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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)

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 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
K Mori et al.
Biochimica et biophysica acta, 1226(3), 300-306 (1994-07-18)
We studied the effect of the glucosidase I inhibitor, N-methyl-1-deoxynojirimycin (MdN) and the mannosidase inhibitor, 1-deoxymannojirimycin (dMM) on the biosynthesis and secretion of alpha 2-plasmin inhibitor (alpha 2-PI) and antithrombin III (ATIII) in cultures of human hepatoma (Hep-G2) cells. Incubation
M Arai et al.
Circulation, 97(13), 1290-1297 (1998-05-07)
N-methyl-1-deoxynojirimycin (MOR-14), an alpha-glucosidase inhibitor, reduces the glycogenolytic rate by inhibiting the alpha-1,6-glucosidase of glycogen-debranching enzyme in the liver, in addition to possessing an antihyperglycemic action by blocking alpha-1,4-glucosidase in the intestine. Because the reduction of the glycogenolytic rate may
M Kengaku et al.
Brain research. Developmental brain research, 60(2), 133-136 (1991-06-21)
The effect of myogenic differentiation on the expression of choline acetyltransferase (ChAT) activity in co-cultured spinal cord neurons was studied. ChAT activity in spinal cord cells dissociated from 14-day mouse embryos was markedly increased when co-cultured with skeletal myotubes from
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.
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