Lucerastat
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 319731

CAS#: 141206-42-0

Description: Lucerastat is an extremely potent and selective α-gal A (a-D-galactosidase) inhibitor for the treatment of lipid storage disorders and Fabry's disease.


Price and Availability

Size
Price

5mg
USD 290
Size
Price

Size
Price

Lucerastat, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 319731
Name: Lucerastat
CAS#: 141206-42-0
Chemical Formula: C10H21NO4
Exact Mass: 219.1471
Molecular Weight: 219.281
Elemental Analysis: C, 54.77; H, 9.65; N, 6.39; O, 29.18


Synonym: NBDGJ; N-(n-Butyl)deoxygalactonojirimycin; Lucerastat

IUPAC/Chemical Name: (2R,3S,4R,5S)-1-butyl-2-(hydroxymethyl)piperidine-3,4,5-triol

InChi Key: UQRORFVVSGFNRO-XFWSIPNHSA-N

InChi Code: InChI=1S/C10H21NO4/c1-2-3-4-11-5-8(13)10(15)9(14)7(11)6-12/h7-10,12-15H,2-6H2,1H3/t7-,8+,9+,10-/m1/s1

SMILES Code: O[C@H]1[C@@H](CO)N(CCCC)C[C@H](O)[C@H]1O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO, not in water

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Takai T, Higaki K, Aguilar-Moncayo M, Mena-Barragán T, Hirano Y, Yura K, Yu L, Ninomiya H, García-Moreno MI, Sakakibara Y, Ohno K, Nanba E, Ortiz Mellet C, García Fernández JM, Suzuki Y. A bicyclic 1-deoxygalactonojirimycin derivative as a novel pharmacological chaperone for GM1 gangliosidosis. Mol Ther. 2013 Mar;21(3):526-32. doi: 10.1038/mt.2012.263. Epub 2013 Jan 22. PubMed PMID: 23337983; PubMed Central PMCID: PMC3589148.

2: Kato T, Muraoka M, Hatanaka K. Novel method for chase analysis of oligosaccharide metabolic error caused by xenobiotics. Anal Biochem. 2010 Oct 1;405(1):103-8. doi: 10.1016/j.ab.2010.06.002. Epub 2010 Jun 4. PubMed PMID: 20570645.

3: Kato A, Yamashita Y, Nakagawa S, Koike Y, Adachi I, Hollinshead J, Nash RJ, Ikeda K, Asano N. 2,5-Dideoxy-2,5-imino-d-altritol as a new class of pharmacological chaperone for Fabry disease. Bioorg Med Chem. 2010 Jun 1;18(11):3790-4. doi: 10.1016/j.bmc.2010.04.048. Epub 2010 Apr 21. PubMed PMID: 20457528.

4: Gerrard G, Butters TD, Ganeshaguru K, Mehta AB. Glucosylceramide synthase inhibitors sensitise CLL cells to cytotoxic agents without reversing P-gp functional activity. Eur J Pharmacol. 2009 May 1;609(1-3):34-9. doi: 10.1016/j.ejphar.2009.03.018. Epub 2009 Mar 12. PubMed PMID: 19285492.

5: Voss AA, Díez-Sampedro A, Hirayama BA, Loo DD, Wright EM. Imino sugars are potent agonists of the human glucose sensor SGLT3. Mol Pharmacol. 2007 Feb;71(2):628-34. Epub 2006 Nov 16. PubMed PMID: 17110502.

6: Norris-Cervetto E, Callaghan R, Platt FM, Dwek RA, Butters TD. Inhibition of glucosylceramide synthase does not reverse drug resistance in cancer cells. J Biol Chem. 2004 Sep 24;279(39):40412-8. Epub 2004 Jul 19. PubMed PMID: 15263008.

7: Mellor HR, Platt FM, Dwek RA, Butters TD. Membrane disruption and cytotoxicity of hydrophobic N-alkylated imino sugars is independent of the inhibition of protein and lipid glycosylation. Biochem J. 2003 Sep 1;374(Pt 2):307-14. PubMed PMID: 12769816; PubMed Central PMCID: PMC1223602.

8: Day AJ, Gee JM, DuPont MS, Johnson IT, Williamson G. Absorption of quercetin-3-glucoside and quercetin-4'-glucoside in the rat small intestine: the role of lactase phlorizin hydrolase and the sodium-dependent glucose transporter. Biochem Pharmacol. 2003 Apr 1;65(7):1199-206. PubMed PMID: 12663055.

9: Durantel D, Branza-Nichita N, Carrouée-Durantel S, Butters TD, Dwek RA, Zitzmann N. Study of the mechanism of antiviral action of iminosugar derivatives against bovine viral diarrhea virus. J Virol. 2001 Oct;75(19):8987-98. PubMed PMID: 11533162; PubMed Central PMCID: PMC114467.