PMID: 42623Jan 1, 1979

A new arylating agent, 2-carboxy-4,6-dinitrochlorobenzene. Reaction with model compounds and bovine pancreatic ribonuclease

International Journal of Peptide and Protein Research
J BelloG Kartha


The reagent 2-carboxy-4,6-dinitrochlorobenzene (CDNCB) reacts with the imino, amino and sulfhydryl groups of model compounds. At pH 8.2, sulfhydryl groups react much faster than do amines. N alpha-Acetylhistidine, N alpha-acetyltyrosine and N alpha-acetyltryptophan do not react. Poly(L-Lysine) and poly(DL-lysine) react about 50 times as fast as does N alpha-acetyllysine. A dichloroanalog, 6-carboxy-2,4-dinitro-1,3-dichlorobenzene, shows stepwise reactivity with amines. With bovine pancreatic ribonuclease, which contains no sulfhydryl, CDNCB reacts preferentially with the epsilon-amino of Lys-41 at 450 times the rate with the epsilon-amino of N alpha-acetyllysine. The preferential reactivity at Lys-41 is discussed in relation to the pK of Ly-41, the cationic character of the active site cleft, and the mechanism of RNAase action on substrates.


Mar 28, 1977·Biochimica Et Biophysica Acta·H IijimaJ Bello
May 1, 1975·European Journal of Biochemistry·L R Brown, J H Bradbury
Jan 1, 1975·International Journal of Peptide and Protein Research·P RiquelmeF Marcus
Aug 21, 1970·Biochimica Et Biophysica Acta·D M Glick, E A Barnard
Feb 1, 1969·Biochemistry·J Bello, E F Nowoswiat
May 1, 1969·European Journal of Biochemistry·H Rüterjans, H Witzel
Jul 1, 1965·Archives of Biochemistry and Biophysics·C H HirsJ H Kycia
Jul 1, 1965·Archives of Biochemistry and Biophysics·C H Hirs, J H Kycia

Related Concepts

Bos taurus
Sulfhydryl Compounds
Alkaline Ribonuclease
LY 41
X-Ray Diffraction

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