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Key Documents

H9632

Sigma-Aldrich

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C6H13NO4
CAS Number:
Molecular Weight:
163.17
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

storage temp.

2-8°C

SMILES string

OCC1NC(CO)C(O)C1O

Gene Information

Biochem/physiol Actions

Reversible inhibitor of D-glucosidase and invertase.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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I Bankusli et al.
Anticancer research, 9(3), 567-574 (1989-05-01)
The effect of DMDP, N-(3,4-dimethoxyphenethyl)-N-methyl-2-(2-naphthyl)-m-dithiane-2-propylam ine hydrochloride, on DOX-induced cytotoxicity, drug uptake, DNA damage and repair was investigated in adriamycin sensitive and resistant P388 cell lines. In vitro, the DOX-resistant P388 cells used are about 300-fold more resistant than the
A M Scofield et al.
Life sciences, 39(7), 645-650 (1986-08-18)
Several polyhydroxy alkaloids, including the eight presently known to occur in plants, have been compared as inhibitors of mouse gut digestive disaccharidases. The indolizidine castanospermine inhibited all activities tested, but others showed a selectivity which could be of value in
A D Elbein
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 5(15), 3055-3063 (1991-12-01)
The biosynthesis of the various types of N-linked oligosaccharide structures involves two series of reactions: 1) the formation of the lipid-linked saccharide precursor, Glc3Man9(GlcNAc)2-pyrophosphoryl-dolichol, by the stepwise addition of GlcNAc, mannose and glucose to dolichyl-P, and 2) the removal of
Y Le Merrer et al.
Bioorganic & medicinal chemistry, 5(3), 519-533 (1997-03-01)
A series of enantiomerically pure azasugars (2,5-dideoxy-2, 5-imino-D-mannitol, 1-deoxynojirimycin, 1-deoxymannojirimycin, and related compounds) was synthesized from D-mannitol via aminoheterocyclization of C2-symmetric bis-epoxides and subsequently followed by ring isomerization in few cases. These compounds have been evaluated as inhibitors of several
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

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