Chemistry: natural resins or derivatives; peptides or proteins; – Proteins – i.e. – more than 100 amino acid residues – Chemical modification or the reaction product thereof – e.g.,...
Reexamination Certificate
2007-11-13
2007-11-13
Mondesi, Robert B. (Department: 1652)
Chemistry: natural resins or derivatives; peptides or proteins;
Proteins, i.e., more than 100 amino acid residues
Chemical modification or the reaction product thereof, e.g.,...
Reexamination Certificate
active
10958298
ABSTRACT:
A simple and low-cost method of selectively modifying the C-terminal of a protein or peptide is provided. A method of modifying the C-terminal of a protein or peptide comprises forming an intramolecular oxazolone ring at the C-terminal of the protein or peptide that requires C-terminal modification, and then performing a ring-opening of the oxazolone ring to produce a protein or peptide with a modified C-terminal. Preferred forms include a method in which by reacting the oxazolone ring with a compound containing a nucleophilic group to effect an oxazolone ring-opening, a protein or peptide is produced in which the C-terminal is modified with the compound containing the nucleophilic group, as well as a method in which by reacting the oxazolone ring with an active esterifying agent to effect a ring-opening, the oxazolone is converted to an active ester, which by subsequent reaction with a compound containing a nucleophilic group, produces a protein or peptide in which the C-terminal has been modified with the compound containing the nucleophilic group.
REFERENCES:
patent: 5468843 (1995-11-01), Boyd et al.
patent: 0463520 (1992-01-01), None
patent: 10-293130 (1998-11-01), None
Goodman and Levine, “Peptide Synthesis via Active Esters. IV. Racemization □□and Ring-Opening Reactions of Optically Active Oxazolones”, 1964, J. Am. Chem. Soc., vol. 86, pp. 2918-2922.
Ando Eiji
Kuyama Hiroki
Nakazawa Takashi
Norioka Shigemi
Okamura Taka-aki
Mondesi Robert B.
Rader & Fishman & Grauer, PLLC
Shimadzu Corporation
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