Entropy-enthalpy compensation in the methyl 5-thio-α-D-galactopyranoside-Jacalin interaction

被引：1
作者：
Ahiadorme, Daniil [1 ,2 ]
Crich, David [1 ,2 ,3 ]
机构：
[1] Univ Georgia, Dept Chem, 302 East Campus Rd, Athens, GA 30602 USA
[2] Univ Georgia, Dept Pharmaceut & Biomed Sci, 250 West Green St, Athens, GA 30602 USA
[3] Univ Georgia, Complex Carbohydrate Res Ctr, 315 Riverbend Rd, Athens, GA 30602 USA
来源：
CARBOHYDRATE RESEARCH | 2025年 / 547卷
基金：
美国国家科学基金会;
关键词：
Thioglycosides; 5-Thiosugars; Lectins; PDB; Non-covalent interactions; S -it interactions; SULFUR-AROMATIC INTERACTIONS; CONFORMATIONAL-ANALYSIS; PI; SYSTEMS; RINGS;
D O I：
10.1016/j.carres.2024.109305
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Methyl 5-thio-alpha-D-galactopyranoside was synthesized and found to have a more favorable enthalpy of binding to Jacalin than methyl alpha-D-galactopyranoside, which is attributed to the greater magnitude of sulfur-it over oxygenit interactions. This increase in enthalpy, however, was offset by a less favorable entropy of binding, arising from the need to constrain the more flexible thiosugar, thereby highlighting the complexities inherent in the design of effective sugar mimetics.
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页数：5
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