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D9641

Sigma-Aldrich

Deoxygalactonojirimycin hydrochloride

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Synonym(s):
1,5-Dideoxy-1,5-imino-D-galactitol, Migalastat
Empirical Formula (Hill Notation):
C6H13NO4 · HCl
CAS Number:
Molecular Weight:
199.63
MDL number:
PubChem Substance ID:
NACRES:
NA.32

biological source

synthetic (organic)

Quality Level

assay

≥98% (HPLC)

form

powder or solid

solubility

water: soluble 1 mg/mL

storage temp.

−20°C

SMILES string

Cl.OC[C@H]1NC[C@H](O)[C@@H](O)[C@H]1O

InChI

1S/C6H13NO4.ClH/c8-2-3-5(10)6(11)4(9)1-7-3;/h3-11H,1-2H2;1H/t3-,4+,5+,6-;/m1./s1

InChI key

ZJIHMALTJRDNQI-OLALXQGDSA-N

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This Item
D131D3179D9160
Deoxygalactonojirimycin hydrochloride

D9641

Deoxygalactonojirimycin hydrochloride

-
3,5-Dinitrocatechol solid

D131

3,5-Dinitrocatechol

-
2-Deoxy-D-glucose ≥98% (GC), BioXtra

D3179

2-Deoxy-D-glucose

Premium Grade
1-Deoxymannojirimycin hydrochloride

D9160

1-Deoxymannojirimycin hydrochloride

-
assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (GC)

assay

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder or solid

form

solid

form

powder

form

powder

solubility

water: soluble 1 mg/mL

solubility

H2O: slightly soluble 0.17 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 2.8 mg/mL, 0.1 M HCl: slightly soluble, DMSO: soluble, aqueous buffer pH > 5: soluble, ethanol: soluble

solubility

H2O: 1 M at 20 °C, clear, colorless

solubility

H2O: 10 mg/mL

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

Application

Deoxygalactonojirimycin hydrochloride has been used as an α-galactosidase A inhibitor to assess the enzymatic activity of α-galactosidase A. It has also been used as an α-galactosidase A inhibitor to study its effects on the mRNA levels in human embryonic kidney (HEK) cells and hippocampal neurons.

Biochem/physiol Actions

Deoxygalactonojirimycin hydrochloride is an inhibitor of α-galactosidase A. Deoxygalactonojirimycin exhibits therapeutic effects against Fabry disease.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Anthony Markham
Drugs, 76(11), 1147-1152 (2016-06-29)
Migalastat (Galafold™)-a small molecule drug developed by Amicus Therapeutics that restores the activity of specific mutant forms of α-galactosidase-has been approved for the treatment of Fabry disease in the EU in patients with amenable mutations. Fabry disease is a rare
Paulsen, H., et al.
Chemische Berichte, 113, 2601-2601 (1980)
Libia Catalina Salinas Castellanos et al.
Neurochemistry international, 140, 104824-104824 (2020-08-26)
Neuropathic pain is one of the key features of the classical phenotype of Fabry disease (FD). Acid sensing ion channels (ASICs) are H+-gated cation channels, which belong to the epithelial sodium channel/DeGenerin superfamily, sensitive to the diuretic drug Amiloride. Molecular
Antonino Tuttolomondo et al.
Oncotarget, 8(37), 61415-61424 (2017-10-06)
Anderson-Fabry disease (AFD) is an inborn lysosomal enzymopathy resulting from the deficient or absent activity of the lysosomal exogalactohydrolase, α-galactosidase A. This deficiency, results in the altered metabolism of glycosphingolipids which leads to their accumulation in lysosomes, thus to cellular
Antonino Tuttolomondo et al.
Clinical biochemistry, 48(1-2), 55-62 (2014-10-05)
Anderson/Fabry disease expresses a wide range of clinical variability in patients that it is possible to explain referring to a genetic variability with numerous mutations described in the literature (more than 600). We report some clinical cases of some members

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