1-Deoxynojirimycin

Synonym(s):1,5-Dideoxy-1,5-imino-D-sorbitol;DNM;DNM1

CAS NO.：19130-96-2
Empirical Formula: C6H13NO4
Molecular Weight: 163.17
MDL number: MFCD00063474
EINECS: 606-239-2
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-05 19:05:58

What is 1-Deoxynojirimycin?

Description

Deoxynojirimycin (19130-96-2) inhibits α-glucosidase I and II.1,2 Inhibits human immunodeficiency virus envelope glycoprotein-mediated membrane fusion at the CXCR4 binding step.3 May be used to produce an affinity ligand for purifying glucosidase 1.4 Deoxynojirimycin was used to inhibit ER glucosidases I and II allowing for the discovery of a second mechanism for deglucosylation of N-linked oligosaccharides in PhaR1.7, a mouse lymphoma cell line.5

Chemical properties

White Crystalline Solid

The Uses of 1-Deoxynojirimycin

An alpha-glucosidase inhibitor. Interferes with normal processing of N-linked glycoproteins.(+)-1-Deoxynojirimycin acts as an inhibitor of alfa-glucosidase I and II and maltase-glucoamylase. It also inhibits mammalian glucosidase, intestinal and lysosmal, beta-glucosidase from sweet almonds, pancreatic alfa-amylase and amyloglucosidase. Further, it serves as a enzyme enhancer for the treatment of Fabry and Pompe disease.

The Uses of 1-Deoxynojirimycin

Deoxynojirimycin inhibits mammalian glucosidase 1. As well, it inhibits intestinal and lysosmal alpha-glucosidases, beta-glucosidase from sweet almonds, pancreatic alpha-amylase and amyloglucosidase.

The Uses of 1-Deoxynojirimycin

An inhibitor of α-glucosidase I and II

What are the applications of Application

Deoxynojirimycin is an inhibitor of α-glucosidase I and II

Definition

ChEBI: An optically active form of 2-(hydroxymethyl)piperidine-3,4,5-triol having 2R,3R,4R,5S-configuration.

Biological Activity

Inhibitor of glucosidase I (K i = 2.1 mM) and II (K i = 7 mM).

storage

+4°C

References

1) Fuhrmann et al. (1985), Inhibitors of oligosaccharide processing; Biochim. Biophys, Acta, 825 95 2) Hughs and Rudge (1994), Deoxynojirimycin: synthesis and biological activity; Nat. Prod. Rep., 11 135 3) Papandreou et al. (2002), The alpha-glucosidase inhibitor 1-deoxynojirimycin blocks human immunodeficiency virus envelope glycoprotein-mediated membrane fusion at the CXCR4 binding step; Mol. Pharmacol., 61 186 4) Hettkamp et al. (1984), Purification by affinity chromatography of glucosidase I, an endoplasmic reticulum hydrolase involved in the processing of asparagine-linked oligosaccharides; Eur. J. Biochem., 142 85 5) Suh et al. (1992), Identification of a novel mechanism for the removal of glucose residues from high mannose-type oligosaccharides; J. Biol. Chem., 267 21671

Properties of 1-Deoxynojirimycin

Melting point:	195-196°C
Boiling point:	361.1±42.0 °C(Predicted)
Density	1.456±0.06 g/cm3(Predicted)
vapor pressure	0Pa at 25℃
RTECS	TN4350300
storage temp.	Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility	Soluble in Water up to 25 mg/ml).
form	Powder
pka	13.77±0.70(Predicted)
color	White
Water Solubility	Soluble in water, dimethyl sulfoxide and methanol.
BRN	3588039
Stability:	Stable for 2 years from date of purchase as supplied. Solutions in distilled water may be stored at -20° for up to 3 months.
CAS DataBase Reference	19130-96-2(CAS DataBase Reference)

Safety information for 1-Deoxynojirimycin

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection.