One-step syntheses of alkyl glycosides and alkyl-substituted DNA oligomers by chemoselective glycosidations using DNA bases

Yuichi Nishikubo; Kaname Sasaki; Shuichi Matsumura; Kazunobu Toshima

doi:10.1016/j.tetlet.2005.12.049

One-step syntheses of alkyl glycosides and alkyl-substituted DNA oligomers by chemoselective glycosidations using DNA bases

Yuichi Nishikubo, Kaname Sasaki, Shuichi Matsumura, Kazunobu Toshima

Department of Applied Chemistry

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

4 Citations (Scopus)

Abstract

The simple and practical synthesis of alkyl glycosides by novel chemoselective glycosidations using natural resources, DNA and RNA nucleosides, was realized, and the one-step synthesis of chemoselectively modified DNA oligomers using the glycosidation method was also demonstrated.

Original language	English
Pages (from-to)	1041-1045
Number of pages	5
Journal	Tetrahedron Letters
Volume	47
Issue number	7
DOIs	https://doi.org/10.1016/j.tetlet.2005.12.049
Publication status	Published - 2006 Feb 13

Keywords

Alkyl glycoside
Carbohydrate
DNA
Glycosidation
Modified DNA oligomer
RNA

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2005.12.049

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title = "One-step syntheses of alkyl glycosides and alkyl-substituted DNA oligomers by chemoselective glycosidations using DNA bases",

abstract = "The simple and practical synthesis of alkyl glycosides by novel chemoselective glycosidations using natural resources, DNA and RNA nucleosides, was realized, and the one-step synthesis of chemoselectively modified DNA oligomers using the glycosidation method was also demonstrated.",

keywords = "Alkyl glycoside, Carbohydrate, DNA, Glycosidation, Modified DNA oligomer, RNA",

author = "Yuichi Nishikubo and Kaname Sasaki and Shuichi Matsumura and Kazunobu Toshima",

note = "Funding Information: This research was partially supported by a Grant-in-Aid for the 21st Century COE Program {\textquoteleft}KEIO Life Conjugate Chemistry{\textquoteright} and a Grant-in-Aid for Scientific Research (C) from the Ministry of Education, Culture, Sports, Science, and Technology, Japan.",

year = "2006",

month = feb,

day = "13",

doi = "10.1016/j.tetlet.2005.12.049",

language = "English",

volume = "47",

pages = "1041--1045",

journal = "Tetrahedron Letters",

issn = "0040-4039",

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TY - JOUR

T1 - One-step syntheses of alkyl glycosides and alkyl-substituted DNA oligomers by chemoselective glycosidations using DNA bases

AU - Nishikubo, Yuichi

AU - Sasaki, Kaname

AU - Matsumura, Shuichi

AU - Toshima, Kazunobu

N1 - Funding Information: This research was partially supported by a Grant-in-Aid for the 21st Century COE Program ‘KEIO Life Conjugate Chemistry’ and a Grant-in-Aid for Scientific Research (C) from the Ministry of Education, Culture, Sports, Science, and Technology, Japan.

PY - 2006/2/13

Y1 - 2006/2/13

N2 - The simple and practical synthesis of alkyl glycosides by novel chemoselective glycosidations using natural resources, DNA and RNA nucleosides, was realized, and the one-step synthesis of chemoselectively modified DNA oligomers using the glycosidation method was also demonstrated.

AB - The simple and practical synthesis of alkyl glycosides by novel chemoselective glycosidations using natural resources, DNA and RNA nucleosides, was realized, and the one-step synthesis of chemoselectively modified DNA oligomers using the glycosidation method was also demonstrated.

KW - Alkyl glycoside

KW - Carbohydrate

KW - DNA

KW - Glycosidation

KW - Modified DNA oligomer

KW - RNA

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DO - 10.1016/j.tetlet.2005.12.049

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SN - 0040-4039

VL - 47

SP - 1041

EP - 1045

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 7

ER -

One-step syntheses of alkyl glycosides and alkyl-substituted DNA oligomers by chemoselective glycosidations using DNA bases

Abstract

Keywords

ASJC Scopus subject areas

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