title: On the connection between nonmonotonic taste behavior and molecular conformation in solution: The case of rebaudioside-A.
abstract: The diterpene steviol glycoside, rebaudioside A, is a natural high potency non-caloric sweetener extracted from the leaves of Stevia rebaudiana. This compound shows a parabolic change in sweet taste intensity with temperature which contrasts with the general finding for other synthetic or natural sweeteners whose sweet taste increases with temperature. The nonmonotonic taste behavior was determined by sensory analysis using large taste panels. The conformational landscape of rebaudioside A was established at a range of temperatures by means of nuclear magnetic resonance and molecular dynamics simulation. The relationship between various conformations and the observed sweetness of rebaudioside A is described.
authors.affiliation: Department of Chemical Engineering, Massachusetts Institute of Technology, 77 Massachusetts Avenue, 66-568, Cambridge, Massachusetts 02139, USA.
authors.forename: Prashant D
authors.initials: PD
authors.lastname: Chopade
authors.affiliation: Department of Chemical Engineering, Massachusetts Institute of Technology, 77 Massachusetts Avenue, 66-568, Cambridge, Massachusetts 02139, USA.
authors.forename: Bipul
authors.initials: B
authors.lastname: Sarma
authors.affiliation: Department of Chemical Engineering, Massachusetts Institute of Technology, 77 Massachusetts Avenue, 66-568, Cambridge, Massachusetts 02139, USA.
authors.forename: Erik E
authors.initials: EE
authors.lastname: Santiso
authors.affiliation: Department of Chemistry Instrumentation Facility, Massachusetts Institute of Technology, 77 Massachusetts Avenue, 18-0090, Cambridge, Massachusetts 02139, USA.
authors.forename: Jeffrey
authors.initials: J
authors.lastname: Simpson
authors.affiliation: Connect Consulting, 6 Hollands Field, Horsham RH123HQ, United Kingdom.
authors.forename: John C
authors.initials: JC
authors.lastname: Fry
authors.affiliation: Cargill, Inc., Global Food Technology, 2301 Crosby Road, Wayzata, Minnesota 55391, USA.
authors.forename: Nese
authors.initials: N
authors.lastname: Yurttas
authors.affiliation: Connect Consulting, 6 Hollands Field, Horsham RH123HQ, United Kingdom.
authors.forename: Kari L
authors.initials: KL
authors.lastname: Biermann
authors.affiliation: Department of Chemical Engineering, Massachusetts Institute of Technology, 77 Massachusetts Avenue, 66-568, Cambridge, Massachusetts 02139, USA.
authors.forename: Jie
authors.initials: J
authors.lastname: Chen
authors.affiliation: Department of Chemical Engineering, Massachusetts Institute of Technology, 77 Massachusetts Avenue, 66-568, Cambridge, Massachusetts 02139, USA.
authors.forename: Bernhardt L
authors.initials: BL
authors.lastname: Trout
authors.affiliation: Department of Chemical Engineering, Massachusetts Institute of Technology, 77 Massachusetts Avenue, 66-568, Cambridge, Massachusetts 02139, USA.
authors.forename: Allan S
authors.initials: AS
authors.lastname: Myerson
mesh_terms: D045786:Diterpenes, Kaurane / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D056004:Molecular Dynamics Simulation; D018515:Plant Leaves / Q000737:chemistry; D012996:Solutions; D036625:Stevia / Q000737:chemistry; D013549:Sweetening Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D013649:Taste / Q000187:drug effects*; D013696:Temperature
chemical_list: D045786:Diterpenes, Kaurane; D012996:Solutions; D013549:Sweetening Agents; C025474:rebaudioside A