PMID: 6166004Apr 1, 1981Paper

Reactive site in human alpha 2-macroglobulin: circumstantial evidence for a thiolester

Proceedings of the National Academy of Sciences of the United States of America
J B Howard

Abstract

The reaction of methylamine with alpha 2-macroglobulin (alpha 2M) results in the covalent modification of one glutamic residue per subunit as gamma-glutamylmethylamide [Swenson, R. & Howard, J. B. (1979) Proc. Natl. Acad. Sci. USA 76, 4313--4316]. Furthermore, alpha 2M can undergo specific peptide autolysis involving the same reactive glutamic residue [Howard, J. B., Vermeulen, M. & Swenson, R. (1980) J. Biol Chem. 255, 3820--3823]. During both reactions, a cysteinyl thiol is exposed and can be alkylated by iodoacetic acid. After alpha 2M was modified with [14C]methylamine and iodo[2-3H]acetic acid, a tryptic peptide was isolated that contained both labels in the same ratio as in the original protein. From the chymotryptic digest of the tryptic peptide, a single radiolabeled peptide was isolated. The amino acid sequence of the chymotryptic peptide was the same as that previously reported to include gamma-glutamylmethylamide. This is circumstantial evidence for a thiolester between the cysteine and a glutamic acid located three residues away in the primary sequence. A reaction mechanism involving a pyroglutamyl intermediate derived from the thiolester is suggested to explain the autolysis. Kinetic analysis of the autolysis react...Continue Reading

References

Sep 1, 1979·Proceedings of the National Academy of Sciences of the United States of America·R P Swenson, J B Howard
Dec 1, 1975·Proceedings of the National Academy of Sciences of the United States of America·E AdmanL H Jensen
Oct 1, 1980·Proceedings of the National Academy of Sciences of the United States of America·B F TackJ W Prahl

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Citations

Dec 14, 2004·Chembiochem : a European Journal of Chemical Biology·Peter SawatzkiThomas Kolter
Feb 1, 1997·Protein Science : a Publication of the Protein Society·S K Law, A W Dodds
Jan 1, 1983·Springer Seminars in Immunopathology·B F Tack
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May 3, 2003·Comparative Biochemistry and Physiology. Toxicology & Pharmacology : CBP·Teresa Gollas-GalvánFrancisco Vargas-Albores
Dec 1, 1981·Proceedings of the National Academy of Sciences of the United States of America·R A HarrisonB F Tack
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Jan 1, 1983·Annals of the New York Academy of Sciences·J B Howard
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Jan 1, 1984·Critical Reviews in Oncology/hematology·A P Reiner, W R Bell

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