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:
Molecular Weight:
199.63
Beilstein:
3563225
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.32
Assay
≥98% (TLC)
Quality Level
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
SMILES string
Cl[H].OC[C@H]1NC[C@H](O)[C@@H](O)[C@@H]1O
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
InChI key
ZJIHMALTJRDNQI-VFQQELCFSA-N
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Rosemarie E Venier et al.
Journal of medical genetics, 49(9), 591-597 (2012-08-16)
A viable treatment for lysosomal storage disease has been very difficult to attain. One option is pharmacological inhibition of synthetic pathways to reduce substrate accumulations. Miglustat N-butyldeoxynojirimycin (NBDNJ), an inhibitor of glucosylceramide synthase, has shown much promise in clinical trials
Marc C Patterson et al.
Orphanet journal of rare diseases, 8, 12-12 (2013-01-18)
Niemann-Pick disease type C (NP-C) is a rare neurovisceral disease characterized by progressive neurodegeneration and premature death. We report data recorded at enrolment in an ongoing international NP-C registry initiated in September 2009 to describe disease natural history, clinical course
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
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
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
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