Supramolecular ion channels from a transmembrane bischolic acid derivative showing two discrete conductances

被引:43
作者
Yoshii, M [1 ]
Yamamura, M [1 ]
Satake, A [1 ]
Kobuke, Y [1 ]
机构
[1] Nara Inst Sci & Technol, Grad Sch Mat Sci, Nara 6300192, Japan
关键词
D O I
10.1039/b406819j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bischolic acid derivative 1 linked by m-xylylene dicarbamate at the 3,3'-position was synthesized and the single ion channel properties were examined. Compound 1 showed two clearly distinct conductances, 9.5 ( type A) and 25.3 pS ( type B), under 500 mM KCl symmetric salt conditions, whereas various conductances, ranging from 5 - 20 pS, were observed in the tetramethylether analogue reported previously. Results indicate that the replacement of four methylether groups with hydroxyls at the 7, 7', 12, and 12' positions in the bischolic acid framework influences the stability of aggregated (supramolecular) ion channel structures. Ion permeability ratios (potassium/chloride and potassium/sodium) for each type of channel were also determined.
引用
收藏
页码:2619 / 2623
页数:5
相关论文
共 47 条
[21]   Evidence for an umbrella mechanism of bilayer transport [J].
Janout, V ;
Staina, IV ;
Bandyopadhyay, P ;
Regen, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (40) :9926-9927
[22]   Photocontrol of Na+ transport across a phospholipid bilayer containing a bisanthroylcalix[4]arene carrier [J].
Jin, T .
CHEMICAL COMMUNICATIONS, 2000, (15) :1379-1380
[23]   TOTALLY SYNTHETIC VOLTAGE-DEPENDENT ION-CHANNEL [J].
KOBUKE, Y ;
UEDA, K ;
SOKABE, M .
CHEMISTRY LETTERS, 1995, (06) :435-436
[24]   Artificial ion channels of amphiphilic ion pairs composed of oligoether-ammonium and hydrophobic carboxylate or phosphates [J].
Kobuke, Y ;
Morita, K .
INORGANICA CHIMICA ACTA, 1998, 283 (01) :167-174
[25]   A supramolecular ion channel based on amphiphilic cholic acid derivatives [J].
Kobuke, Y ;
Nagatani, T .
CHEMISTRY LETTERS, 2000, (04) :298-299
[26]   Transmembrane ion channels constructed of cholic acid derivatives [J].
Kobuke, Y ;
Nagatani, T .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (15) :5094-5101
[27]  
Kobuke Y., 1997, Advances Supramolecular Chemistry, V4, P163
[28]   Electrostatic effects on ion selectivity and rectification in designed ion channel peptides [J].
Lear, JD ;
Schneider, JP ;
Kienker, PK ;
DeGrado, WF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (14) :3212-3217
[29]   En route to supramolecular functional plasticity:: artificial β-barrels, the barrel-stave motif, and related approaches [J].
Matile, S .
CHEMICAL SOCIETY REVIEWS, 2001, 30 (03) :158-167
[30]   Amphotericin B covalent dimers forming sterol-dependent ion-permeable membrane channels [J].
Matsumori, N ;
Yamaji, N ;
Matsuoka, S ;
Oishi, T ;
Murata, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (16) :4180-4181