Amphiphilic anthracene-amino acid conjugates as simple carbohydrate receptors in water

Johan Billing; Hans Grundberg; Ulf Nilsson

doi:10.1080/10610270290029281

Amphiphilic anthracene-amino acid conjugates as simple carbohydrate receptors in water

Johan Billing, Hans Grundberg, Ulf Nilsson

Centre for Analysis and Synthesis

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

Abstract

N-Alkylation of amino acid methyl esters with 9,10-bis-chloromethylanthracene, followed by methyl ester hydrolysis, yielded water-soluble amphiphilic amino acid-anthracene conjugates. In NMR-titration experiments, a L-arginine-anthracene conjugate was demonstrated to recognize p-nitrophenyl glycosides and sialylated oligosaccharides in D2O in a manner sensitive to the carbohydrate structure.

Original language	English
Pages (from-to)	367-372
Journal	Supramolecular Chemistry
Volume	14
Issue number	4
DOIs	https://doi.org/10.1080/10610270290029281
Publication status	Published - 2002

Bibliographical note

The information about affiliations in this record was updated in December 2015.
The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)

Subject classification (UKÄ)

Organic Chemistry

Free keywords

NMR
N-alkylation
glycoconjugate
hybrid

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10.1080/10610270290029281

Cite this

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abstract = "N-Alkylation of amino acid methyl esters with 9,10-bis-chloromethylanthracene, followed by methyl ester hydrolysis, yielded water-soluble amphiphilic amino acid-anthracene conjugates. In NMR-titration experiments, a L-arginine-anthracene conjugate was demonstrated to recognize p-nitrophenyl glycosides and sialylated oligosaccharides in D2O in a manner sensitive to the carbohydrate structure.",

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AU - Grundberg, Hans

AU - Nilsson, Ulf

N1 - The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)

PY - 2002

Y1 - 2002

N2 - N-Alkylation of amino acid methyl esters with 9,10-bis-chloromethylanthracene, followed by methyl ester hydrolysis, yielded water-soluble amphiphilic amino acid-anthracene conjugates. In NMR-titration experiments, a L-arginine-anthracene conjugate was demonstrated to recognize p-nitrophenyl glycosides and sialylated oligosaccharides in D2O in a manner sensitive to the carbohydrate structure.

AB - N-Alkylation of amino acid methyl esters with 9,10-bis-chloromethylanthracene, followed by methyl ester hydrolysis, yielded water-soluble amphiphilic amino acid-anthracene conjugates. In NMR-titration experiments, a L-arginine-anthracene conjugate was demonstrated to recognize p-nitrophenyl glycosides and sialylated oligosaccharides in D2O in a manner sensitive to the carbohydrate structure.

KW - NMR

KW - N-alkylation

KW - glycoconjugate

KW - hybrid

U2 - 10.1080/10610270290029281

DO - 10.1080/10610270290029281

M3 - Article

SN - 1061-0278

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JO - Supramolecular Chemistry

JF - Supramolecular Chemistry

IS - 4

ER -

Amphiphilic anthracene-amino acid conjugates as simple carbohydrate receptors in water

Abstract

Bibliographical note

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Free keywords

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