar Naowarojna , Pei Huang , Yujuan Cai , Heng Song , Lian Wu , Ronghai Cheng , Yan Li , Shu Wang , Huijue Lyu , Lixin Zhang , Jiahai Zhou , Pinghua Liu
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摘要

Ovothiols are thiolhistidine derivatives. The first step of ovothiol biosynthesis is OvoA-catalyzed oxidative coupling between histidine and cysteine. In this report, the remaining steps of ovothiol A biosynthesis were reconstituted in vitro. ETA_14770 (OvoB) was reported as a PLP-dependent sulfoxide lyase, responsible for mercaptohistidine production. OvoA was found to be a bifunctional enzyme, which mediates both oxidative C-S bond formation and methylation of mercaptohistidine to afford ovothiol A. Besides reconstituting the whole biosynthetic pathway, two unique features proposed in the literature were also examined: a potential cysteine-recycling mechanism of the C-S lyase (OvoB) and the selectivity of the... More

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