1-Deoxynojirimycin

Bezeichnung:1-Deoxynojirimycin

CAS-Nr19130-96-2

Englisch Name:1-Deoxynojirimycin

CBNumberCB9128150

SummenformelC6H13NO4

Molgewicht163.17

MOL-Datei19130-96-2.mol

1-Deoxynojirimycin physikalisch-chemischer Eigenschaften

Schmelzpunkt	195-196°C
Siedepunkt	361.1±42.0 °C(Predicted)
Dichte	1.456±0.06 g/cm3(Predicted)
Dampfdruck	0Pa at 25℃
RTECS-Nr.	TN4350300
storage temp.	Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
Löslichkeit	Soluble in Water up to 25 mg/ml).
pka	13.77±0.70(Predicted)
Aggregatzustand	Powder
Farbe	White
Wasserlöslichkeit	Soluble in water, dimethyl sulfoxide and methanol.
BRN	3588039
Stabilität	Stable for 2 years from date of purchase as supplied. Solutions in distilled water may be stored at -20° for up to 3 months.
LogP	-1.8
CAS Datenbank	19130-96-2(CAS DataBase Reference)

Sicherheit

S-Sätze:	24/25
WGK Germany	1
HS Code	29329990

Gefahreninformationscode (GHS)

1-Deoxynojirimycin Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
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
Chemische Eigenschaften
White Crystalline Solid
Occurrence
1-Deoxynojirimycin (DNJ), a product of fermentation, exists in mulberry leaves and Commelina communis (dayflower) as well as is isolated from several bacterial strains such as Bacillus and Streptomyces species. Mulberry, a common deciduous plant, belongs to the genus Morus (Moraceae family). Numerous researchers have reported the DJN contents in different parts and various varieties of mulberry. Various mulberry varieties contain DNJ contents ranging between 0.68 and 2.78 mg/gm, while this fraction varies between 1.57 and 3.48 mg/gm in different Chinese mulberry leaves. Moreover, mulberry shoots contain the highest contents of DNJ, followed by young mulberry leaves. Mature leaves of mulberry contain the least content of DNJ. All the mulberry leave groups showed a 1–2-fold increase in DNJ contents compared to unfermented mulberry leaf powder extract (UFMLE). Additionally, fermented mulberry leaf powder extract exhibited higher α-glucosidase activity than UFMLE. DNJ-rich food products can be prepared by fermenting mulberry leaves using the above-mentioned fermenting agents[6].
Verwenden
Deoxynojirimycin inhibits mammalian glucosidase 1. As well, it inhibits intestinal and lysosmal alpha-glucosidases, beta-glucosidase from sweet almonds, pancreatic alpha-amylase and amyloglucosidase.
Verwenden
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.
Verwenden
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.
Biologische Aktivität
Inhibitor of glucosidase I (K i = 2.1 mM) and II (K i = 7 mM).
Lager
+4°C
Einzelnachweise
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.
[6] Kuo Gao. “1-Deoxynojirimycin: Occurrence, Extraction, Chemistry, Oral Pharmacokinetics, Biological Activities and In Silico Target Fishing.” Molecules 21 1 (2016).

1-Deoxynojirimycin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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