Mallard Blue:  A High-Affinity Selective Heparin Sensor That Operates in Highly Competitive Media

Stephen M. Bromfield; Anna Barnard; Paola Posocco; Maurizio Fermeglia; Sabrina Pricl; David K. Smith

doi:10.1021/ja311734d

Mallard Blue: A High-Affinity Selective Heparin Sensor That Operates in Highly Competitive Media

Stephen M. Bromfield, Anna Barnard, Paola Posocco, Maurizio Fermeglia, Sabrina Pricl, David K. Smith

Chemistry

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

Abstract

We report the simple synthesis and full investigation of a novel heparin binding dye, mallard blue, an arginine-functionalized thionine. This dye binds heparin in highly competitive media, including water with high levels of competitive electrolyte, buffered aqueous solution and human serum. The dye reports on heparin levels by a significant change in its UV-vis spectroscopic profile. Molecular dynamics modeling provides detailed insight into the binding mode. Heparin binding is shown to be selective over other glycosaminoglycans, such as hyaluronic acid and chondroitin sulfate. Importantly, we demonstrate that, in the most competitive conditions, mallard blue outperforms standard dyes used for heparin sensing such as azure A.

Original language	English
Pages (from-to)	2911-2914
Journal	Journal of the American Chemical Society
Volume	135
Issue number	8
DOIs	https://doi.org/10.1021/ja311734d
Publication status	Published - 27 Feb 2013

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title = "Mallard Blue: A High-Affinity Selective Heparin Sensor That Operates in Highly Competitive Media",

abstract = "We report the simple synthesis and full investigation of a novel heparin binding dye, mallard blue, an arginine-functionalized thionine. This dye binds heparin in highly competitive media, including water with high levels of competitive electrolyte, buffered aqueous solution and human serum. The dye reports on heparin levels by a significant change in its UV-vis spectroscopic profile. Molecular dynamics modeling provides detailed insight into the binding mode. Heparin binding is shown to be selective over other glycosaminoglycans, such as hyaluronic acid and chondroitin sulfate. Importantly, we demonstrate that, in the most competitive conditions, mallard blue outperforms standard dyes used for heparin sensing such as azure A.",

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T2 - A High-Affinity Selective Heparin Sensor That Operates in Highly Competitive Media

AU - Bromfield, Stephen M.

AU - Barnard, Anna

AU - Posocco, Paola

AU - Fermeglia, Maurizio

AU - Pricl, Sabrina

AU - Smith, David K.

PY - 2013/2/27

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N2 - We report the simple synthesis and full investigation of a novel heparin binding dye, mallard blue, an arginine-functionalized thionine. This dye binds heparin in highly competitive media, including water with high levels of competitive electrolyte, buffered aqueous solution and human serum. The dye reports on heparin levels by a significant change in its UV-vis spectroscopic profile. Molecular dynamics modeling provides detailed insight into the binding mode. Heparin binding is shown to be selective over other glycosaminoglycans, such as hyaluronic acid and chondroitin sulfate. Importantly, we demonstrate that, in the most competitive conditions, mallard blue outperforms standard dyes used for heparin sensing such as azure A.

AB - We report the simple synthesis and full investigation of a novel heparin binding dye, mallard blue, an arginine-functionalized thionine. This dye binds heparin in highly competitive media, including water with high levels of competitive electrolyte, buffered aqueous solution and human serum. The dye reports on heparin levels by a significant change in its UV-vis spectroscopic profile. Molecular dynamics modeling provides detailed insight into the binding mode. Heparin binding is shown to be selective over other glycosaminoglycans, such as hyaluronic acid and chondroitin sulfate. Importantly, we demonstrate that, in the most competitive conditions, mallard blue outperforms standard dyes used for heparin sensing such as azure A.

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JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 8

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Mallard Blue: A High-Affinity Selective Heparin Sensor That Operates in Highly Competitive Media

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