Sugar-sensing by chiral orientation of dimeric boronic-acid-appended porphyrins which show selectivity for glucose and xylose

Susumu Arimori; Masayuki Takeuchi; Seiji Shinkai

doi:10.1246/cl.1996.77

Sugar-sensing by chiral orientation of dimeric boronic-acid-appended porphyrins which show selectivity for glucose and xylose

Susumu Arimori, Masayuki Takeuchi, Seiji Shinkai

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

31 Citations (Scopus)

Abstract

5,10,15,20-Tetrakis(4-boronylphenyl)porphyrin (1) and 5, 10,15,20-tetrakis[N-(2- or 4-boronylphenyl)methyl-pyridinium] porphyrin (o-2 or p-2) formed a 1:1 complex, which gave specific exciton-coupling bands in CD spectroscopy only in the presence of glucose and xylose among monosaccharides. The structural examination established that only these monosaccharides can bridge two porphyrins by covalent-bond formation with boronic acids and twist them asymmetrically.

Original language	English
Pages (from-to)	77-78
Number of pages	2
Journal	Chemistry Letters
Issue number	1
DOIs	https://doi.org/10.1246/cl.1996.77
Publication status	Published - 1996
Externally published	Yes

All Science Journal Classification (ASJC) codes

General Chemistry

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10.1246/cl.1996.77

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abstract = "5,10,15,20-Tetrakis(4-boronylphenyl)porphyrin (1) and 5, 10,15,20-tetrakis[N-(2- or 4-boronylphenyl)methyl-pyridinium] porphyrin (o-2 or p-2) formed a 1:1 complex, which gave specific exciton-coupling bands in CD spectroscopy only in the presence of glucose and xylose among monosaccharides. The structural examination established that only these monosaccharides can bridge two porphyrins by covalent-bond formation with boronic acids and twist them asymmetrically.",

author = "Susumu Arimori and Masayuki Takeuchi and Seiji Shinkai",

year = "1996",

doi = "10.1246/cl.1996.77",

language = "English",

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journal = "Chemistry Letters",

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T1 - Sugar-sensing by chiral orientation of dimeric boronic-acid-appended porphyrins which show selectivity for glucose and xylose

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AU - Takeuchi, Masayuki

AU - Shinkai, Seiji

PY - 1996

Y1 - 1996

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AB - 5,10,15,20-Tetrakis(4-boronylphenyl)porphyrin (1) and 5, 10,15,20-tetrakis[N-(2- or 4-boronylphenyl)methyl-pyridinium] porphyrin (o-2 or p-2) formed a 1:1 complex, which gave specific exciton-coupling bands in CD spectroscopy only in the presence of glucose and xylose among monosaccharides. The structural examination established that only these monosaccharides can bridge two porphyrins by covalent-bond formation with boronic acids and twist them asymmetrically.

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Sugar-sensing by chiral orientation of dimeric boronic-acid-appended porphyrins which show selectivity for glucose and xylose

Abstract

All Science Journal Classification (ASJC) codes

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