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M1777

Sigma-Aldrich

N-Methyl-1-deoxynojirimycin

≥98%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C7H15NO4
Número de CAS:
69567-10-8
Peso molecular:
177.20
Beilstein/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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
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.
P F Daniel et al.
American journal of medical genetics, 42(4), 586-592 (1992-02-15)
In agreement with reports from other laboratories, we have shown that patients with the juvenile or late infantile forms of neuronal ceroid-lipofuscinosis (NCL) have greatly increased levels (5-fold to 20-fold) of dolichyl pyrophosphoryl oligosaccharides in their cerebral gray matter. Oligosaccharides
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
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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