Process for the production of glutamine derivatives

Details Process for the production of glutamine derivatives Process for the production of glutamine derivatives

1988-09-29

1991-07-16

Schain, Howard E.

Chemistry: natural resins or derivatives; peptides or proteins;

Peptides of 3 to 100 amino acid residues

Synthesis of peptides

530334, 530338, C07K 100, C07K 106

Patent

active

050326759

ABSTRACT:
Improved methods for synthesizing glutamine-containing peptides, involving an active ester method between a protected, C-terminal activated amino acid or a protected, C-terminal activated peptide, and unprotected glutamine in the presence of a weak base, are disclosed.

REFERENCES:
patent: 4857555 (1989-08-01), Smith et al.
Bodanszky, M., Principles of Peptide Synthesis, Springer-Verlag, pp. 158-159, 160 and 210-211, 1984.
Stewart et al., Solid Phase Peptide Synthesis, 2nd Ed., Pierce Chemical Company, 1984, p. 31.
Protection of Amide-Nitrogen for Peptide Synthesis. A Novel Synthesis of Peptides Containing C-Terminal Glutamine by Shiro Akabori et al, May 1961, Short Communications, p. 739.
Studies on the Synthesis of Peptides Containing Glutamine as the C-Terminal. I. Protection of Amide-Nitrogen with Xanthyl Group During Peptide Synthesis by Yasutsugu Shimonishi et al., vol. 35, No. 12, dated Dec. 1962.
Studies of the Synthesis of Peptides Containing C-Terminal Glutamine. II. The Synthesis and Use of .alpha.-p-Nitrobenzyl .gamma.-Methyl L-Glutamate by Yasutsugu Shimonishi, vol. 37, No. 2, pp. 200-203, Jan. 1964.
Bull. Chem. Soc. Jap., vol. 35, No. 12, Dec. 1962, pp. 1966-1970; Y. Shimonishi et al.: "Studies on the Synthesis of Peptides Containing Glutamine as the C-Terminal. I. Protection of Amide-Nitrogen with Xanthyl Group During Peptide Synthesis".
Angew. Chem, vol. 71, 1959, pp. 742; J. Rudinger: "Nebenreaktionen bei Peptidesynthesen mit Glutamin und Asparagin".

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