Preparation of active esters on solid support for aqueous-phase peptide couplings
2002
TentaGel supported active esters analogous to those prepared from solution-phase reagents such as 1-hydroxybenzotriazole, N-hydroxysuccinimide, and pentafluorophenol were prepared and examined for their ability to effect aqueous-phase peptide couplings. HOBt esters showed high hydrolysis rates, relative to peptide coupling, while active esters derived from 4-hydroxy-2,3,5,6-tetrafluorobenzoic acid produced mainly dipeptide coupling products when treated with amino acids in water.
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