Description
N,N,N’,N’-Tetramethylazodicarboxamide (also named as Diamide, TMAD) is a reagent used for the oxidization of thiols in proteins. It is used as a reagent in the Mitsunobu reaction in place of diethyl azodicarboxylate. It can be used to titrate protein gluotathiolation to discriminate from other protein modifications.
References
N. S. Kosower, E. M. Kosower, Diamide: A oxidant probe for this, Methods in Enzymology, 1995, vol. 251, pp. 123133
Chemical Properties
Yellow crystals
Uses
Reported to be of use as a thiol oxidizing agent. Diamide has been used to titrate protein glutathiolation to discriminate from other oxidative protein modifications. Treatment increased protein glutathiolation in a concentration-dependent manner and had comparably little effect on protein-protein disulfide formation.
Definition
ChEBI: 1,1'-azobis(N,N-dimethylformamide) is a monoazo compound.
Synthesis Reference(s)
The Journal of Organic Chemistry, 38, p. 1652, 1973
DOI: 10.1021/jo00949a007