Preparation of artificial glycolipids and their aggregation behavior in aqueous media

Yoshio Hisaeda; Eiji Ohshima; Jun Ichi Kikuchi; Yukito Murakami

doi:10.1016/S0040-4039(97)01572-4

Preparation of artificial glycolipids and their aggregation behavior in aqueous media

Yoshio Hisaeda, Eiji Ohshima, Jun Ichi Kikuchi, Yukito Murakami

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

Abstract

N,N-Dihexadecyl-N(α)-[6-(β-D-galactopyranosyl)hexanoyl]-L-alaninamide and N,N- dihexadecyl-N(α)-[6{(β-D-galactopyranosyl)-(1→4)-O-(D -glucopyranosyl)}hexanoyl]-L-alaninamide, which have an amino acid residue interposed between a polar sugar moiety and a hydrophobic double-chain segment individually, were prepared and characterized as novel artificial glycolipids. Morphological studies by means of differential scanning calorimetry and dynamic light scattering as well as electron microscopy clarified that these lipids tend to form stable bilayer membranes by themselves in aqueous media.

Original language	English
Pages (from-to)	6713-6716
Number of pages	4
Journal	Tetrahedron Letters
Volume	38
Issue number	38
DOIs	https://doi.org/10.1016/S0040-4039(97)01572-4
Publication status	Published - Sept 22 1997

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Preparation of artificial glycolipids and their aggregation behavior in aqueous media",

abstract = "N,N-Dihexadecyl-N(α)-[6-(β-D-galactopyranosyl)hexanoyl]-L-alaninamide and N,N- dihexadecyl-N(α)-[6{(β-D-galactopyranosyl)-(1→4)-O-(D -glucopyranosyl)}hexanoyl]-L-alaninamide, which have an amino acid residue interposed between a polar sugar moiety and a hydrophobic double-chain segment individually, were prepared and characterized as novel artificial glycolipids. Morphological studies by means of differential scanning calorimetry and dynamic light scattering as well as electron microscopy clarified that these lipids tend to form stable bilayer membranes by themselves in aqueous media.",

author = "Yoshio Hisaeda and Eiji Ohshima and Kikuchi, {Jun Ichi} and Yukito Murakami",

note = "Funding Information: This work was supported in part by a Grant-in Aid for Scientific Research from the Ministry of Education, Science, Sports and Culture of Japan and from the Ministry of Agriculture, Forestry and Fisheries in the framework of the Pioneering Research Project in Biotechnology.",

year = "1997",

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doi = "10.1016/S0040-4039(97)01572-4",

language = "English",

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journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Preparation of artificial glycolipids and their aggregation behavior in aqueous media

AU - Hisaeda, Yoshio

AU - Ohshima, Eiji

AU - Kikuchi, Jun Ichi

AU - Murakami, Yukito

N1 - Funding Information: This work was supported in part by a Grant-in Aid for Scientific Research from the Ministry of Education, Science, Sports and Culture of Japan and from the Ministry of Agriculture, Forestry and Fisheries in the framework of the Pioneering Research Project in Biotechnology.

PY - 1997/9/22

Y1 - 1997/9/22

N2 - N,N-Dihexadecyl-N(α)-[6-(β-D-galactopyranosyl)hexanoyl]-L-alaninamide and N,N- dihexadecyl-N(α)-[6{(β-D-galactopyranosyl)-(1→4)-O-(D -glucopyranosyl)}hexanoyl]-L-alaninamide, which have an amino acid residue interposed between a polar sugar moiety and a hydrophobic double-chain segment individually, were prepared and characterized as novel artificial glycolipids. Morphological studies by means of differential scanning calorimetry and dynamic light scattering as well as electron microscopy clarified that these lipids tend to form stable bilayer membranes by themselves in aqueous media.

AB - N,N-Dihexadecyl-N(α)-[6-(β-D-galactopyranosyl)hexanoyl]-L-alaninamide and N,N- dihexadecyl-N(α)-[6{(β-D-galactopyranosyl)-(1→4)-O-(D -glucopyranosyl)}hexanoyl]-L-alaninamide, which have an amino acid residue interposed between a polar sugar moiety and a hydrophobic double-chain segment individually, were prepared and characterized as novel artificial glycolipids. Morphological studies by means of differential scanning calorimetry and dynamic light scattering as well as electron microscopy clarified that these lipids tend to form stable bilayer membranes by themselves in aqueous media.

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DO - 10.1016/S0040-4039(97)01572-4

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EP - 6716

JO - Tetrahedron Letters

JF - Tetrahedron Letters

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ER -

Preparation of artificial glycolipids and their aggregation behavior in aqueous media

Abstract

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