| 摘要 |
PURPOSE: Provided is a method for preparing solid phase peptides with desired amino acid sequences using 2-(4-nitrophenylsulfonyl)ethoxycarbonyl-amino acids(Nsc-amino acid) in high purity and yield for a short period of reaction time. The Nsc-amino acid is dissolved in dichloromethane and kept at room temperature for the use. CONSTITUTION: The Nsc-amino acids are represented by the formula(I) and synthesized by treating amino acids of the formula(II) with 2-(nitrophenyl-sulfonyl)chloroformate of the formula(III). In the formula(I) and (II), R1 is hydrogen atom and R2 is hydrogen atom, 1-methylpropyl, 2-methylpropyl, isopropyl, t-butoxymethyl, 1-t-butoxyethyl, 2-methylthioethyl, benzyl, carboxamidomethyl, 2-carboxamidoethyl,t-butoxycarbonylmethyl, 2-(t-butoxycarbonyl)ethyl, 4-(t-butoxycarbonyl)ethyl,4-(4-butoxycarbamido)butyl, 4-t-butoxybenzyl, indoly-3-methyl, S-(triphenylmethyl)thiomethyl, 1-(triphenylmethyl)imidazole-4-methyl,3-(NG-mesithylenesulfonyl)guanido-propyl, N-xanthylcarboxamidomethyl, 2-(N-xanthylcarboxamido)ethyl or S-(acetamidomethyl)thiomethyl or R1and R2 are all propylene group. The synthetic scheme comprises the steps of: making protected aminoacyl-polymer on the insoluble carrier through free carboxyl group of the protected amino acid; deprotecting the aminoacyl-polymer; acylating the above deprotected free amino group of the polymer, at 20-50deg.C and for 5 minutes-1 hour, with protected amino acid monomer with the following sequence; repeating the above deprotection and acylation until the peptide with the desired amino acid sequence and deprotecting the terminal protection group from the synthesized peptide; and detaching the peptide from the insoluble carrier.
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