Synthesis of triazole-linked pseudo-starch fragments

S.A. Nepogodiev; S. Dedola; L. Marmuse; M.T. de Oliveira; R.A. Field

doi:10.1016/j.carres.2006.09.026

Synthesis of triazole-linked pseudo-starch fragments

S.A. Nepogodiev, S. Dedola, L. Marmuse, M.T. de Oliveira, R.A. Field

Manchester Institute of Biotechnology

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

Abstract

Rapid assembly of starch fragment analogues was achieved using ‘click chemistry’. Specifically, a pentadecasaccharide and two hexadecasaccharide mimics containing two parallel maltoheptaosyl chains linked via [1,2,3]-triazoles to glucose or maltose core were synthesised using Cu(I)-catalyzed [3+2] dipolar cycloaddition of azidosaccharides and 4,6-di-O-propargylated methyl α-d-glucopyranoside and 6,6′- and 4′,6′-di-O-propargylated p-methoxyphenyl β-maltoside.

Original language	Undefined
Pages (from-to)	529-540
Number of pages	12
Journal	Carbohydrate Research
Volume	342
Issue number	3-4
DOIs	https://doi.org/10.1016/j.carres.2006.09.026
Publication status	Published - 5 Oct 2006

Keywords

Dipolar cycloaddition
Amylopectin mimics

Research Beacons, Institutes and Platforms

Manchester Institute of Biotechnology

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10.1016/j.carres.2006.09.026

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title = "Synthesis of triazole-linked pseudo-starch fragments",

abstract = "Rapid assembly of starch fragment analogues was achieved using {\textquoteleft}click chemistry{\textquoteright}. Specifically, a pentadecasaccharide and two hexadecasaccharide mimics containing two parallel maltoheptaosyl chains linked via [1,2,3]-triazoles to glucose or maltose core were synthesised using Cu(I)-catalyzed [3+2] dipolar cycloaddition of azidosaccharides and 4,6-di-O-propargylated methyl α-d-glucopyranoside and 6,6′- and 4′,6′-di-O-propargylated p-methoxyphenyl β-maltoside.",

keywords = "Dipolar cycloaddition, Amylopectin mimics",

author = "S.A. Nepogodiev and S. Dedola and L. Marmuse and {de Oliveira}, M.T. and R.A. Field",

year = "2006",

month = oct,

day = "5",

doi = "10.1016/j.carres.2006.09.026",

language = "Undefined",

volume = "342",

pages = "529--540",

journal = "Carbohydrate Research",

issn = "0008-6215",

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TY - JOUR

T1 - Synthesis of triazole-linked pseudo-starch fragments

AU - Nepogodiev, S.A.

AU - Dedola, S.

AU - Marmuse, L.

AU - de Oliveira, M.T.

AU - Field, R.A.

PY - 2006/10/5

Y1 - 2006/10/5

N2 - Rapid assembly of starch fragment analogues was achieved using ‘click chemistry’. Specifically, a pentadecasaccharide and two hexadecasaccharide mimics containing two parallel maltoheptaosyl chains linked via [1,2,3]-triazoles to glucose or maltose core were synthesised using Cu(I)-catalyzed [3+2] dipolar cycloaddition of azidosaccharides and 4,6-di-O-propargylated methyl α-d-glucopyranoside and 6,6′- and 4′,6′-di-O-propargylated p-methoxyphenyl β-maltoside.

AB - Rapid assembly of starch fragment analogues was achieved using ‘click chemistry’. Specifically, a pentadecasaccharide and two hexadecasaccharide mimics containing two parallel maltoheptaosyl chains linked via [1,2,3]-triazoles to glucose or maltose core were synthesised using Cu(I)-catalyzed [3+2] dipolar cycloaddition of azidosaccharides and 4,6-di-O-propargylated methyl α-d-glucopyranoside and 6,6′- and 4′,6′-di-O-propargylated p-methoxyphenyl β-maltoside.

KW - Dipolar cycloaddition

KW - Amylopectin mimics

UR - http://www.scopus.com/inward/record.url?eid=2-s2.0-33846503318&partnerID=MN8TOARS

U2 - 10.1016/j.carres.2006.09.026

DO - 10.1016/j.carres.2006.09.026

M3 - Article

SN - 0008-6215

VL - 342

SP - 529

EP - 540

JO - Carbohydrate Research

JF - Carbohydrate Research

IS - 3-4

ER -

Synthesis of triazole-linked pseudo-starch fragments

Abstract

Keywords

Research Beacons, Institutes and Platforms

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