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Merck

H9632

Sigma-Aldrich

(2R,5R)-Bis(hydroxymethyl)-(3R,4R)-dihydroxypyrrolidine

Sinónimos:

2,5-Dideoxy-2,5-imino-D-mannitol, DMDP

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About This Item

Fórmula empírica (notación de Hill):
C6H13NO4
Número de CAS:
Peso molecular:
163.17
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:

temp. de almacenamiento

2-8°C

cadena SMILES

OCC1NC(CO)C(O)C1O

Información sobre el gen

Acciones bioquímicas o fisiológicas

Reversible inhibitor of D-glucosidase and invertase.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

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
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
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
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
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

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