3-Nitro-2-pyridinesulfenyl-mediated solid-phase disulfide ligation in the synthesis of disulfide bond-containing cyclic peptides.
نویسندگان
چکیده
A new solid-phase disulfide ligation method is developed to prepare a disulfide peptide from two types of Cys-containing peptide fragments with minimum purification steps. In combination with the subsequent intramolecular amide bond formation, a cyclic nonapeptide, oxytocin, was efficiently synthesized as a fundamental model for more complex cyclic peptides.
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Abbreviations used: Acm, acetamidomethyl; Boc, tert-butoxycarbonyl; Bzl, benzyl; Bzl(4-Me), 4-methylbenzyl; DPDS, di(2-pyridyl)disulfide; DMSO, dimethylsulfoxide; Fmoc, 9-fluorenylmethoxycarbonyl; Mob, 4-methoxybenzyl; Npys, 3-nitro-2-pyridylsulfanyl; Pys, 2-pyridylsulfanyl; StBu, tert-butylsulfanyl; sec, selenocysteine; tBu, tert-butyl; TFA, trifluoroacetic acid; TfOH, trifluoromethanesulfonic...
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عنوان ژورنال:
- Organic & biomolecular chemistry
دوره 13 11 شماره
صفحات -
تاریخ انتشار 2015