Studies on insulin action. V. Structural requirements of primers for subsequent accumulation of D-glucose at 0 degrees C in insulinized frog muscles.
Systematic analysis was made of structural requirements for possible priming action of D-glucose and 40 related compounds in the presence of insulin to enhance subsequent labeled D-glucose uptake at 0 degrees C. It was concluded that a major portion if not all of the H-bonding groups on the D-glucose molecules are involved although their relative importance varies. Free OH and H on C-1, and upward orientation of OH and downward orientation of H on C-3, are the most important. Orientation of OH, H, and CH2OH on C-2, C-4, and C-5 are also important, but their perturbations are not nearly as detrimental to the priming action as those on C-1 and C-3.
D000818:Animals; D001667:Binding, Competitive; D002241:Carbohydrates / Q000494:pharmacology; D003080:Cold Temperature; D005947:Glucose / Q000378:metabolism*; D007328:Insulin / Q000494:pharmacology*; D009132:Muscles / Q000187:drug effects / Q000378:metabolism*; D011894:Rana pipiens; D013329:Structure-Activity Relationship
D002241:Carbohydrates; D007328:Insulin; D005947:Glucose