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73285-50-4

73285-50-4 Structure

73285-50-4 Structure
IdentificationBack Directory
[Name]

Deoxynojirimycin hydrochloride
[CAS]

73285-50-4
[Synonyms]

DNJ
DNM
DNM1
1-DNJ
AT 2220
DNJ, HCL
B-dynamin
Dynamin BREDNM19
DEOXYNOJIRIMICIN
DEOXYNOJIRIMYCIN
DNJ Hydrochloride
DeoxynojirimycinHCl
DNJ,1-Deoxynojirimycin
Moranoline Hydrochloride
Duvoglustat Hydrochloride
DEOXYNOJIRIMYCIN HYDROCHLORIDE
1-DEOXYNOJIRIMYCIN HYDROCHLORIDE
(+)-1-DEOXYNOJIRIMYCIN HYDROCHLORIDE
1,5-DIDEOXY-1,5-IMINO-D-SORBITOL HYDROCHLORIDE
1,5-DIDEOXY-1,5-IMINO-D-GLUCITOL HYDROCHLORIDE
(2R,3R,4R,5S)-2-(HYDROXYMETHYL)-3,4,5-PIPERIDINETRIOL
Anti-Dynamin-1, C-Terminal antibody produced in rabbit
(2R,3R,4R,5S)-2-(hydroxyMethyl)piperidine-3,4,5-triol hydrochloride
(2R,3R,4R,5S)-2-(HydroxyMethyl)-3,4,5-piperidinetriol Hydrochloride
3,4,5-Piperidinetriol, 2-(hydroxymethyl)-, hydrochloride, (2R,3R,4R,5S)-
1-Deoxynojirimycin hydrochloride,1,5-Dideoxy-1,5-imino-D-sorbitol hydrochloride
[Molecular Formula]

C6H13NO4
[MDL Number]

MFCD00063474
[MOL File]

73285-50-4.mol
[Molecular Weight]

163.17
Chemical PropertiesBack Directory
[Appearance]

White Crystalline Solid
[Melting point ]

195-196°C
[storage temp. ]

2-8°C
[solubility ]

Water (Slightly)
[form ]

Powder
[color ]

White
[Water Solubility ]

Soluble in water at 20mg/ml
[BRN ]

3563225
[Stability:]

Hygroscopic
[InChI]

InChI=1/C6H13NO4.ClH/c8-2-3-5(10)6(11)4(9)1-7-3;/h3-11H,1-2H2;1H/t3-,4+,5-,6-;/s3
[InChIKey]

ZJIHMALTJRDNQI-KOVNLEGCNA-N
[SMILES]

C([C@H]1NC[C@@H]([C@H]([C@@H]1O)O)O)O.Cl |&1:1,4,5,6,r|
[CAS DataBase Reference]

73285-50-4
Hazard InformationBack Directory
[Chemical Properties]

White Crystalline Solid
[Uses]

Deoxynojirimycin inhibits mammalian glucosidase 1. As well, it inhibits intestinal and lysosmal alpha-glucosidases, beta-glucosidase from sweet almonds, pancreatic alpha-amylase and amyloglucosidase.
[Uses]

natural chitin synthase inhibitor
[Description]

1-Deoxynojirimycin (1-DNJ) is an iminosugar that has been found in M. alba (mulberry) leaves and has diverse biological activities. It inhibits the activities of α- and β-glucosidase (IC50s = 35 and 71 μM, respectively). 1-DNJ (5 mM) reduces the formation of N-linked complex oligosaccharides in IEC-6 cells. It inhibits HIV-1 envelope-mediated membrane fusion in CEM cells when used at a concentration of 2 mM. 1-DNJ (1-100 μg/ml) reduces the invasion and migration of B16/F10 mouse melanoma cells. It improves glucose and insulin tolerance in db/db mice when administered intravenously at doses ranging from 20 to 80 mg/kg per day for four weeks.
[General Description]

Specific glucosidase inhibitor, including trimming glucosidases I and II, that sequentially removes the three glucose residues from precursor Glc3Man9GlcNAc2 in N-linked glycan biosynthesis.
[Biochem/physiol Actions]

Product does not compete with ATP.
[storage]

Store at -20°C
[References]

[1] KUO GAO. 1-Deoxynojirimycin: Occurrence, Extraction, Chemistry, Oral Pharmacokinetics, Biological Activities and In Silico Target Fishing.[J]. Molecules, 2016, 21 1. DOI: 10.3390/molecules21111600
[2] ANA I AHUJA-CASARíN. Tuning the activity of iminosugars: novel N-alkylated deoxynojirimycin derivatives as strong BuChE inhibitors.[J]. Journal of Enzyme Inhibition and Medicinal Chemistry, 2021: 138-146. DOI: 10.1080/14756366.2020.1847101
[3] JULIAN A. CODELLI. Second-Generation Difluorinated Cyclooctynes for Copper-Free Click Chemistry[J]. Journal of the American Chemical Society, 2008, 130 34: 11486-11493. DOI: 10.1021/ja803086r
[4] MARIE-JEANNE PAPANDRéOU. The alpha-glucosidase inhibitor 1-deoxynojirimycin blocks human immunodeficiency virus envelope glycoprotein-mediated membrane fusion at the CXCR4 binding step.[J]. Molecular Pharmacology, 2002, 61 1 1: 186-193. DOI: 10.1124/mol.61.1.186
[5] RAN-JUH WANG  Miao L H  Chun Hung Yang. 1-Deoxynojirimycin Inhibits Metastasis of B16F10 Melanoma Cells by Attenuating the Activity and Expression of Matrix Metalloproteinases-2 and -9 and Altering Cell Surface Glycosylation[J]. Journal of Agricultural and Food Chemistry, 2010, 58 16: 8988-8993. DOI: 10.1021/jf101401b
[6] QINGPU LIU. 1-Deoxynojirimycin Alleviates Insulin Resistance via Activation of Insulin Signaling PI3K/AKT Pathway in Skeletal Muscle of db/db Mice.[J]. Molecules, 2015, 20 1: 21700-21714. DOI: 10.3390/molecules201219794
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/38
[Safety Statements ]

26-36-24/25-22
[WGK Germany ]

3
[F ]

10
Spectrum DetailBack Directory
[Spectrum Detail]

Deoxynojirimycin hydrochloride(73285-50-4)1HNMR
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