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Principaux documents

H9632

Sigma-Aldrich

(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

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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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
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
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
E A Bruyneel et al.
Journal of cell science, 95 ( Pt 2), 279-286 (1990-02-01)
Cell surface glycans are believed to play a role in tumour invasion and metastasis. Yet, we have previously shown that the inhibitors of N-linked glycan processing swainsonine (SW) and 1-deoxynojirimycin (dNM) did not prevent invasion of chick heart fragments by

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