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D9305

Sigma-Aldrich

1-Deoxynojirimycin hydrochloride

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Synonym(s):
1,5-Dideoxy-1,5-imino-D-sorbitol hydrochloride
Empirical Formula (Hill Notation):
C6H13NO4 · HCl
CAS Number:
Molecular Weight:
199.63
Beilstein:
3563225
MDL number:
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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This Item
D9160M1777G2536
Ganciclovir ≥99% (HPLC), powder

Sigma-Aldrich

G2536

Ganciclovir

form

powder

form

powder

form

powder

form

powder

solubility

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

solubility

H2O: 10 mg/mL

solubility

methanol: 10 mg/mL, clear, colorless

solubility

0.1 M HCl: 10 mg/mL

antibiotic activity spectrum

viruses

antibiotic activity spectrum

viruses

antibiotic activity spectrum

viruses

antibiotic activity spectrum

viruses

mode of action

enzyme | inhibits

mode of action

enzyme | inhibits

mode of action

enzyme | inhibits

mode of action

DNA synthesis | interferes

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

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

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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
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

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