SOLID PHASE SYNTHESIS OF TYROSINE-CONTAINING HISTONE FRAGMENTS

Article abstract of DOI:10.1016/S0040-4020(01)91564-9

The solid phase synthesis of Ac-Val-Val-Tyr-Ala-Leu-OH (1), Ac-Glu-Ala-Tyr-Leu-Val-OH (2) and Ac-Leu-Tyr-Gly-Phe-Gly-Gly-OH (3), segments 86-90 of histone H4, 97-101 of histone H3 and 97-102 of histone H4, respectively, is described using chloromethylresin and chloromethyl-Pab-resin as solid supports.In the synthesis of peptides 2 and 3 using 2,6-dichlorobenzyl ether as tyrosine side chain protection, 7percent and 8percent of the 3-dichlorobenzyltyrosine-rearranged peptide could be isolated by Bio-Gel P-2 or diethylaminoethylcellulose chromatography.Alternative use of cyclohexyl ether as tyrosine protection has been explored with satisfactory results.