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Synthesis of azaalanine peptides using the solid phase method.

Biomedical peptides, proteins & nucleic acids : structure, synthesis & biological activity (1996-01-01)
C J Gray, N I Desai, R Gorst, G Masih
ABSTRACT

The methodology for the incorporation of azaamino-acid residues into peptides synthesised by a solid-phase method has been extended to allow azaalanine peptides to be prepared. In this way, Ac-Leu-Ser-Gly-azaAla-Gly-Phe-Ser-Leu-NH2 H-Ala-Ala-Lys-Glu-Ala-Ala-Glu-Ala -Ala-Glu-Lys-Ala-azaAla-Glu-Leu-Ala-Leu-N2H3, and H-Ala-azaAla-Lys-Glu-Ala-Ala-Glu-Ala-Ala-Glu-Lys-Ala-Ala-Glu-Leu-A la-Leu-N2H3 have been prepared. A new analogue of the Ala-Gly sequence, 3-azaalanylpropionic acid has been prepared and used to prepare the peptide analogue acetyl-Leu-Ser-Gly-azaAla-3-Prop-Phe-Ser-Leu-NH2.

MATERIALS
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Sigma-Aldrich
Ala-Gly