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Literature summary extracted from

  • Cheng, K.; Liu, J.; Liu, X.; Li, H.; Sun, H.; Xie, J.
    Synthesis of glucoconjugates of oleanolic acid as inhibitors of glycogen phosphorylase (2009), Carbohydr. Res., 344, 841-850.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.4.1.1 3-O-[1-(methyl 6-deoxy-alpha-D-glucopyranosid-6-yl)-1H-1,2,3-triazol-4-yl]methyl 3b-hydroxyolean-12-en-28-oate inhibitor is predicted to bind at the T-state allosteric site exclusively. The binding position of the oleanolic acid moiety occupies the same location as the T-state allosteric site of asiatic acid in the crystal structure. The newly attached sugar moiety shields the carboxyl group of oleanolic acid from forming the salt bridge with Arg310, and consequently reverses the orientation of the oleanolic acid as well as propelled the sugar moiety to extend more deeply into the alloteric dimer interface. As a result, a new hydrogen-bonding network forms between the sugar hydroxyls and the carboxyl of Asp227 plus the guanidino of Arg193, respectively, enhancing their contribution to the stability of the complex Oryctolagus cuniculus
2.4.1.1 6-[4-(methyl 2,3,4-tri-O-benzyl-alpha-D-glucopyranosiduronylmethyl)-1H-1,2,3-triazol-1-yl]hexyl 3beta-hydroxyolean-12-en-28-oate
-
 Oryctolagus cuniculus
2.4.1.1 benzyl 3-O-propargyl-3beta-hydroxyolean-12-en-28-oate
-
 Oryctolagus cuniculus

Organism

EC Number Organism UniProt Comment Textmining
2.4.1.1 Oryctolagus cuniculus P00489 glycogen phosphorylase a
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
2.4.1.1 muscle
-
 Oryctolagus cuniculus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.4.1.1 starch + phosphate
-
 Oryctolagus cuniculus starch + D-glucose 1-phosphate
-
 ?

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
2.4.1.1 0.00114
-
 pH 6.0, 37°C Oryctolagus cuniculus 3-O-[1-(methyl 6-deoxy-alpha-D-glucopyranosid-6-yl)-1H-1,2,3-triazol-4-yl]methyl 3b-hydroxyolean-12-en-28-oate
2.4.1.1 0.0116
-
 pH 6.0, 37°C Oryctolagus cuniculus 6-[4-(methyl 2,3,4-tri-O-benzyl-alpha-D-glucopyranosiduronylmethyl)-1H-1,2,3-triazol-1-yl]hexyl 3beta-hydroxyolean-12-en-28-oate
2.4.1.1 0.0265
-
 pH 6.0, 37°C Oryctolagus cuniculus benzyl 3-O-propargyl-3beta-hydroxyolean-12-en-28-oate