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The effect of twin-tailed sidearms on sodium cation transport in synthetic hydraphile cation channels

✍ Scribed by Hossein Shabany; Robert Pajewski; Ernesto Abel; Anindita Mukhopadhyay; George W. Gokel


Publisher
Journal of Heterocyclic Chemistry
Year
2001
Tongue
English
Weight
85 KB
Volume
38
Category
Article
ISSN
0022-152X

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✦ Synopsis


The preparation of novel tris(macrocycle)s that transport Na + through phospholipid bilayers is reported. All of the reported structures have the following structural elements: sidechain-macrocycle-spacer-macrocycle-spacer-macrocycle-sidechain. The overall extension of the channel system is defined by the lengths of the spacer chains. The flexible sidearms are thought to be aligned with the lipid axis and opposite to the spacer chains. To the extent the spacer chains contribute to organization of the structure and isolation of the cation-containing pore from the surrounding lipid chains, more hydrophobic chains are expected to enhance cation transport. A comparison of C 12 H 25 (CH 2 ) 12 (CH 2 ) 12 C 12 H 25 , 1, with (C 12 H 25 ) 2 N(CH 2 ) 2 (CH 2 ) 12 (CH 2 ) 12 (CH 2 ) 2 N(C 12 H 25 ) 2 , 11, shows that the Na + transport is, indeed, enhanced.