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Merck

D9305

Sigma-Aldrich

1-Desoxynojirimycin -hydrochlorid

Synonym(e):

1,5-Dideoxy-1,5-imino-D-sorbit -hydrochlorid

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About This Item

Empirische Formel (Hill-System):
C6H13NO4 · HCl
CAS-Nummer:
Molekulargewicht:
199.63
Beilstein:
3563225
MDL-Nummer:
UNSPSC-Code:
12352201
PubChem Substanz-ID:
NACRES:
NA.32

Assay

≥98% (TLC)

Qualitätsniveau

Form

powder

Löslichkeit

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

Wirkungsspektrum von Antibiotika

viruses

Wirkungsweise

enzyme | inhibits

Lagertemp.

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

InChIKey

ZJIHMALTJRDNQI-VFQQELCFSA-N

Angaben zum Gen

human ... GAA(2548)

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Allgemeine Beschreibung

Chemical structure: glucosamine

Anwendung

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. Wirkung

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Stephen G Davies et al.
Organic letters, 15(8), 2042-2045 (2013-04-11)
The asymmetric syntheses of (-)-1-deoxymannojirimycin and (+)-1-deoxyallonojirimycin are described herein. The ring-closing iodoamination of two epimeric bishomoallylic amines to give the corresponding 5-iodomethylpyrrolidines was followed by in situ ring-expansion to give two diastereoisomerically pure (>99:1 dr) cyclic carbonates. Subsequent deprotection
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

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