期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 138, 期 2, 页码 688-695出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b12057
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资金
- BBSRC [I007962]
- ESPRC [EP/N009134/1, EP/K039547]
- ERC
- BBSRC [BB/I007962/1] Funding Source: UKRI
- EPSRC [EP/N009134/1] Funding Source: UKRI
- Biotechnology and Biological Sciences Research Council [BB/I007962/1] Funding Source: researchfish
- Engineering and Physical Sciences Research Council [EP/N009134/1] Funding Source: researchfish
The synthetic biology toolbox lacks extendable and conformationally controllable yet easy-to-synthesize building blocks that are long enough to span membranes. To meet this need, an iterative synthesis of a-aminoisobutyric acid (Aib) oligomers was used to create a library of homologous rigid-rod 310-helical foldamers, which have incrementally increasing lengths and functionalizable N- and C-termini. This library was used to probe the inter-relationship of foldamer length, self-association strength, and ionophoric ability, which is poorly understood. Although foldamer self-association in nonpolar chloroform increased with length, with a similar to 14-fold increase in dimerization constant from Aib(6) to Aib(11), ionophoric activity in bilayers showed a stronger length dependence, with the observed rate constant for Aib11 similar to 70-fold greater than that of Aib6. The strongest ionophoric activity was observed for foldamers with >10 Aib residues, which have end-to-end distances greater than the hydrophobic width of the bilayers used (similar to 2.8 nm); X-ray crystallography showed that Aib(11) is 2.93 nm long. These studies suggest that being long enough to span the membrane is more important for good ionophoric activity than strong self-association in the bilayer. Planar bilayer conductance measurements showed that Aib(11) and Aib(13), but not Aib(7), could form pores. This pore-forming behavior is strong evidence that Aibm (m >= 10) building blocks can span bilayers.
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