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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:
1524564
MDL number:
MFCD00133609
UNSPSC Code:
51102829
PubChem Substance ID:
24896690
NACRES:
NA.32

biological source

synthetic (organic)

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 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
J C Ridruejo et al.
Biochimica et biophysica acta, 993(2-3), 179-185 (1989-12-08)
Castanospermine, 1-deoxynojirimycin, and N-methyl-1-deoxynojirimycin, three well-characterized inhibitors of the glucosidases involved in the processing of N-linked oligosaccharides, did not affect the biosynthesis or the secretion of exoglucanases (EC 3.2.1.58) from Saccharomyces cerevisiae and Candida albicans but inhibited the activity itself.
G C Trudel et al.
Biochemistry and cell biology = Biochimie et biologie cellulaire, 68(12), 1411-1418 (1990-12-01)
Treatment of chick myoblasts with the glucosidase inhibitors bromoconduritol (BCD) or N-methyl-1-deoxynojirimycin (MDJN), but not the mannosidase I inhibitor 1-deoxymannojirimycin (ManDJN), decreased their rate of adhesion to fibronectin and laminin and increased their rate of adhesion to collagen types I
K Matter et al.
The Journal of biological chemistry, 264(22), 13131-13139 (1989-08-05)
Intestinal brush border enzyme glycoproteins are transported to the microvillar membrane at different rates in the differentiated intestinal cell line Caco-2. This asynchronism is due to at least two rate-limiting events, a pre- and an intra-Golgi step (Stieger B., Matter
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