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203996

Sigma-Aldrich

N-Butyldeoxynojirimycin, Hydrochloride

A non-hormonal, alkylated iminosugar that acts as a transition state analog inhibitor of ceramide-specific glycosyltransferases and ER α-glucosidases I and II.

Synonym(s):

N-Butyldeoxynojirimycin, Hydrochloride, NB-DNJ, HCl, N-Butyl-DNJ, HCl

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About This Item

Empirical Formula (Hill Notation):
C10H21NO4 · xHCl
CAS Number:
72599-27-0
Molecular Weight:
219.28 (free base basis)
MDL number:
MFCD00272581
UNSPSC Code:
12352200

Quality Level

100

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)
protect from light

color

white

solubility

water: 1 mg/mL

shipped in

ambient

storage temp.

2-8°C

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

InChI key

UQRORFVVSGFNRO-UTINFBMNSA-N

General description

A non-hormonal, alkylated imino sugar that acts as a transition state analog inhibitor of ceramide-specific glycosyltransferases and ER α-glucosidases I and II. Displays broad-spectrum anti-viral effects by inhibiting the processing of viral surface glycoproteins. Shown to reversibly induce infertility in male mammals.
A non-hormonal, alkylated iminosugar that acts as a transition state analog inhibitor of ceramide-specific glycosyltransferases and ER α-glucosidases I and II. Displays a broad-spectrum anti-viral activity by aiding the misfolding of glycoproteins. Shown to reversibly induce infertility in male mammals. Does not inhibit cell proliferation.

Please note that the molecular weight for this compound is batch-specific due to variable water content.

Biochem/physiol Actions

Cell permeable: no
Primary Target
Ceramide-specific glycosyltransferases
Product does not compete with ATP.
Reversible: yes

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Other Notes

Dwek, R.A., et al. 2002. Nat. Rev. Drug Discovery1, 65.
van der Spoel, A.C., et al. 2002. Proc. Natl. Acad. Sci. USA99, 17173.
Platt, F.M., et al. 1997. Science276, 428.
Block, T.M., et al. 1994. Proc. Natl. Acad. Sci. USA91, 2235.
Platt, F.M., et al. 1994. J. Biol. Chem.269, 8362.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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