Thiols and the diazo group in photoaffinity labels

Takagaki, Yohtaroh ; Gupta, Chhitar M. ; Gobind Khorana, H. (1980) Thiols and the diazo group in photoaffinity labels Biochemical and Biophysical Research Communications, 95 (2). pp. 589-595. ISSN 0006-291X

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The photoactivable carbene precursor, 2-diazo-3,3,3-tri-fluoro-propionyloxy group, has been introduced recently for light-induced covalent crosslinking in studies of protein-phospholipid interactions in biomem-branes. The diazo group in this reagent has now been shown to undergo reduction in the dark by a number of thiols (dithiothreitol, 2-mercaptoethanol, cysteine and reduced glutathione) used commonly as protective agents for proteins. In contrast, thioglycolate did not cause significant reduction and, therefore, can be safely used as a protective agent. In vesicles formed from phospholipids containing the above photolabel in the fatty acyl chain, dithiothreitol and 2-mercaptoethanol caused reduction. However, cysteine and reduced glutathione caused insignificant reduction of the diazo group, presumably because of their non-permeant nature.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:DTT; Dithiothreitol; GSH; Reduced glutathione; TGA; Thioglycolate
ID Code:15949
Deposited On:16 Nov 2010 13:41
Last Modified:03 Jun 2011 05:03

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