Synthesis and Conformational Analysis of a Conformationally Constrained Trisaccharide, and Complexation Properties with Concanavalin A

Nathalie Navarre; N. Amiot; Anita van Oijem; Anne Imberty; Ana Poveda; Jesús Jiménez‐Barbero; Alan Cooper; Margaret Nutley; Geert‐Jan Boons

doi:10.1002/(sici)1521-3765(19990802)5:8<2281::aid-chem2281>3.0.co;2-d

July 22, 1999Chemistry - A European Journal

Synthesis and Conformational Analysis of a Conformationally Constrained Trisaccharide, and Complexation Properties with Concanavalin A

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Key Points

Synthesize a conformationally constrained cyclic trisaccharide and analyze its conformational characteristics and thermodynamic binding profile with Concanavalin A relative to a flexible linear analogue.
Synthesized a cyclic trisaccharide engineered with reduced flexibility while maintaining conformational features analogous to its linear counterpart.
Assessed complexation behavior and thermodynamic parameters, specifically enthalpy and entropy of binding, with the lectin Concanavalin A (ConA).
Binding of the constrained cyclic trisaccharide to Concanavalin A exhibited a more favorable entropy of binding compared to the linear analogue.
Complexation with Concanavalin A unexpectedly yielded a less favorable enthalpy of binding despite reduced conformational flexibility.

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Implication

Experimental binding analysis reveals favorable entropy but unfavorable enthalpy in cyclic trisaccharide complexation with concanavalin A, highlighting thermodynamic trade-offs in ligand...

Abstract

A cyclic trisaccharide designed to be less flexible than its linear analogue but with similar conformational properties (the cycle is shown here) was found to have a more favorable entropy of binding with the lectin ConA, but surprisingly a less favorable enthalpy of binding.

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Navarre et al. (1999) studied this question.

synapsesocial.com/papers/6a8c3d5e7220baec05bbb8dd https://doi.org/10.1002/(sici)1521-3765(19990802)5:8<2281::aid-chem2281>3.0.co;2-d

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Synthesis and Conformational Analysis of a Conformationally Constrained Trisaccharide, and Complexation Properties with Concanavalin A

Key Points

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Implication

Abstract

Discussion

Cite This Study

Synthesis and Conformational Analysis of a Conformationally Constrained Trisaccharide, and Complexation Properties with Concanavalin A

Key Points

Ask about this paper

Implication

Abstract

Discussion

Cite This Study

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