Biomaterial Database

Structure-activity studies on sulfamate sweeteners II: semiquantitative structure-taste relationship for sulfamate (RNHSO-3) sweeteners-the role of R. 1981

W J Spillane, and G McGlinchey

With the use of Corey-Pauling -Koltun space-filling models, measurements of defined parameters (x, y, and z) were made of the R groups in a large number of carbosulfamates, RNHSO-3. The correlation between sweet and nonsweet sulfamates and the defined parameters for R is good. As a test, 12 new carbosulfamates were synthesized and tasted. The predictions of their sweetness or nonsweetness based on the correlation were greater than 90% correct. To elicit a sweet taste, the R group of the sulfamate should have x greater than or equal to 5.2 A and less than or equal to 7.2 A and V (i.e.,xyz) less than or equal to 250 A3 and probably greater than or equal to 90 A3. The receptor site is seen (as for aspartame) as a rather narrow cleft into which R has to fit "properly" or be "locked" so that the AH,B mechanism for initiating the sweet stimulae can operate. Possible applications of this approach are indicated.

UI	MeSH Term	Description	Entries
D008962	Models, Theoretical	Theoretical representations that simulate the behavior or activity of systems, processes, or phenomena. They include the use of mathematical equations, computers, and other electronic equipment.	Experimental Model,Experimental Models,Mathematical Model,Model, Experimental,Models (Theoretical),Models, Experimental,Models, Theoretic,Theoretical Study,Mathematical Models,Model (Theoretical),Model, Mathematical,Model, Theoretical,Models, Mathematical,Studies, Theoretical,Study, Theoretical,Theoretical Model,Theoretical Models,Theoretical Studies
D006801	Humans	Members of the species Homo sapiens.	Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D013329	Structure-Activity Relationship	The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups.	Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships
D013451	Sulfonic Acids	Inorganic or organic oxy acids of sulfur which contain the RSO2(OH) radical.	Sulfonic Acid,Acid, Sulfonic,Acids, Sulfonic
D013549	Sweetening Agents	Substances that sweeten food, beverages, medications, etc., such as sugar, saccharine or other low-calorie synthetic products. (From Random House Unabridged Dictionary, 2d ed)	Artificial Sweeteners,Sugar Substitutes,Sweeteners,Agent, Sweetening,Agents, Sweetening,Artificial Sweetener,Substitute, Sugar,Substitutes, Sugar,Sugar Substitute,Sweetener,Sweetener, Artificial,Sweeteners, Artificial,Sweetening Agent
D013649	Taste	The ability to detect chemicals through gustatory receptors in the mouth, including those on the TONGUE; the PALATE; the PHARYNX; and the EPIGLOTTIS.	Gustation,Taste Sense,Gustations,Sense, Taste,Senses, Taste,Taste Senses,Tastes