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Merck
CN

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
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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SMILES string

OCC1NC(CO)C(O)C1O

storage temp.

2-8°C

Gene Information

Biochem/physiol Actions

Reversible inhibitor of D-glucosidase and invertase.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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
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
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

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