N. Fujii, A. Otaka, S. Funakoshi, H. Yajima, O. Nishimura, M. Fujino
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引用次数: 10
摘要
半胱氨酸的S-1-adamantyl (Ad)基团比s -对甲氧基苄基(MBzl)基团对TFA处理更稳定,但在三氟乙酸中在0°C 60 min内被1 M三氟甲磺酸-硫代苯甲醚切割,或在类似条件下被(CF3COO)3 Tl切割。s - ad -半胱氨酸比S-MBzl组更不容易形成亚砜。三甲基苯基硫代硅烷是一种有效的亚砜还原试剂。
Studies on peptides. CXXXIV. Evaluation of S-1-adamantylcysteine for peptide synthesis.
The S-1-adamantyl (Ad) group of cysteine is more stable to TFA treatment than the S-p-methoxybenzyl (MBzl) group, but is cleavable by 1 M trifluoromethanesulfonic acid-thioanisole in trifluoroacetic acid at 0°C within 60 min or by (CF3COO)3 Tl under similar conditions. S-Ad-cysteine is less susceptible to sulfoxide formation than the S-MBzl group. Trimethylphenyl-thiosilane is an effective reducing reagent of the sulfoxide.
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