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Structural Representation of Sucrose: from Tollens' 1983 Formula to Graphic Displays of its Hydrophobicity Potential Profile

Uwe Kreis, Stefan Immel, and Frieder W. Lichtenthaler

6th European Carbohydrate Symposium (EUROCARB VI), Edinburgh, September 1991.

A brief historical account on the establishment of the constitutional formula of sucrose and its conformational features is to be presented, followed by the current possibilities for interactive graphics displays of its molecular geometry, based on X-ray structural data: the MOLCAD program-computed contact surface (cf. Fig.), the electrostatic potential in a 16 color code ranging from violet to red, and, most relevant in terms of structure-sweetness relationships, its hydrophobicity potential profile on the contact surface*. A tentative assessment of the computer-generated distribution of hydrophilic and hydrophobic regions on the contact surface of sucrose is attempted with reference to the current, "sweetness triangle" AH-B-X concept. Also presented will be the graphic displays for the hydrophobicity profiles of glucose, fructose, leucrose and isomaltulose.

Sucrose molecular surface


* For a first account, see: "Carbohydrates as Organic Raw Materials" (F. W. Lichtenthaler, Ed.), VCH Publishers, Weinheim/New York, 1991, p. 1-32.

Additional Graphics: Sucrose

© Copyright PD Dr. S. Immel