Synthesis and Photochemistry of a New Class of Photocleavable Protein Cross-linking Reagents

Lilia Milanesi; Gavin D. Reid; Godfrey S. Beddard; Christopher A. Hunter; Jonathan P. Waltho

doi:10.1002/chem.200305405

Synthesis and Photochemistry of a New Class of Photocleavable Protein Cross-linking Reagents

Lilia Milanesi, Gavin D. Reid, Godfrey S. Beddard, Christopher A. Hunter, Jonathan P. Waltho

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

Abstract

A new series of photocleavable protein cross-linking reagents based on bis(maleimide) derivatives of diaryl disulfides have been synthesised. They have been functionalised with cysteine and transient absorption spectra for the photolysis reaction have been recorded by using the pump-probe technique with a time resolution of 100 femtoseconds. Photolysis of the disulfide bond yields the corresponding thiyl radicals in less than a picosecond. There is a significant amount of geminate recombination, but some of the radicals escape the solvent cage and the quantum yield for photocleavage is 30% in water.

Original language	English
Pages (from-to)	1705-1710
Number of pages	5
Journal	Chemistry - A European Journal
Volume	10
Issue number	7
DOIs	https://doi.org/10.1002/chem.200305405
Publication status	Published - 2 Apr 2004

Keywords

Disulfide
Optical trigger
Photolysis
Protein folding
Thiyl radical

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10.1002/chem.200305405

CCDC 215839: Experimental Crystal Structure Determination
Milanesi, L. (Contributor), Reid, G. D. (Contributor), Beddard, G. S. (Contributor), Hunter, C. A. (Contributor) & Waltho, J. (Contributor), Cambridge Crystallographic Data Centre, 21 Jul 2003
DOI: 10.5517/cc77lkl, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc77lkl&sid=DataCite
Dataset

Cite this

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abstract = "A new series of photocleavable protein cross-linking reagents based on bis(maleimide) derivatives of diaryl disulfides have been synthesised. They have been functionalised with cysteine and transient absorption spectra for the photolysis reaction have been recorded by using the pump-probe technique with a time resolution of 100 femtoseconds. Photolysis of the disulfide bond yields the corresponding thiyl radicals in less than a picosecond. There is a significant amount of geminate recombination, but some of the radicals escape the solvent cage and the quantum yield for photocleavage is 30% in water.",

keywords = "Disulfide, Optical trigger, Photolysis, Protein folding, Thiyl radical",

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AU - Milanesi, Lilia

AU - Reid, Gavin D.

AU - Beddard, Godfrey S.

AU - Hunter, Christopher A.

AU - Waltho, Jonathan P.

PY - 2004/4/2

Y1 - 2004/4/2

N2 - A new series of photocleavable protein cross-linking reagents based on bis(maleimide) derivatives of diaryl disulfides have been synthesised. They have been functionalised with cysteine and transient absorption spectra for the photolysis reaction have been recorded by using the pump-probe technique with a time resolution of 100 femtoseconds. Photolysis of the disulfide bond yields the corresponding thiyl radicals in less than a picosecond. There is a significant amount of geminate recombination, but some of the radicals escape the solvent cage and the quantum yield for photocleavage is 30% in water.

AB - A new series of photocleavable protein cross-linking reagents based on bis(maleimide) derivatives of diaryl disulfides have been synthesised. They have been functionalised with cysteine and transient absorption spectra for the photolysis reaction have been recorded by using the pump-probe technique with a time resolution of 100 femtoseconds. Photolysis of the disulfide bond yields the corresponding thiyl radicals in less than a picosecond. There is a significant amount of geminate recombination, but some of the radicals escape the solvent cage and the quantum yield for photocleavage is 30% in water.

KW - Disulfide

KW - Optical trigger

KW - Photolysis

KW - Protein folding

KW - Thiyl radical

U2 - 10.1002/chem.200305405

DO - 10.1002/chem.200305405

M3 - Article

C2 - 15054757

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SP - 1705

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JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 7

ER -

Synthesis and Photochemistry of a New Class of Photocleavable Protein Cross-linking Reagents

Abstract

Keywords

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CCDC 215839: Experimental Crystal Structure Determination

Cite this