Cavitand boronic acids mediate highly selective fructose transport

Timothy M. Altamore; Elizabeth S. Barrett; Peter J. Duggan; Michael S. Sherburn; Melanie L. Szydzik

doi:10.1021/ol0265970

Cavitand boronic acids mediate highly selective fructose transport

Timothy M. Altamore, Elizabeth S. Barrett, Peter J. Duggan^*, Michael S. Sherburn, Melanie L. Szydzik

^*Corresponding author for this work

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

29 Citations (Scopus)

Abstract

(matrix presented) The synthesis sugar-transport properties of a family of five cavitand rim-appended boronic acids are reported. These conformationally rigid compounds are not observed to leach out of lipophilic membranes, and they exhibit unprecedented fructose to glucose transport selectivities and give higher fluxes than other neutral boronic acids. These properties make the cavitand boronic acids the best artificial fructose transporters described thus far.

Original language	English
Pages (from-to)	3489-3491
Number of pages	3
Journal	Organic Letters
Volume	4
Issue number	20
DOIs	https://doi.org/10.1021/ol0265970
Publication status	Published - 3 Oct 2002
Externally published	Yes

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title = "Cavitand boronic acids mediate highly selective fructose transport",

abstract = "(matrix presented) The synthesis sugar-transport properties of a family of five cavitand rim-appended boronic acids are reported. These conformationally rigid compounds are not observed to leach out of lipophilic membranes, and they exhibit unprecedented fructose to glucose transport selectivities and give higher fluxes than other neutral boronic acids. These properties make the cavitand boronic acids the best artificial fructose transporters described thus far.",

author = "Altamore, {Timothy M.} and Barrett, {Elizabeth S.} and Duggan, {Peter J.} and Sherburn, {Michael S.} and Szydzik, {Melanie L.}",

year = "2002",

month = oct,

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doi = "10.1021/ol0265970",

language = "English",

volume = "4",

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journal = "Organic Letters",

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T1 - Cavitand boronic acids mediate highly selective fructose transport

AU - Altamore, Timothy M.

AU - Barrett, Elizabeth S.

AU - Duggan, Peter J.

AU - Sherburn, Michael S.

AU - Szydzik, Melanie L.

PY - 2002/10/3

Y1 - 2002/10/3

N2 - (matrix presented) The synthesis sugar-transport properties of a family of five cavitand rim-appended boronic acids are reported. These conformationally rigid compounds are not observed to leach out of lipophilic membranes, and they exhibit unprecedented fructose to glucose transport selectivities and give higher fluxes than other neutral boronic acids. These properties make the cavitand boronic acids the best artificial fructose transporters described thus far.

AB - (matrix presented) The synthesis sugar-transport properties of a family of five cavitand rim-appended boronic acids are reported. These conformationally rigid compounds are not observed to leach out of lipophilic membranes, and they exhibit unprecedented fructose to glucose transport selectivities and give higher fluxes than other neutral boronic acids. These properties make the cavitand boronic acids the best artificial fructose transporters described thus far.

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U2 - 10.1021/ol0265970

DO - 10.1021/ol0265970

M3 - Article

SN - 1523-7060

VL - 4

SP - 3489

EP - 3491

JO - Organic Letters

JF - Organic Letters

IS - 20

ER -

Cavitand boronic acids mediate highly selective fructose transport

Abstract

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