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M1777

Sigma-Aldrich

N-Methyl-1-deoxynojirimycin

≥98%

Synonym(s):

1,5-Dideoxy-1,5-imino-1-methyl-D-sorbitol

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About This Item

Empirical Formula (Hill Notation):
C7H15NO4
CAS Number:
69567-10-8
Molecular Weight:
177.20
Beilstein/REAXYS Number:
1524564
MDL number:
MFCD00133609
UNSPSC Code:
51102829
PubChem Substance ID:
24896690
NACRES:
NA.32

biological source

synthetic (organic)

Quality Level

200

assay

≥98%

form

powder

solubility

methanol: 10 mg/mL, clear, colorless

antibiotic activity spectrum

viruses

mode of action

enzyme | inhibits

storage temp.

−20°C

SMILES string

CN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO

InChI

1S/C7H15NO4/c1-8-2-5(10)7(12)6(11)4(8)3-9/h4-7,9-12H,2-3H2,1H3/t4-,5+,6-,7-/m1/s1

InChI key

AAKDPDFZMNYDLR-XZBKPIIZSA-N

Gene Information

mouse ... Gaa(14387) , Glb1(12091) , Treh(58866)
rat ... Man2a1(25478) , Si(497756)

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General description

Chemical structure: glucosamine

Biochem/physiol Actions

Interferes with metabolism of N-linked glycoproteins by inhibition of glucosidase.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Diego A Caraballo et al.
G3 (Bethesda, Md.), 10(2), 755-768 (2019-12-05)
UDP- glucose: glycoprotein glucosyltransferase (UGGT) is a protein that operates as the gatekeeper for the endoplasmic reticulum (ER) quality control mechanism of glycoprotein folding. It is known that vertebrates and Caenorhabditis genomes harbor two uggt gene copies that exhibit differences
K Murakami et al.
Journal of bacteriology, 176(9), 2635-2639 (1994-05-01)
A Mucor pusillus mutant defective in asparagine-linked glycosylation was found in our stock cultures. This mutant, designated 1116, secreted aspartic proteinase (MPP) in a less-glycosylated form than that secreted by the wild-type strain. Analysis of enzyme susceptibility, lectin binding, and
E D Faber et al.
Pharmaceutical research, 9(11), 1442-1450 (1992-11-01)
We studied the pharmacokinetics of two synthetic derivatives of 1-deoxynojirimycin in the rat after intravenous administration. The mannosidase IA/B inhibitor 1-deoxymannojirimycin and the glucosidase inhibitor N-methyl-1-deoxynojirimycin exhibited minimal plasma protein binding and showed a rapid biphasic plasma disappearance, with an
N Y Marcus et al.
The Journal of biological chemistry, 275(3), 1987-1992 (2000-01-15)
It is now well known that the addition and trimming of oligosaccharide side chains during post-translational modification play an important role in determining the fate of secretory, membrane, and lysosomal glycoproteins. Recent studies have suggested that trimming of oligosaccharide side
G C Trudel et al.
Biochemistry and cell biology = Biochimie et biologie cellulaire, 66(10), 1119-1125 (1988-10-01)
It has recently been reported that the glucosidase I inhibitor, N-methyl-1-deoxynojirimycin (MDJN), inhibits myoblast fusion whereas the mannosidase inhibitor, 1-deoxymannojirimycin (ManDJN), has no effect on fusion. We now report that bromoconduritol, which is an active-site-directed covalent inhibitor of glucosidase II
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