| Identification | Back Directory | [Name]
1-DEOXYMANNOJIRIMYCIN HYDROCHLORIDE | [CAS]
73465-43-7 | [Synonyms]
DMJ
DMM
DMJ, HYDROCHLORIDE
DEOXYMANNOJIRIMYCIN HCL
DEOXYMANNONOJIRIMYCIN HCL
1-DEOXYMANNOJIRIMYCIN HCL
1-DeoxymannojirimycineHCl
DEOXYMANNOJIRIMYCIN, HYDROCHLORIDE
1-Deoxymannojirimycinehydrochloride
1-DEOXYMANNOJIRIMYCIN HYDROCHLORIDE
1,5-DIDEOXY-1,5-IMINO-D-MANNITOL, HCL
Manno-1-deoxynojiriMycin Hydrochloride
(+)-1-DEOXYMANNOJIRIMYCIN HYDROCHLORIDE
1-Deoxymannojirimycin hydrochloride min. 98%
1,5-DIDEOXY-1,5-IMINO-D-MANNITOL HYDROCHLORIDE
(2R,3R,4R,5R)-2-(HYDROXYMETHYL)-3,4,5-PIPERIDINETRIOL HYDROCHLORIDE
3,4,5-Piperidinetriol, 2-(hydroxymethyl)-, hydrochloride, (2R,3R,4R,5R)-
DMJ HCl, (2R,3R,4R,5R)-2-(Hydroxymethyl)-3,4,5-piperidinetriol hydrochloride | [Molecular Formula]
C6H14ClNO4 | [MDL Number]
MFCD00083611 | [MOL File]
73465-43-7.mol | [Molecular Weight]
199.63 |
| Chemical Properties | Back Directory | [Appearance]
White Crystalline Solid | [Melting point ]
183-185°C | [storage temp. ]
2-8°C
| [solubility ]
H2O: soluble10mg/mL | [form ]
Powder | [color ]
white to off-white | [Water Solubility ]
Soluble in water (50 mM) | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 2 months. | [CAS DataBase Reference]
73465-43-7 |
| Hazard Information | Back Directory | [Chemical Properties]
White Crystalline Solid | [Uses]
Deoxymannojirimycin has been shown to be a potent inhibitor of the mammalian Golgi alpha- mannosidase 1 activity, blocking the conversion of high-mannose oligosaccharides to complex-type oligosaccharides. However, it does not inhibit the biosynthesis of lipid- linked oligosaccharides. | [Description]
1-Deoxymannojirimycin is a specific inhibitor of class I α-1,2-mannosidase (IC50 = 0.02 μM), a key enzyme for N-glycan processing in the endoplasmic reticulum and Golgi and for targeting misfolded proteins for translocation out of the endoplasmic reticulum and degradation by the proteasome. By inhibiting α-1,2-mannosidase activity, this compound generates N-linked oligosaccharides with high mannose content, preventing misfolded protein degradation. This compound has been used for studies on glycoprotein processing and as a model for the development of anticancer and antiviral therapies. | [storage]
+4°C | [References]
1) Bischoff et al. (1986), The use of 1-deoxymannojirimycin to evaluated the role of various alpha-mannosidases in oligosaccharide processing in intact cells; J. Biol. Chem., 261 4766
2) Bischoff et al. (1984), The effect of 1-deoxymannojirimycin on rat liver alpha mannosidases.; Biochem. Biophys. Res. Commun., 125 324
3) Fuhrmann et al. (1984), Novel mannosidase inhibitor blocking conversation of high mannose to complex oligosaccharides; Nature, 307 755
4) Miyake and Nagai (2009), Inhibition of alpha-mannosidase attenuates endoplasmic reticulum stress-induced neuronal cell death; Neurotoxicology, 30 144
5) Tai et al. (2011), Production of lentiviral vectors with enhanced efficiency to target dendritic cells by attenuating mannosidase activity of mammalian? cells; J. Biol. Eng., 5? 1
6) Lee et al. (2012), Construction of stable producer cells to make high-titer lentiviral vectors for dendritic cell-based vaccination; Biotechnol. Bioeng., 109 1551 |
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