Saccharide receptor achieves concentration dependent mannoside selectivity through two distinct cooperative binding pathways
Saccharide receptor achieves concentration dependent mannoside selectivity through two distinct cooperative binding pathways
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DOI:
10.1039/c2sc20873c
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发表时间:
2013-01-01
期刊:
影响因子:
8.4
通讯作者:
Braunschweig, Adam B.
中科院分区:
文献类型:
--
作者:
Rieth, Stephen;Miner, Matthew R.;Braunschweig, Adam B.
Tetrapodal receptor 1 relies upon structural flexibility to reveal new binding modes for saccharide recognition and to achieve unique pyranoside binding affinity and concentration dependent selectivity. The association constants, K(a)s, between 1 and eight pyranosides commonly found in cell surface glycans were measured in CDCl3 by H-1 NMR titrations, revealing a preference for alpha- and beta-octyl mannopyranosides (alpha-Man and beta-Man). Whereas most of the pyranosides studied - alpha/beta-octyl glucopyranoside (alpha/beta-Glc), alpha/beta-octyl galactopyranoside (alpha/beta-Gal), and alpha/beta-octyl N-acetylglucosaminopyranoside (alpha/beta-GlcNAc) - bind 1 in a 1 : 1 stoichiometry at 25 degrees C, beta-Man exclusively forms a 2 : 1 receptor-pyranoside complex. Alternatively, in an excess of pyranoside, 1 binds alpha- and beta-Man in a 1 : 2 receptor : pyranoside stoichiometry with a high degree of positive cooperativity (K-2/K-1 similar to 13.7 and 7.6 for alpha- and beta-Man respectively) and selectivities as high as 16.8 : 1 alpha-Man : alpha-Gal. Moreover, this preference changes as a function of pyranoside concentration, favoring beta-Glc at low concentration (