Synthesis and bioactivity of fluorescence- and biotin-labeled lipid a analogues for investigation of recognition mechanism in innate immunity

Yukari Fujimoto; Eiji Kimura; Shuichi Murata; Shoichi Kusumoto; Koichi Fukase

doi:10.1016/j.tetlet.2005.11.041

Synthesis and bioactivity of fluorescence- and biotin-labeled lipid a analogues for investigation of recognition mechanism in innate immunity

Yukari Fujimoto, Eiji Kimura, Shuichi Murata, Shoichi Kusumoto, Koichi Fukase

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

9 Citations (Scopus)

Abstract

Fluorescence- and biotin-labeled lipid A analogues were synthesized for the investigation of bacterial lipopolysaccharide (LPS)/lipid A recognition in the innate immune system. For the introduction of the labeling moiety, a hydrophilic glutaryl-glucose linker was used for maintaining the bioactivity and also for preventing self-aggregation, which causes quenching of the fluorescence. We also observed the biological activity of the labeled compounds.

Original language	English
Pages (from-to)	539-543
Number of pages	5
Journal	Tetrahedron Letters
Volume	47
Issue number	4
DOIs	https://doi.org/10.1016/j.tetlet.2005.11.041
Publication status	Published - 2006 Jan 23
Externally published	Yes

Keywords

Biotin-label
Fluorescence-label
Immunostimulation
Innate immunity
Lipid A

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2005.11.041

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title = "Synthesis and bioactivity of fluorescence- and biotin-labeled lipid a analogues for investigation of recognition mechanism in innate immunity",

abstract = "Fluorescence- and biotin-labeled lipid A analogues were synthesized for the investigation of bacterial lipopolysaccharide (LPS)/lipid A recognition in the innate immune system. For the introduction of the labeling moiety, a hydrophilic glutaryl-glucose linker was used for maintaining the bioactivity and also for preventing self-aggregation, which causes quenching of the fluorescence. We also observed the biological activity of the labeled compounds.",

keywords = "Biotin-label, Fluorescence-label, Immunostimulation, Innate immunity, Lipid A",

author = "Yukari Fujimoto and Eiji Kimura and Shuichi Murata and Shoichi Kusumoto and Koichi Fukase",

note = "Funding Information: This work was supported in part by Grants-in Aid for Scientific Research (Nos. 17035050, 17310128, 17510178, and 13NP0401) from MEXT and JSPS, and Hayashi Memorial Foundation for Female Natural Scientists (to Y.F.).",

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doi = "10.1016/j.tetlet.2005.11.041",

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journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Synthesis and bioactivity of fluorescence- and biotin-labeled lipid a analogues for investigation of recognition mechanism in innate immunity

AU - Fujimoto, Yukari

AU - Kimura, Eiji

AU - Murata, Shuichi

AU - Kusumoto, Shoichi

AU - Fukase, Koichi

N1 - Funding Information: This work was supported in part by Grants-in Aid for Scientific Research (Nos. 17035050, 17310128, 17510178, and 13NP0401) from MEXT and JSPS, and Hayashi Memorial Foundation for Female Natural Scientists (to Y.F.).

PY - 2006/1/23

Y1 - 2006/1/23

N2 - Fluorescence- and biotin-labeled lipid A analogues were synthesized for the investigation of bacterial lipopolysaccharide (LPS)/lipid A recognition in the innate immune system. For the introduction of the labeling moiety, a hydrophilic glutaryl-glucose linker was used for maintaining the bioactivity and also for preventing self-aggregation, which causes quenching of the fluorescence. We also observed the biological activity of the labeled compounds.

AB - Fluorescence- and biotin-labeled lipid A analogues were synthesized for the investigation of bacterial lipopolysaccharide (LPS)/lipid A recognition in the innate immune system. For the introduction of the labeling moiety, a hydrophilic glutaryl-glucose linker was used for maintaining the bioactivity and also for preventing self-aggregation, which causes quenching of the fluorescence. We also observed the biological activity of the labeled compounds.

KW - Biotin-label

KW - Fluorescence-label

KW - Immunostimulation

KW - Innate immunity

KW - Lipid A

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DO - 10.1016/j.tetlet.2005.11.041

M3 - Article

AN - SCOPUS:29144458913

SN - 0040-4039

VL - 47

SP - 539

EP - 543

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 4

ER -

Synthesis and bioactivity of fluorescence- and biotin-labeled lipid a analogues for investigation of recognition mechanism in innate immunity

Abstract

Keywords

ASJC Scopus subject areas

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