Synthetic K + /Cl - -selective symporter across a phospholipid membrane

Jung Ha Lee, Ji Hyun Lee, Ye Rin Choi, Philjae Kang, Moon-Gun Choi, Kyu-Sung Jeong

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27 Citations (Scopus)

Abstract

Synthetic molecules which selectively transport sodium or potassium chloride across a lipid membrane have been prepared. The salt carriers consist of two heteroditopic binding sites, an anion-binding cavity with three hydrogen bond donors and an azacrown ether for binding an alkali metal cation. The association constants between the carriers and chloride ion have been enhanced by 1 order of the magnitude in the presence of sodium or potassium ion in 10% (v/v) CD 3 OH/CD 3 CN, due to the formation of a contact ion-pair between the bound cation and chloride as demonstrated by the single-crystal X-ray structure of a sodium chloride complex. A series of transport experiments have demonstrated that the synthetic molecule functions as a mobile carrier of transporting salts via M + /Cl - symport. Among alkali metal chlorides, the carrier with an 18-azacrown-6 exhibits a strong selectivity toward potassium chloride, while the carrier with a 15-azacrown-5 displays a moderate selectivity for sodium chloride.

Original languageEnglish
Pages (from-to)6403-6409
Number of pages7
JournalJournal of Organic Chemistry
Volume79
Issue number14
DOIs
Publication statusPublished - 2014 Jul 18

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All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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