Minimization of tryptophan alkylation following 9-fluorenylmethoxycarbonyl solid-phase peptide synthesis
1993; Elsevier BV; Volume: 34; Issue: 42 Linguagem: Inglês
10.1016/s0040-4039(00)61669-6
ISSN1873-3581
AutoresCynthia G. Fields, Gregg B. Fields,
Tópico(s)Cancer-related gene regulation
ResumoWe have examined Pmc and Pbf side-chain protection of Arg and Boc side-chain protection of Trp in an attempt to minimize side-chain protecting group "scavenger" use following Fmoc-based solid-phase synthesis. The extent of Trp alkylation was characterized and quantified by analytical RP-HPLC. Edman degradation sequence analysis, and ESMS. The Pbf group offered lower TFA-induced Trp alkylation than the Pmc group. The combination of Trp(Boc) and Arg(Pbf) resulted in extremely low levels of Trp alkylation during TFA treatment of the peptide-resin in the absence of scavengers.
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