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Merck

D9305

1-Deoxynojirimycin hydrochloride

Synonym(s):

1,5-Dideoxy-1,5-imino-D-sorbitol hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C6H13NO4 · HCl
CAS Number:
73285-50-4
Molecular Weight:
199.63
UNSPSC Code:
12352201
NACRES:
NA.32
PubChem Substance ID:
24278397
MDL number:
MFCD00133247
Beilstein/REAXYS Number:
3563225

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InChI

1S/C6H13NO4.ClH/c8-2-3-5(10)6(11)4(9)1-7-3;/h3-11H,1-2H2;1H/t3-,4+,5-,6-;/m1./s1

SMILES string

Cl[H].OC[C@H]1NC[C@H](O)[C@@H](O)[C@@H]1O

InChI key

ZJIHMALTJRDNQI-VFQQELCFSA-N

assay

≥98% (TLC)

form

powder

solubility

water: 19.60-20.40 mg/mL, clear, colorless

antibiotic activity spectrum

viruses

mode of action

enzyme | inhibits

storage temp.

2-8°C

Quality Level

200

Gene Information

human ... GAA(2548)

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General description

Chemical structure: glucosamine

Application

1-Deoxynojirimycin hydrochloride has been used
  • to study its effects on the loss-of-function of N-glycosylation pathway on hair cell regeneration
  • as an endoplasmic reticulum (ER) α-glucosidase I and II inhibitor to study its effects on TMED3-cystic fibrosis transmembrane conductance regulator (CFTR) interaction
  • as an insect trehalase inhibitor in TREH inhibition bioassay

Biochem/physiol Actions

α-Glucosidase inhibitor
1-Deoxynojirimycin (DNJ) is a naturally occurring alkaloid azasugar or iminosugar. It is observed in mulberry leaves, Commelina communis, and bacterial strains including Bacillus and Streptomyces species. DNJ acts as an α-glucosidase inhibitor and exhibits anti-viral anti-diabetic, anti-inflammatory, anti-obesity, and antioxidant properties.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000496140
0000505918
0000505918
0000496140
0000442363

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Chaluntorn Vichasilp et al.
Food chemistry, 134(4), 1823-1830 (2013-02-28)
Mulberry 1-deoxynojirimycin (DNJ), a potent α-glycosidase inhibitor, has therapeutic potency in the suppression of postprandial blood glucose levels thereby possibly preventing diabetes mellitus. However, DNJ has a relatively short half-life in vivo (about 2 h). Therefore, several doses of mulberry
Hee-Woong Kim et al.
Microorganisms, 11(6) (2023-06-28)
This study examines the possibility of directly producing and utilizing useful substances in the intestines of animals using anaerobic bacteria that can grow in the intestines of animals. A facultative anaerobe producing a large amount of α-glucosidase inhibitor was isolated
Timothy M Cox et al.
Orphanet journal of rare diseases, 7, 102-102 (2012-12-29)
Previous studies have provided equivocal data on the use of miglustat as maintenance therapy in Gaucher disease type 1. We report findings from a clinical trial evaluating the effects of miglustat treatment in patients with stable type 1 Gaucher disease
Mark Walterfang et al.
Orphanet journal of rare diseases, 7, 76-76 (2012-10-09)
Niemann-Pick disease type C (NP-C) is a rare neurovisceral disease characterised by progressive neurological deterioration and premature death, and has an estimated birth incidence of 1:120,000. Mutations in the NPC1 gene (in 95% of cases) and the NPC2 gene (in
I Neverova et al.
Analytical biochemistry, 222(1), 190-195 (1994-10-01)
A spectrophotometric assay for glucosidase I using the synthetic trisaccharide alpha-D-Glc 1-->2 alpha-D-Glc 1-->3 alpha-D-Glc-O(CH2)8COOCH3 is reported. The terminal glucose is released from the substrate by the enzyme and quantitated using glucose oxidase, peroxidase, and o-dianisidine. The trisaccharide is specific
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