H9632
(2R,5R)-Bis(hydroxymethyl)-(3R,4R)-dihydroxypyrrolidine
Synonyme(s) :
2,5-Dideoxy-2,5-imino-D-mannitol, DMDP
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About This Item
Formule empirique (notation de Hill):
C6H13NO4
Numéro CAS:
Poids moléculaire :
163.17
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Température de stockage
2-8°C
Chaîne SMILES
OCC1NC(CO)C(O)C1O
Informations sur le gène
rat ... Man2a1(25478) , Si(497756)
Actions biochimiques/physiologiques
Reversible inhibitor of D-glucosidase and invertase.
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Équipement de protection individuelle
dust mask type N95 (US), Eyeshields, Gloves
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A D Elbein et al.
The Journal of biological chemistry, 259(20), 12409-12413 (1984-10-25)
2,5-Dihydroxymethyl-3,4-dihydroxypyrrolidine (DMDP) is a pyrrolidine alkaloid that was isolated from the plant, Lonchocarpus sericeus. In the present study, DMDP was tested as an inhibitor of glycoprotein processing. MDCK cells were infected with influenza virus and the virus was raised in
C G Barker et al.
The Biochemical journal, 235(1), 151-158 (1986-04-01)
A kitten with clinical and morphological symptoms of a neurovisceral lysosomal-storage disease has been shown to have a marked deficiency of acidic beta-D-galactosidase in the brain, kidney and spleen. Chromatography on concanavalin A-Sepharose and inhibition studies with 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine, a selective
Atsushi Kato et al.
Phytochemistry, 69(5), 1261-1265 (2008-01-15)
Chromatographic separation of the 50% aqueous EtOH extract of the leaves of the African medicinal tree Baphia nitida resulted in isolation of 10 iminosugars. The plant contained 2R,5R-dihydroxymethyl-3R,4R-dihydroxypyrrolidine (DMDP) as a major alkaloid. The structure of a new alkaloid was
Tanja M Wrodnigg et al.
Bioorganic & medicinal chemistry, 12(13), 3485-3495 (2004-06-10)
A range of new C-1 modified derivatives of the powerful glucosidase inhibitor 2,5-dideoxy-2,5-imino-D-mannitol has been synthesised and their biological activities probed with the beta-glucosidase from Agrobacterium sp. Ki values are compared with those of previously prepared close relatives. Findings suggest
Timothy J Donohoe et al.
Organic letters, 5(7), 999-1002 (2003-03-28)
[reaction: see text] The partial reduction of electron-deficient 2,5-disubstituted pyrroles has been developed into a flexible procedure that gives control of relative stereochemistry by variation of the reduction conditions. After the reaction, the pyrroline products were dihydroxylated at C-3,4 to
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