Amino acids and peptides. XL. Synthesis of Ac-Tyr-Val-Ala-Asp-MCA using newly developed acetylating reagent.
2-Acetoxy-3-benzyl-5-methyl-6-isobutylpyrazine was prepared by cyclization of H-Phe-Leu-CH2Cl, followed by acetylation with acetic anhydride. This pyrazine derivative can react with amino groups of amino acids or peptides to produce acetyl amino acids or acetyl peptides without acetylation of hydroxy group of Tyr, Ser and Thr. Using this acetylating reagent, Ac-Tyr-Val-Ala-Asp-MCA, which is a specific substrate of the interleukin-I (IL-I) processing enzyme, was prepared.
Taguchi
H
H
Faculty of Pharmaceutical Sciences, Kobe-Gakuin University, Japan.
Hirano
K
K
Yokoi
T
T
Asada
K
K
Okada
Y
Y
D000477:Alkylating Agents / Q000737:chemistry*; D000595:Amino Acid Sequence; D003374:Coumarins / Q000138:chemical synthesis*; D006207:Half-Life; D007202:Indicators and Reagents; D008969:Molecular Sequence Data; D009842:Oligopeptides / Q000138:chemical synthesis*; D010455:Peptides / Q000138:chemical synthesis*
D000477:Alkylating Agents; D003374:Coumarins; D007202:Indicators and Reagents; D009842:Oligopeptides; D010455:Peptides; C096022:acetyl-tyrosyl-valyl-alanyl-aspartyl-7-amino-4-methylcoumarinamide