Carbohydrate-pi interactions: what are they worth?
Carbohydrate-pi interactions: what are they worth?
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DOI:
10.1021/ja803960x
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发表时间:
2008-11-05
影响因子:
15
通讯作者:
Waters, Marcey L.
中科院分区:
文献类型:
--
作者:
Laughrey, Zachary R.;Kiehna, Sarah E.;Riemen, Alex J.;Waters, Marcey L.
Protein-carbohydrate interactions play an important role in many biologically important processes. The recognition is mediated by a number of noncovalent interactions including an interaction between the α-face of the carbohydrate and the aromatic side chain. To this end, this interaction has been studied in the context of a β-hairpin in aqueous solution, in which the interaction can be investigated in the absence of other cooperative noncovalent interactions. In this β-hairpin system both the aromatic side chain as well as the carbohydrate was varied in an effort to gain greater insight into the driving force and magnitude of the carbohydrate-π interaction. The magnitude of the interaction was found to vary from -0.5 to -0.8 kcal/mol, depending on the nature of the aromatic ring and the carbohydrate. Replacement of the aromatic ring with an aliphatic group resulted in a decrease in interaction energy to -0.1 kcal/mol, providing evidence for the contribution of CH-π interactions to the driving force. These findings demonstrate the significance of carbohydrate-π interactions within biological systems and also demonstrate its utility as a molecular recognition element in designed systems
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