C-terminal peptide sequencing, activated support and reagent sys

Details C-terminal peptide sequencing, activated support and reagent sys C-terminal peptide sequencing, activated support and reagent sys

1990-06-29

1991-08-20

Hill, Jr., Robert J.

Chemistry: analytical and immunological testing

Peptide, protein or amino acid

Amino acid or sequencing procedure

422 61, 436178, 5253262, 5253277, 5253283, 5253335, 5253336, 525393, 530345, 530408, C07K 110, G01N 3368

Patent

active

050413880

ABSTRACT:
A method of C-terminal peptide sequencing. The peptide is reacted with an activated support derivatized with a mixed anhydride of isothiocyanic acid and carboxylic or carbonic acid, under basic conditions. The peptidyl thiohydantoin which forms is separated from the solid support and further reacted with a cleaving agent carried on a second solid support, to release a free C-terminal amino acyl thiohydantoin from the peptide. The free thiohydantoin is analyzed to determine the C-terminal peptide residue. The residual peptide can be recycled through the supports for successive C-terminal residue determinations.

REFERENCES:
patent: 4935494 (1990-06-01), Miller
Rangarajan, M., in "Protein/Peptide Sequence Analysis: Current Methodologies" (1988), Capter 7, pp. 135-144, A. S. Bhown, Ed.
Miller, C. G. et al., "Studies on the Use of Silyl Compounds for Protein Carboxy-Terminal Sequence Analysis" (1989), Techniques in Protein Chemistry, pp. 67-78, T. E. Hugh, Ed., Academic Press.
Tarr, G. E., Methods in Protein Sequence Analysis (1988), Section 4.1: "The Long Search for a Viable Method of C-Terminal Sequencing", pp. 129-151, B. Wittman-Leibold, Ed., Proceedings of the 7th International Conf., Berlin.
Hawke, D. H. et al., Microsequence Analysis of Peptides and Proteins: Trimethylsilylisothiocyanate as a Reagent for COOH-Terminal Sequence Analysis (1987), Analytical Biochem. 166, pp. 298-307.
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Kenner, G. W. et al., in Peptides IV, 136, "Selective Removal of the C-Terminal Residue as a Thiohydantoin" (1953), J. Chem. Soc.
Stark, G. R., in "Methods in Enzymology", (1972), vol. 25, p. 369, Academic Press.
Miller, M. J . et al., The Chemistry of the Method for the Determination of Carboxyl-Terminal Residues in Peptides (1977), Org Chem., vol. 42, pp. 1750-1761.
Meuth, J. L., et al., Stepwise Sequence Determination from the Carboxy-Terminal Residue of Peptides (1982), Biochemistry, vol. 16, pp. 3750-3757.
Parham, M. E., et al., A New Method of Determination of the Carboxy-Terminus of Peptides (1978), Biochem. Biophys. Res. Comm., vol. 80, pp. 7-13.
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