Stereoselective synthesis of 1-O-β-feruloyl and 1-O-β-sinapoyl glucopyranoses

Yimin Zhu, John Ralph

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

1-O-β-Feruloyl and 1-O-β-sinapoyl glucopyranoses are two common substrates for serine carboxypeptidase-like acyltransferases and serve as acyl donors in the biosynthesis of numerous secondary metabolites. In addition, they are involved in plant cell wall cross-linking and are also ideal substrates for studying the kinetics of lignification involving hydroxycinnamates. We report the first chemical (and multi-gram scale) synthesis of 1-O-β-feruloyl and 1-O-β-sinapoyl glucopyranoses.

Original languageEnglish (US)
Pages (from-to)3729-3731
Number of pages3
JournalTetrahedron Letters
Volume52
Issue number29
DOIs
StatePublished - Jul 20 2011

Fingerprint

Acyltransferases
Plant Cells
Cell Wall
Biosynthesis
Substrates
Metabolites
Kinetics
serine carboxypeptidase

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

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abstract = "1-O-β-Feruloyl and 1-O-β-sinapoyl glucopyranoses are two common substrates for serine carboxypeptidase-like acyltransferases and serve as acyl donors in the biosynthesis of numerous secondary metabolites. In addition, they are involved in plant cell wall cross-linking and are also ideal substrates for studying the kinetics of lignification involving hydroxycinnamates. We report the first chemical (and multi-gram scale) synthesis of 1-O-β-feruloyl and 1-O-β-sinapoyl glucopyranoses.",
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Stereoselective synthesis of 1-O-β-feruloyl and 1-O-β-sinapoyl glucopyranoses. / Zhu, Yimin; Ralph, John.

In: Tetrahedron Letters, Vol. 52, No. 29, 20.07.2011, p. 3729-3731.

Research output: Contribution to journalArticle

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AU - Ralph, John

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