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Baeyer-Villiger Monooxygenase-Mediated Synthesis of Esomeprazole As an Alternative for Kagan Sulfoxidation.
Bong, Yong Koy; Song, Shiwei; Nazor, Jovana; Vogel, Michael; Widegren, Magnus; Smith, Derek; Collier, Steven J; Wilson, Rob; Palanivel, S M; Narayanaswamy, Karthik; Mijts, Ben; Clay, Michael D; Fong, Ryan; Colbeck, Jeff; Appaswami, Amritha; Muley, Sheela; Zhu, Jun; Zhang, Xiyun; Liang, Jack; Entwistle, David.
Afiliação
  • Bong YK; Codexis Laboratories Singapore Pte Ltd. , The Galen, 61 Science Park Road , Singapore 117525.
  • Song S; Codexis Laboratories Singapore Pte Ltd. , The Galen, 61 Science Park Road , Singapore 117525.
  • Nazor J; Codexis Laboratories Singapore Pte Ltd. , The Galen, 61 Science Park Road , Singapore 117525.
  • Vogel M; Codexis, Inc. , 200 Penobscot Drive , Redwood City , California 94070 , United States.
  • Widegren M; Codexis Laboratories Singapore Pte Ltd. , The Galen, 61 Science Park Road , Singapore 117525.
  • Smith D; Codexis Laboratories Singapore Pte Ltd. , The Galen, 61 Science Park Road , Singapore 117525.
  • Collier SJ; Codexis Laboratories Singapore Pte Ltd. , The Galen, 61 Science Park Road , Singapore 117525.
  • Wilson R; Codexis, Inc. , 200 Penobscot Drive , Redwood City , California 94070 , United States.
  • Palanivel SM; Codexis Laboratories Singapore Pte Ltd. , The Galen, 61 Science Park Road , Singapore 117525.
  • Narayanaswamy K; Codexis, Inc. , 200 Penobscot Drive , Redwood City , California 94070 , United States.
  • Mijts B; Codexis Laboratories Singapore Pte Ltd. , The Galen, 61 Science Park Road , Singapore 117525.
  • Clay MD; Codexis Laboratories Singapore Pte Ltd. , The Galen, 61 Science Park Road , Singapore 117525.
  • Fong R; Codexis, Inc. , 200 Penobscot Drive , Redwood City , California 94070 , United States.
  • Colbeck J; Codexis, Inc. , 200 Penobscot Drive , Redwood City , California 94070 , United States.
  • Appaswami A; Codexis, Inc. , 200 Penobscot Drive , Redwood City , California 94070 , United States.
  • Muley S; Codexis, Inc. , 200 Penobscot Drive , Redwood City , California 94070 , United States.
  • Zhu J; Codexis, Inc. , 200 Penobscot Drive , Redwood City , California 94070 , United States.
  • Zhang X; Codexis, Inc. , 200 Penobscot Drive , Redwood City , California 94070 , United States.
  • Liang J; Codexis, Inc. , 200 Penobscot Drive , Redwood City , California 94070 , United States.
  • Entwistle D; Codexis, Inc. , 200 Penobscot Drive , Redwood City , California 94070 , United States.
J Org Chem ; 83(14): 7453-7458, 2018 07 20.
Article em En | MEDLINE | ID: mdl-29932340
ABSTRACT
A wild-type Baeyer-Villiger monooxygenase was engineered to overcome numerous liabilities in order to mediate a commercial oxidation of pyrmetazole to esomeprazole, using air as the terminal oxidant in an almost exclusively aqueous reaction matrix. The developed enzyme and process compares favorably to the incumbent Kagan inspired chemocatalytic oxidation, as esomeprazole was isolated in 87% yield, in >99% purity, with an enantiomeric excess of >99%.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: J Org Chem Ano de publicação: 2018 Tipo de documento: Article
Texto completo
Imprimir
XML
PubMed Links
Buscar no Google

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: J Org Chem Ano de publicação: 2018 Tipo de documento: Article