New water-soluble calixarenes modified with amino acids at the upper rim

✍ Scribed by Takeshi Nagasaki; Yusuke Tajiri; Seiji Shinkai

• Book ID: 104589538
• Publisher: Elsevier Science
• Year: 2010
• Tongue: English
• Weight: 463 KB
• Volume: 112
• Category: Article
• ISSN: 0165-0513
• DOI: 10.1002/recl.19931120617

✦ Synopsis

Abstract

Calix[n]arenes (n = 4 and 6) modified with L‐cysteines were synthesized. These calix[n]arenes were water‐soluble, particularly, at acidic and basic pH regions. The critical micelle concentrations (estimated by surface tension) appeared at (0.50‐3.2) · 10^−5^ M. The “hydrophobicity” of these cavities was estimated by fluorescence of 8‐anilino‐1‐naphthalene‐sulfonate (ANS): it showed that these calix[n]arenes become most hydrophobic at pH 5‐6. The selectivity in guest inclusion was significantly affected by the medium pH.