2-Chlorotrityl chloride, polymer-bound

应用 用于基于 Fmoc 的固相多肽合成的酸不稳定树脂。 温和的酸裂解条件导致肽酸释放，如果需要，可释放完全保护的肽。 2-氯三苯甲基氯树脂可防止第一个氨基酸的外消旋化，因此在形成外消旋混合物时非常有用（常见于组氨酸或半胱氨酸等残留物）。 该树脂还可防止二酮哌嗪形成—这可能是脯氨酸 C 末端肽序列的问题。 用途： 通过搅拌二氯甲烷中的树脂、受保护的氨基酸和过量的二异丙基乙胺（DIEA），影响第一个氨基酸残基的连接。 使用乙酸/三氟乙醇（TFE）/二氯甲烷（1:1:8;v/v/v）、六氟异丙醇 （HFIP）/二氯甲烷（1:4；v/v）或仅使用 0.5% 三氟乙酸/二氯甲烷（v/v）在最温和条件下实现最终受保护肽断片裂解。 如果多肽侧链保护基团的保留不重要，可以使用更高浓度的 TFA。注意：三苯甲基氯对湿度敏感，因此，应对其妥善储存和处理。 如果树脂失活，建议在使用前用乙酰氯或甲苯中SOCl 2 进行处理，以恢复其活性。 Application Acid labile resin used in Fmoc-based solid phase peptide synthesis. Mild acidic cleavage conditions lead to the release of the peptide acid where fully protected peptides can be released if desired. 2-Chlorotrityl chloride resins prevent racemization of the first amino acid and are thus very useful when racemic mixtures are forming (common with residues such as His or Cys). This resin also prevents diketopiperazide formation, which can be an issue with proline C-terminal peptide sequences. Use: Attachment of the first amino acid residue is effected by stirring the resin, the protected amino acid, and excess diisopropylethylamine (DIEA) in dichloromethane. Cleavage of the final protected peptide fragment is achieved under very mild conditions using either acetic acid/trifluoroethanol (TFE)/dichloromethane (1:1:8; v/v/v), hexafluoroisopropanol (HFIP)/dichloromethane (1:4; v/v) or simply 0.5% trifluoroacetic acid/dichloromethane (v/v). Higher concentrations of TFA can be used if retention of peptide side chaing protecting groups is unimportant. Note that trityl chloride is moisture-sensitive, and, therefore, should be stored and handled appropriately. If the resin becomes deactivated, treatment with acetyl chloride or SOCl 2 in toluene before use is recommended to restore its activity.

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