Studies on peptides. CXXXIV. Evaluation of S-1-adamantylcysteine for peptide synthesis.

IF 1.5 4区医学 Q4 CHEMISTRY, MEDICINAL

Chemical & pharmaceutical bulletin Pub Date : 1986-02-25 DOI:10.1248/CPB.34.869

N. Fujii, A. Otaka, S. Funakoshi, H. Yajima, O. Nishimura, M. Fujino

引用次数: 10

Abstract

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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多肽研究。CXXXIV。s -1-金刚烷半胱氨酸用于肽合成的评价。

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。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Chemical & pharmaceutical bulletin 医学-化学综合

CiteScore

3.20

自引率

5.90%

发文量

132

审稿时长

1.7 months

期刊介绍： The CPB covers various chemical topics in the pharmaceutical and health sciences fields dealing with biologically active compounds, natural products, and medicines, while BPB deals with a wide range of biological topics in the pharmaceutical and health sciences fields including scientific research from basic to clinical studies. For details of their respective scopes, please refer to the submission topic categories below. Topics: Organic chemistry In silico science Inorganic chemistry Pharmacognosy Health statistics Forensic science Biochemistry Pharmacology Pharmaceutical care and science Medicinal chemistry Analytical chemistry Physical pharmacy Natural product chemistry Toxicology Environmental science Molecular and cellular biology Biopharmacy and pharmacokinetics Pharmaceutical education Chemical biology Physical chemistry Pharmaceutical engineering Epidemiology Hygiene Regulatory science Immunology and microbiology Clinical pharmacy Miscellaneous.