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MilliporeSigma

H9632

(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:
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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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W M Bogers et al.
Clinical and experimental immunology, 85(1), 128-136 (1991-07-01)
We investigated the clearance kinetics and tissue distribution of different sized IgA in normal and macrophage-depleted rats. Rats were injected iv with liposomes containing dichloromethylene diphosphonate (DMDP). DMDP treatment resulted in complete depletion of liver macrophages 24-48 h after administration.
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
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
R J Molyneux et al.
Journal of natural products, 56(8), 1356-1364 (1993-08-01)
A polyhydroxy alkaloid has been isolated from the seeds of the African legume Angylocalyx pynaertii and identified as a 2-hydroxymethyl-3,4-dihydroxy-5-methylpyrrolidine by ms and 1H- and 13C-nmr spectroscopy. The absolute stereochemistry was established, by a stereochemically unambiguous synthesis from diacetone glucose
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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