Synthesis of new peptidic glycoclusters derived from β-alanine

Koji Sato; Noriyasu Hada; Tadahiro Takeda

doi:10.1016/j.tetlet.2003.10.073

Synthesis of new peptidic glycoclusters derived from β-alanine

Koji Sato, Noriyasu Hada, Tadahiro Takeda

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

18 Citations (Scopus)

Abstract

The synthesis of an asymmetric glycocluster 1 has been achieved by coupling of a sugar unit with the β-alanine polypeptide, the principal chain, and combining a carbohydrate chain with the side chain causing it to branch from the N terminal. The synthesis of this side chain multivalent ligands is based on the scaffolding of some ω-amino acid (glycine, β-alanine, and GABA) derivatives. This method facilitated the synthesis of the cluster, of which the length of each unit differs.

Original language	English
Pages (from-to)	9331-9335
Number of pages	5
Journal	Tetrahedron Letters
Volume	44
Issue number	52
DOIs	https://doi.org/10.1016/j.tetlet.2003.10.073
Publication status	Published - 2003 Dec 22
Externally published	Yes

Keywords

Carbohydrate- protein interaction
D-galactose
Glycocluster
Unit synthesis
β-peptide

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tetlet.2003.10.073

Cite this

@article{88fa598360ce40cfb6187936454607c1,

title = "Synthesis of new peptidic glycoclusters derived from β-alanine",

abstract = "The synthesis of an asymmetric glycocluster 1 has been achieved by coupling of a sugar unit with the β-alanine polypeptide, the principal chain, and combining a carbohydrate chain with the side chain causing it to branch from the N terminal. The synthesis of this side chain multivalent ligands is based on the scaffolding of some ω-amino acid (glycine, β-alanine, and GABA) derivatives. This method facilitated the synthesis of the cluster, of which the length of each unit differs.",

keywords = "Carbohydrate- protein interaction, D-galactose, Glycocluster, Unit synthesis, β-peptide",

author = "Koji Sato and Noriyasu Hada and Tadahiro Takeda",

note = "Funding Information: This work was supported by a Grant-in-Aid for Scientific Research (No. 14771250) from the Ministry of Education, Science, Sports and Culture of Japan. We gratefully acknowledge financial support in the form of a Sasagawa Scientific Research Grant and the Tokyo Biochemical Research Foundation Grant. The authors are grateful to Ms. J. Hada for providing NMR and MS data.",

year = "2003",

month = dec,

day = "22",

doi = "10.1016/j.tetlet.2003.10.073",

language = "English",

volume = "44",

pages = "9331--9335",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "52",

}

TY - JOUR

T1 - Synthesis of new peptidic glycoclusters derived from β-alanine

AU - Sato, Koji

AU - Hada, Noriyasu

AU - Takeda, Tadahiro

N1 - Funding Information: This work was supported by a Grant-in-Aid for Scientific Research (No. 14771250) from the Ministry of Education, Science, Sports and Culture of Japan. We gratefully acknowledge financial support in the form of a Sasagawa Scientific Research Grant and the Tokyo Biochemical Research Foundation Grant. The authors are grateful to Ms. J. Hada for providing NMR and MS data.

PY - 2003/12/22

Y1 - 2003/12/22

N2 - The synthesis of an asymmetric glycocluster 1 has been achieved by coupling of a sugar unit with the β-alanine polypeptide, the principal chain, and combining a carbohydrate chain with the side chain causing it to branch from the N terminal. The synthesis of this side chain multivalent ligands is based on the scaffolding of some ω-amino acid (glycine, β-alanine, and GABA) derivatives. This method facilitated the synthesis of the cluster, of which the length of each unit differs.

AB - The synthesis of an asymmetric glycocluster 1 has been achieved by coupling of a sugar unit with the β-alanine polypeptide, the principal chain, and combining a carbohydrate chain with the side chain causing it to branch from the N terminal. The synthesis of this side chain multivalent ligands is based on the scaffolding of some ω-amino acid (glycine, β-alanine, and GABA) derivatives. This method facilitated the synthesis of the cluster, of which the length of each unit differs.

KW - Carbohydrate- protein interaction

KW - D-galactose

KW - Glycocluster

KW - Unit synthesis

KW - β-peptide

UR - http://www.scopus.com/inward/record.url?scp=0345304276&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0345304276&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2003.10.073

DO - 10.1016/j.tetlet.2003.10.073

M3 - Article

AN - SCOPUS:0345304276

SN - 0040-4039

VL - 44

SP - 9331

EP - 9335

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 52

ER -

Synthesis of new peptidic glycoclusters derived from β-alanine

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this