Synthesis of azaalanine peptides using the solid phase method.
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.
Gray
C J
CJ
School of Chemistry, University of Birmingham, Edgbaston, England, U.K.
Desai
N I
NI
Gorst
R
R
Masih
G
G
D000595:Amino Acid Sequence; D001372:Aza Compounds / Q000138:chemical synthesis*; D002851:Chromatography, High Pressure Liquid; D004151:Dipeptides / Q000737:chemistry; D008969:Molecular Sequence Data; D010455:Peptides / Q000138:chemical synthesis*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D017550:Spectroscopy, Fourier Transform Infrared
D001372:Aza Compounds; D004151:Dipeptides; D010455:Peptides; C028872:alanylglycine