Evaluation of gaseous hydrogen fluoride as a convenient reagent for parallel cleavage from the solid support.
Evaluation of gaseous hydrogen fluoride as a convenient reagent for parallel cleavage from the solid support.
复制标题
评估气态氟化氢作为从固体支持物上平行裂解的便利试剂。
DOI：
10.1021/cc9900302
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发表时间：
1999
期刊：
影响因子：
--
通讯作者：
Pokorny,V
中科院分区：
文献类型：
--
作者：
Lebl,M;Pires,J;Poncar,P;Pokorny,V
我们测试了气态氟化氢作为有机分子从固体载体上平行分离的试剂的限度。选择多肽作为该反应相对灵敏的模型。随后是酸催化的酰胺键水解、保护基残基的侧链修饰(色氨酸和其他非天然氨基酸)以及丝氨酸和天冬酰胺的脱水。先于树脂裂解的侧链保护裂解技术取得了令人满意的效果。比较了TFA和HF两步脱保护裂解苯甲胺树脂与TFA脱保护裂解Knorr树脂的效果。
We have tested the limits of gaseous hydrogen fluoride as an agent for parallel detachment of organic molecules from the solid support. Peptides were chosen as relatively sensitive models for this reaction. Acid-catalyzed amide bond hydrolysis, side chain modification (tryptophan and other unnatural amino acids) by the protecting group residues as well as dehydration of serine and asparagine was followed. The technique of cleavage of side chain protection prior to the resin cleavage has given satisfactory results. Two-step deprotection and cleavage from benzhydrylamine resin by TFA and HF was compared to the deprotection and cleavage by TFA from Knorr resin.