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D9305

Sigma-Aldrich

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
Beilstein:
3563225
MDL number:
MFCD00133247
UNSPSC Code:
12352201
PubChem Substance ID:
24278397
NACRES:
NA.32

Assay

≥98% (TLC)

Quality Level

200

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

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.
α-Glucosidase inhibitor

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
Gitanjali Bhushan et al.
Frontiers in microbiology, 11, 531-531 (2020-05-07)
Zika virus (ZIKV), a vector-borne virus of the family Flaviviridae, continues to spread and remains a significant global public health threat. Currently, there are no approved vaccines or antivirals against ZIKV. We investigated the anti-ZIKV ability of three iminosugars with
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
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