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Literature summary for 1.1.1.21 extracted from

  • Li, L.; Chang, K.C.; Zhou, Y.; Shieh, B.; Ponder, J.; Abraham, A.D.; Ali, H.; Snow, A.; Petrash, J.M.; LaBarbera, D.V.
    Design of an amide N-glycoside derivative of beta-glucogallin: a stable, potent, and specific inhibitor of aldose reductase (2014), J. Med. Chem., 57, 71-77.
    View publication on PubMedView publication on EuropePMC

Inhibitors

Inhibitors Comment Organism Structure
1-O-Galloyl-beta-D-glucose i.e. beta-glucogallin or BGG, a major component of the Emblica officinalis medicinal plant, and a stable, potent, and specific inhibitor of aldose reductase, noncompetitive inhibition through binding the active site of AKR1B1, occupying both the anionic and the specificity pockets Homo sapiens
1-O-Galloyl-beta-D-glucose i.e. beta-glucogallin or BGG, a major component of the Emblica officinalis medicinal plant, and a stable, potent, and specific inhibitor of aldose reductase, noncompetitive inhibition through binding the active site of AKR1B1, occupying both the anionic and the specificity pockets Mus musculus
additional information no inhibition by the triazole 1-(beta-D-glucopyranosyl)-4-(3,4,5-trihydroxyphenyl)-1,2,3-triazole, the amide N-phenylacetyl beta-D-glucopyranosylamine, and the glycosides of beta-glucogallin, 2-(3,4,5-trihydroxyphenyl)ethyl beta-D-glucopyranoside, [1-(3,4,5-trihydroxybenzyl)-1,2,3-triazole-4-yl]methyl beta-D-glucopyranoside, and 3-(3,4,5-trihydroxyphenyl)propyl beta-D-glucopyranoside, synthesis and evaluation, overview Homo sapiens
additional information no inhibition by the triazole 1-(beta-D-glucopyranosyl)-4-(3,4,5-trihydroxyphenyl)-1,2,3-triazole, the amide N-phenylacetyl beta-D-glucopyranosylamine, and the glycosides of beta-glucogallin, 2-(3,4,5-trihydroxyphenyl)ethyl beta-D-glucopyranoside, [1-(3,4,5-trihydroxybenzyl)-1,2,3-triazole-4-yl]methyl beta-D-glucopyranoside, and 3-(3,4,5-trihydroxyphenyl)propyl beta-D-glucopyranoside, synthesis and evaluation, overview Mus musculus
N-galloyl beta-D-glucopyranosylamine
-
Homo sapiens
N-galloyl beta-D-glucopyranosylamine
-
Mus musculus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
glyceraldehyde + NADPH + H+ Homo sapiens
-
glycerol + NADP+
-
?
glyceraldehyde + NADPH + H+ Mus musculus
-
glycerol + NADP+
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens P15121
-
-
Mus musculus P45376
-
-

Source Tissue

Source Tissue Comment Organism Textmining
lens
-
Mus musculus
-
macrophage
-
Mus musculus
-
RAW-264.7 cell
-
Mus musculus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
glyceraldehyde + NADPH + H+
-
Homo sapiens glycerol + NADP+
-
?
glyceraldehyde + NADPH + H+
-
Mus musculus glycerol + NADP+
-
?

Synonyms

Synonyms Comment Organism
AKR1B1
-
Homo sapiens
AKR1B1
-
Mus musculus
aldose reductase
-
Homo sapiens
aldose reductase
-
Mus musculus

Cofactor

Cofactor Comment Organism Structure
NADPH dependent on Homo sapiens
NADPH dependent on Mus musculus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.008
-
pH and temperature not specified in the publication Homo sapiens 1-O-Galloyl-beta-D-glucose
0.009
-
pH and temperature not specified in the publication Homo sapiens N-galloyl beta-D-glucopyranosylamine

General Information

General Information Comment Organism
evolution aldose reductase (AKR1B1) is a member of the aldo-keto reductase superfamily Mus musculus
evolution human aldose reductase (AKR1B1) is a member of the aldo-keto reductase superfamily, which consists of 15 families, 3 of which are mammalian containing the thirteen human aldo-keto reductase enzymes currently identified Homo sapiens
metabolism AKR1B1 functions in the polyol pathway as an NADPH-dependent enzyme, catalyzing the reduction of glucose to sorbitol, which is then converted to fructose by sorbitol dehydrogenase Homo sapiens
metabolism AKR1B1 functions in the polyol pathway as an NADPH-dependent enzyme, catalyzing the reduction of glucose to sorbitol, which is then converted to fructose by sorbitol dehydrogenase Mus musculus