M. Narita
May 1, 1978
Citations
0
Influential Citations
21
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
The fragment condensation on the soluble polymer support using dicyclohexylcarbodiimide (DCCI) plus 1-hydroxy-1H-benzotriazole (HOBt), diethoxyphosphoryl cyanide (DEPC), and triphenylphosphine (Ph3P) plus di-2-pyridyl disulfide ((PyS)2) as coupling reagents gave rise to efficient coupling (86–99% yield) of the peptide fragment, t-butyloxycarbonyl-L-O-benzyl-tyrosylglycylglycyl-L-phenylalanine [Boc-L-Tyr(Bzl)–Gly–Gly–L-Phe–OH], to the amino free terminal of Leu anchored to the soluble polymer support, H–L-Leu–OCH2–resin. Relative reactivity ratios of Boc–amino acids and Boc–L-Tyr(Bzl)–Gly–Gly-L-Phe–OH with H–L-Leu–OCH2–resin in the coupling reaction using the three coupling reagent systems could be easily determined by use of amino acid ratios in the acid hydrolysates of the resulting peptide resins in which they were taken. The peptide chain length of Boc–L-Tyr(Bzl)–Gly–Gly–L-Phe–OH has no influence on the reactivity of C-terminal amino acid in the coupling reaction using DCCI plus HOBt or DEPC as a coupl...