Evaluation of strategies for ‘one-pot’ deprotection, cleavage and disulfide bond formation in the preparation of cystine-containing peptides

被引：0
|
作者：
Jane C. Spetzler
Morten Meldal
机构：
[1] Carlsberg Laboratory,Department of Chemistry
来源：
Letters in Peptide Science | 1997年 / 3卷
关键词：
Disulfide bond; DMSO oxidation; Oxytocin; Peptide synthesis; TFA cleavage;
D O I：
暂无
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学科分类号：
摘要：
Oxytocin, a nonapeptide amide, was synthesized on a PEGA-resin using the Fmoc-tBu strategy. The sulfhydryl groups of the two cysteine residues were protected with trityl groups. Different oxidation reagents such as DMSO, I2 and thallium (III) trifluoroacetate mixed with TFA were evaluated in order to obtain oxytocin in a one-pot reaction. The mixture of TFA and DMSO (5:1) in which oxytocin was formed quantitatively was found to be the optimal method. The cyclic oxytocin could be isolated in 56% yield.
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页码：327 / 332
页数：5
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