Synthesis of a cyclic analogue of the C-loop region of epidermal growth factor,containing 1-aminocyclopropane-1-carboxylic acid |
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Authors: | JANICE R BAILIE BRIAN WALKER JOHN NELSON RICHARD F MURPHY |
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Abstract: | We report the synthesis of a cyclic analogue of epidermal growth factor sequence 33–42 with substitution of 1-aminocyclopropane-1-carboxylic acid for glycine at position 39 (N-acetyl-Cys-Val-Ile-Gly-Tyr-Ser-ACPCA-Asp-Arg-Cys-NH2). The analogue was synthesised by solid-phase methods, using t-Boc chemistry and acid-labile side-chain protecting groups. The use of the 4-methoxybenzyl protecting group for C- and N-terminal cysteine residues resulted in the spontaneous formation of the desired intramolecular disulfide bond after HF deprotection. |
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Keywords: | 1-aminocyclopropane-1-carboxylic acid disulfide bridge formation epidermal growth factor: peptide synthesis |
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