Process for reducing methionine sulfoxide residues in peptides o

Details Process for reducing methionine sulfoxide residues in peptides o Process for reducing methionine sulfoxide residues in peptides o

1987-08-24

1989-05-30

Schain, Howard E.

Chemistry: natural resins or derivatives; peptides or proteins;

Peptides of 3 to 100 amino acid residues

Chemical aftertreatment, e.g., acylation, methylation, etc.

530303, 530308, 530313, 530329, 530344, 530397, 530399, 530406, 530408, C07K 1500, C07K 1700

Patent

active

048352543

ABSTRACT:
This application discloses a process for reducing methionine sulfoxide residues in peptides and proteins to methionine residues. The process comprises subjecting said peptide or protein to a substantially anhydrous trifluoroacetic acid reaction medium containing from about 0.01M to about 3M of an organic sulfide and from about 0.01M to about 3M of a haloacid selected from the group consisting of hydrochloric acid, hydrobromic acid, and hydroiodic acid.

REFERENCES:
patent: 4745178 (1988-05-01), DiMarchi et al.
Houghten, R. A., and Li, C. H. (1979) Anal. Biochem. 98, 36.
Savige, W. E., and Fontana, A. (1977) Adv. in Enzymology 47, 453.
Shechter, Y. (1986) J. Biol. Chem. 261, 66.
Tam, J. P., Heath, W. F., and Merrifield, R. B. (1983) J. Am. Chem. Soc. 105, 6442.
Fujii, N., Kuno, S., Otaka, A., Funakoshi, S., Takagi, K., and Yajami, H (1985) Chem. Pharm. Bull., Jpn. 33, 4587.
Yamashiro, D., (1982) Int. J. Peptide Protein Res. 20, 63-65.
Heath, W. F., Tam, J. P., and Merrifield, R. B., (1986) Int. J. Peptide Protein Res. 28, 498-507.
Yajima, H., Akaji, K., Fujii, N., Moriga, M., Aono, M., and Takagi, A., (1980) Chem. Pharm. Bull. 28, 2276-2278.

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