A cleavage method which minimizes side reactions following Fmoc solid phase peptide synthesis.
A cleavage method which minimizes side reactions following Fmoc solid phase peptide synthesis.
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DOI：
10.1111/j.1399-3011.1990.tb00976.x
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发表时间：
1990-12
期刊：
影响因子：
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通讯作者：
David S. King;C. Fields;Gregg B. Fields
中科院分区：
文献类型：
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作者：
David S. King;C. Fields;Gregg B. Fields
利用9-芴甲氧羰基（Fmoc）氨基酸的固相肽合成的成功通常受到在TFA肽-树脂裂解和侧链脱保护期间发生的有害副反应的限制。这些副反应中的大多数用TFA释放的侧链保护基团和接头修饰敏感残基，例如Trp、Tyr、Met和Cys。本研究的目的是评估各种清除剂在抑制这些副反应方面的相对有效性。我们发现裂解混合物82.5%TFA：5%苯酚：5%H2O：5%苯硫醚：2.5%EDT（试剂K）在抑制多种副反应方面最有效。10个肽的合成和切割，每个肽含有20-50个残基，证明了Fmoc化学与试剂K的互补性，用于有效合成复合肽。
The success of solid phase peptide synthesis utilizing 9-fluorenylmethoxycarbonyl (Fmoc) amino acids is often limited by deleterious side reactions which occur during TFA peptide-resin cleavage and side-chain deprotection. The majority of these side reactions modify susceptible residues, such as Trp, Tyr, Met, and Cys, with TFA-liberated side-chain protecting groups and linkers. The purpose of this study was to assess the relative effectiveness of various scavengers in suppressing these side reactions. We found that the cleavage mixture 82.5% TFA : 5% phenol : 5% H2O : 5% thioanisole : 2.5% EDT (Reagent K) was maximally efficient in inhibiting a great variety of side reactions. Synthesis and cleavage of 10 peptides, each containing 20-50 residues, demonstrated the complementarity of Fmoc chemistry with Reagent K for efficient synthesis of complex peptides.