Enzymatic synthesis of a ring-contracted analogue of 5- enolpyruvylshikimate-3-phosphate

Ming An; Paul A. Bartlett

doi:10.1021/ol048260z

Enzymatic synthesis of a ring-contracted analogue of 5- enolpyruvylshikimate-3-phosphate

Ming An
, Paul A. Bartlett

Chemistry

Binghamton University

University of California at Berkeley

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

(Chemical Equation Presented) Three ring-contracted mimics of shikimate-3-phosphate, formed from the triols by shikimate kinase, were evaluated as substrates of the next enzyme in the pathway, EPSP synthase. The cyclopentylidene analogue (+)-2P was converted enzymatically to the enolpyruvyl derivative, thus demonstrating the second step of an artificial biosynthetic sequence.

Original language	English
Pages (from-to)	4065-4067
Number of pages	3
Journal	Organic Letters
Volume	6
Issue number	22
DOIs	https://doi.org/10.1021/ol048260z
State	Published - Oct 28 2004

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title = "Enzymatic synthesis of a ring-contracted analogue of 5- enolpyruvylshikimate-3-phosphate",

abstract = "(Chemical Equation Presented) Three ring-contracted mimics of shikimate-3-phosphate, formed from the triols by shikimate kinase, were evaluated as substrates of the next enzyme in the pathway, EPSP synthase. The cyclopentylidene analogue (+)-2P was converted enzymatically to the enolpyruvyl derivative, thus demonstrating the second step of an artificial biosynthetic sequence.",

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AU - An, Ming

AU - Bartlett, Paul A.

PY - 2004/10/28

Y1 - 2004/10/28

N2 - (Chemical Equation Presented) Three ring-contracted mimics of shikimate-3-phosphate, formed from the triols by shikimate kinase, were evaluated as substrates of the next enzyme in the pathway, EPSP synthase. The cyclopentylidene analogue (+)-2P was converted enzymatically to the enolpyruvyl derivative, thus demonstrating the second step of an artificial biosynthetic sequence.

AB - (Chemical Equation Presented) Three ring-contracted mimics of shikimate-3-phosphate, formed from the triols by shikimate kinase, were evaluated as substrates of the next enzyme in the pathway, EPSP synthase. The cyclopentylidene analogue (+)-2P was converted enzymatically to the enolpyruvyl derivative, thus demonstrating the second step of an artificial biosynthetic sequence.

UR - https://www.scopus.com/pages/publications/8744285741

U2 - 10.1021/ol048260z

DO - 10.1021/ol048260z

M3 - Article

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SN - 1523-7060

VL - 6

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EP - 4067

JO - Organic Letters

JF - Organic Letters

IS - 22

ER -

Enzymatic synthesis of a ring-contracted analogue of 5- enolpyruvylshikimate-3-phosphate

Abstract

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