Macrocyclic Polyazacycloalkane-poly-N-carboxylate Anion as a Receptor for Amino Acid

• Kodama Mutsuo

  Department of Chemistry, College of General Education, Hirosaki University

書誌事項

タイトル別名

• Macrocyclic Polyazacycloalkane-poly-<i>N</i>-carboxylate Anion as a Receptor for Amino Acid
• Macrocyclic Polyazacycloalkane poly N c

抄録

The doubly-protonated 1,4,8,11-tetraazacyclotetradecane-1,4,8,11-tetracarboxylate anion (H₂teta²⁻), 1,4,7,10,13-pentaazacyclopentadecane-1,4,7,10,13-pentacarboxylate anion (H₂pepa³⁻), and 1,4,7,10,13,16-hexaazacyclooctadecane-1,4,7,10,13,16-hexacarboxylate anion (H₂heha⁴⁻) have been shown to form stable 1 : 1 ratio complexes with amino acids in aqueous solutions. Their association constants, β_L, were determined polarographically. The greater association constants obtained indicate that H₂teta²⁻ and H₂pepa³⁻ anions selectively interact with an amino acid which has a planar aromatic moiety. The results show the importance of hydrophobic interaction, such as CH–π interaction between the aliphatic CH₂ residue of acetate pendant of receptor and the planar aromatic moiety of substrate, amino acid, in holding the protonated macrocyclic polyazacycloalkane-poly-N-polycarboxylate anion and amino acid together. Thus, they act as selective receptors for phenylalanine, tyrosine, tryptophan(e), and their derivatives.

収録刊行物

• Bulletin of the Chemical Society of Japan

  Bulletin of the Chemical Society of Japan 69 (11), 3179-3186, 1996

  公益社団法人 日本化学会

キーワード

• General Chemistry

詳細情報

• CRID: 1390001204122292352
• NII論文ID: 130004149373
• NII論文ID: 10008910828
• NII書誌ID: AA00580132
• DOI: 10.1246/bcsj.69.3179
• ISSN: 13480634
• ISSN: 00092673
• NDL書誌ID: 4098855
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I4098855
• Web Site: https://academic.oup.com/bcsj/article-pdf/69/11/3179/56195234/bcsj.69.3179.pdf
• 本文言語コード: en
• データソース種別:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可