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Literature summary for 3.2.1.3 extracted from

  • Nasi, R.; Sim, L.; Rose, D.R.; Pinto, B.M.
    New chain-extended analogues of salacinol and blintol and their glycosidase inhibitory activities. Mapping the active-site requirements of human maltase glucoamylase (2007), J. Org. Chem., 72, 180-186.
    View publication on PubMed
Search for more literature for 3.2.1.3

Inhibitors

Inhibitors Comment Organism Structure
1,4-dideoxy-1,4-[[(2S,3S,4R,5R)-2,4,5,6-tetrahydroxy-3-(sulfooxy)hexyl]-(R)-epi-seleniumylidene]-D-arabinitol inner salt
-
 Homo sapiens
1,4-dideoxy-1,4-[[(2S,3S,4R,5R)-2,4,5,6-tetrahydroxy-3-(sulfooxy)hexyl]-(R)-epi-sulfoniumylidene]-D-arabinitol inner salt
-
 Homo sapiens
1,4-dideoxy-1,4-[[(2S,3S,4R,5R)-2,4,5,6-tetrahydroxy-3-(sulfooxy)hexyl]-(S)-epi-seleniumylidene]-D-arabinitol inner salt
-
 Homo sapiens
acarbose
-
 Homo sapiens
blintol
-
 Homo sapiens
kotalanol natural inhibitor isolated from the roots and stems of the plant Salacia reticulata Homo sapiens
additional information structure-activity relationship and stereochemistry of inhibitors, synthesis of chain-extended sulfonium and selenonium salts of 1,4-anhydro-4-thio- or 4-seleno-D-arabinitol, analogues of the naturally occurring glycosidase inhibitor salacinol, by nucleophilic attack at the least hindered carbon atom of 4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol-1,3-cyclic sulfate by 2,3,5-tri-O-p-methoxybenzyl-1,4-anhydro-4-thio-or 4-seleno-D-arabinitol, giving the sulfonium and selenonium sulfates, respectively, and subsequent deprotection with trifluoroacetic acid, the extended polyhydroxylated aliphatic side chain is incorporated while maintaining the stereochemistry of C-2' and C-3' of salacinol or blintol, overview Homo sapiens
salacinol natural inhibitor isolated from the roots and stems of the plant Salacia reticulata Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
starch + H2O Homo sapiens one of the key intestinal enzymes involved in the breakdown of glucose oligosaccharides in the small intestine D-glucose + ?
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
small intestine
-
 Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4-nitrophenyl-D-glucopyranoside + H2O
-
 Homo sapiens 4-nitrophenol + D-glucose
-
 ?
maltose + H2O
-
 Homo sapiens 2 D-glucose
-
 ?
starch + H2O
-
 Homo sapiens D-glucose + ?
-
 ?
starch + H2O one of the key intestinal enzymes involved in the breakdown of glucose oligosaccharides in the small intestine Homo sapiens D-glucose + ?
-
 ?

Synonyms

Synonyms Comment Organism
maltase glucoamylase
-
 Homo sapiens
MGA
-
 Homo sapiens

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
 assay at Homo sapiens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6.5
-
 assay at Homo sapiens

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00014
-
 1,4-dideoxy-1,4-[[(2S,3S,4R,5R)-2,4,5,6-tetrahydroxy-3-(sulfooxy)hexyl]-(R)-epi-seleniumylidene]-D-arabinitol inner salt pH 6.5, 37°C Homo sapiens
0.00065
-
 1,4-dideoxy-1,4-[[(2S,3S,4R,5R)-2,4,5,6-tetrahydroxy-3-(sulfooxy)hexyl]-(R)-epi-sulfoniumylidene]-D-arabinitol inner salt pH 6.5, 37°C Homo sapiens
0.0101
-
 1,4-dideoxy-1,4-[[(2S,3S,4R,5R)-2,4,5,6-tetrahydroxy-3-(sulfooxy)hexyl]-(S)-epi-seleniumylidene]-D-arabinitol inner salt pH 6.5, 37°C Homo sapiens