Enzymatic synthesis of a modified phospholipid and its evaluation as a substrate for B. cereus phospholipase C

Stephen F. Martin; Paul J. Hergenrother

doi:10.1016/S0960-894X(98)00071-7

Enzymatic synthesis of a modified phospholipid and its evaluation as a substrate for B. cereus phospholipase C

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Abstract

The novel phospholipid 2, which bears a tert-butyl moiety in place of the natural trimethyl ammonium group of phosphatidylcholine, has been enzymatically synthesized via a transphosphatidylation reaction mediated by phospholipase D. The change from the choline headgroup in 1 to the tert-butyl group in 2 reduced the efficiency of hydrolysis by the phosphatidylcholine-preferring phospholipase C from Bacillus cereus by a factor of greater than 10³.

Original language	English (US)
Pages (from-to)	593-596
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	8
Issue number	6
DOIs	https://doi.org/10.1016/S0960-894X(98)00071-7
State	Published - Mar 17 1998
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/S0960-894X(98)00071-7

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abstract = "The novel phospholipid 2, which bears a tert-butyl moiety in place of the natural trimethyl ammonium group of phosphatidylcholine, has been enzymatically synthesized via a transphosphatidylation reaction mediated by phospholipase D. The change from the choline headgroup in 1 to the tert-butyl group in 2 reduced the efficiency of hydrolysis by the phosphatidylcholine-preferring phospholipase C from Bacillus cereus by a factor of greater than 103.",

author = "Martin, {Stephen F.} and Hergenrother, {Paul J.}",

note = "Funding Information: We thank the National Institutes of Health and the Robert A. Welch Foundation",

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AU - Hergenrother, Paul J.

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PY - 1998/3/17

Y1 - 1998/3/17

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AB - The novel phospholipid 2, which bears a tert-butyl moiety in place of the natural trimethyl ammonium group of phosphatidylcholine, has been enzymatically synthesized via a transphosphatidylation reaction mediated by phospholipase D. The change from the choline headgroup in 1 to the tert-butyl group in 2 reduced the efficiency of hydrolysis by the phosphatidylcholine-preferring phospholipase C from Bacillus cereus by a factor of greater than 103.

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IS - 6

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Enzymatic synthesis of a modified phospholipid and its evaluation as a substrate for B. cereus phospholipase C

Abstract

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