PMID: 40916Jul 1, 1979

Reaction of azide radicals with amino acids and proteins

International Journal of Radiation Biology and Related Studies in Physics, Chemistry, and Medicine
E J Land, W A Prütz

Abstract

The azide radical N3 reacts selectively with amino acids, in neutral solution preferentially with tryptophan (k (N3 + TrpH) = 4.1 X 10(9) dm3 mol(-1s-1) and in alkaline solution also with cysteine and tyrosine (k(N3 + CyS-) = 2.7 X 10(9) dm3 mol-1s-1) and k(N3 + TyrO-) equals 03.6 X 10(9) dm3 mol-1s-1). Oxidation of the enzyme yADH by N3 involves primary attacks, mainly at tryptophan residues, and subsequent slow secondary reactions. N3-induced inactivation of yADH is likely to occur upon oxidation of tryptophan residues in the substrate binding pocket (58-TrpH and 93-TrpH) since the substrate ethanol although unreactive with N3, protects yADH and since elADH, which does not contain tryptophan in the substrate pocket, is comparatively resistant against N3-attack. N3 exhibits low reactivity with nucleic acid derivatives and it is inert towards aliphatic compounds such as methanol and sodium dodecylsulphate.

References

Aug 1, 1977·International Journal of Radiation Biology and Related Studies in Physics, Chemistry, and Medicine·E J Land, W A Prütz
Jun 1, 1979·International Journal of Radiation Biology and Related Studies in Physics, Chemistry, and Medicine·P B Roberts
Jan 1, 1971·International Journal of Radiation Biology and Related Studies in Physics, Chemistry, and Medicine·G E AdamsR B Cundall

Citations

Feb 1, 1984·International Journal of Radiation Biology and Related Studies in Physics, Chemistry, and Medicine·J R Casas-FinetA J Swallow
Dec 1, 1986·International Journal of Radiation Biology and Related Studies in Physics, Chemistry, and Medicine·Krzysztof Bobrowski, R Lubis
Jan 1, 1986·Free Radical Research Communications·R H BisbyE W Thomas
Aug 1, 1985·International Journal of Radiation Biology and Related Studies in Physics, Chemistry, and Medicine·M Tamba, R Badiello
May 1, 1990·International Journal of Radiation Biology·Krzysztof BobrowskiM Ciurak
Jan 1, 1996·International Journal of Radiation Biology·S Adhikari, C Gopinathan
May 30, 2012·Free Radical Research·Lisa K FolkesPeter Wardman
Mar 13, 2012·Free Radical Biology & Medicine·Anastasia S DomazouWillem H Koppenol
Feb 3, 2009·Free Radical Biology & Medicine·Anastasia S DomazouJanusz M Gebicki
Jan 16, 2015·Journal of Photochemistry and Photobiology. B, Biology·Yulie XuWenfeng Wang
Apr 22, 2010·Free Radical Biology & Medicine·Willem H KoppenolPatricia L Bounds
Apr 29, 1998·Free Radical Biology & Medicine·C TannerB J Parsons
Jul 3, 2007·Free Radical Biology & Medicine·Olivier MozziconacciChantal Houée-Levin
Sep 13, 2013·Analytical and Bioanalytical Chemistry·Vivien BerthelotMarie Erard
Jan 14, 2021·International Journal of Molecular Sciences·Konrad SkotnickiKrzysztof Bobrowski

Related Concepts

Alcohol Oxidoreductases
Azides
Enzyme Activation
Free Radicals
Hydrogen-Ion Concentration
Pulse Radiolysis

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