Preparation of a lipid A derivative that contains a 27-hydroxyoctacosanoic acid moiety

Balaji Santhanam; Geert Jan Boons

doi:10.1021/ol048746f

Preparation of a lipid A derivative that contains a 27-hydroxyoctacosanoic acid moiety

Balaji Santhanam, Geert Jan Boons^*

^*Corresponding author for this work

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

Abstract

(Chemical Equation Presented) A general synthetic strategy for long-chain ω-1 hydroxy fatty acids has been developed, which employs as a key reaction step a cross metathesis between ω-unsaturated ester and 3-butene-2-ol. The resulting lipids were used for the preparation of lipid A derivatives of Rhizobium sin-1, which have the ability to inhibit the E. coli LPS-dependent synthesis of tumor necrosis factor by human monocytes.

Original language	English
Pages (from-to)	3333-3336
Number of pages	4
Journal	Organic Letters
Volume	6
Issue number	19
DOIs	https://doi.org/10.1021/ol048746f
Publication status	Published - 16 Sept 2004
Externally published	Yes

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10.1021/ol048746f

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abstract = "(Chemical Equation Presented) A general synthetic strategy for long-chain ω-1 hydroxy fatty acids has been developed, which employs as a key reaction step a cross metathesis between ω-unsaturated ester and 3-butene-2-ol. The resulting lipids were used for the preparation of lipid A derivatives of Rhizobium sin-1, which have the ability to inhibit the E. coli LPS-dependent synthesis of tumor necrosis factor by human monocytes.",

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AU - Boons, Geert Jan

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N2 - (Chemical Equation Presented) A general synthetic strategy for long-chain ω-1 hydroxy fatty acids has been developed, which employs as a key reaction step a cross metathesis between ω-unsaturated ester and 3-butene-2-ol. The resulting lipids were used for the preparation of lipid A derivatives of Rhizobium sin-1, which have the ability to inhibit the E. coli LPS-dependent synthesis of tumor necrosis factor by human monocytes.

AB - (Chemical Equation Presented) A general synthetic strategy for long-chain ω-1 hydroxy fatty acids has been developed, which employs as a key reaction step a cross metathesis between ω-unsaturated ester and 3-butene-2-ol. The resulting lipids were used for the preparation of lipid A derivatives of Rhizobium sin-1, which have the ability to inhibit the E. coli LPS-dependent synthesis of tumor necrosis factor by human monocytes.

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Preparation of a lipid A derivative that contains a 27-hydroxyoctacosanoic acid moiety

Abstract

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