Sugar/steroid/sugar conjugates: sensitivity of lipid binding to sugar structure.
[structure: see text]. Three steroids, each bearing a sugar on rings A and D, have been synthesized. Their effect on the "melting" behavior of a lipid bilayer depends on whether the sugar is glucose, galactose, or mannose. Packing constraints dictate how the lipid bilayer responds to the sugars.
Department of Chemistry, Emory University, Atlanta, Georgia 30322, USA.
Bessie N A
BN
Mbadugha
Fredric M
FM
Menger
D015060:1,2-Dipalmitoylphosphatidylcholine / Q000737:chemistry; D015113:Androstane-3,17-diol / Q000031:analogs & derivatives* / Q000737:chemistry; D002152:Calorimetry, Differential Scanning; D005690:Galactose / Q000031:analogs & derivatives / Q000737:chemistry; D005947:Glucose / Q000031:analogs & derivatives / Q000737:chemistry; D006601:Hexoses / Q000737:chemistry*; D008051:Lipid Bilayers / Q000737:chemistry; D008081:Liposomes / Q000737:chemistry; D008358:Mannose / Q000031:analogs & derivatives / Q000737:chemistry; D008956:Models, Chemical; D015394:Molecular Structure; D044367:Phase Transition; D013256:Steroids / Q000737:chemistry
D006601:Hexoses; D008051:Lipid Bilayers; D008081:Liposomes; D013256:Steroids; D015113:Androstane-3,17-diol; D015060:1,2-Dipalmitoylphosphatidylcholine; D005947:Glucose; D008358:Mannose; D005690:Galactose