2-Acetamido-1,2-dideoxynojirimycin, N-acetylglucosaminidase inhibitor (ab144673)

Overview

  • Product name

    2-Acetamido-1,2-dideoxynojirimycin, N-acetylglucosaminidase inhibitor
  • Description

    Potent inhibitor of a number of N-acetylglucosaminidases
  • Alternative names

    • 2-Acetamido-1,2,5-trideoxy-1,5-imino-D-glucitol
    • 2-Acetamido-1,5-imino-1,2,5-trideoxy-D-glucitol
    • 2-ADN
    • DNJNAc
    • N-[(3S,4R,5R,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-piperidinyl]acetamide
    see all
  • Biological description

    Deoxynojirimycin analog. Potent inhibitor of a number of N-acetylglucosaminidases (Ki = 0.45 µM for human alpha-N-acetylglucosaminidase).

  • CAS Number

    105265-96-1
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    N-[(3S,4R,5R,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-piperidinyl]acetamide

  • Molecular weight

    204.22
  • Molecular formula

    C8H16N2O4
  • Storage instructions

    Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.
  • Solubility overview

    Silightly soluble in water

  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • Source

    Synthetic

References

This product has been referenced in:

  • de la Fuente A  et al. Stereoselective synthesis of 2-acetamido-1,2-dideoxynojirimycin (DNJNAc) and ureido-DNJNAc derivatives as new hexosaminidase inhibitors. Org Biomol Chem 13:6500-10 (2015). Read more (PubMed: 25975710) »
  • Kim YK  et al. Suppression of beta-N-acetylglucosaminidase in the N-glycosylation pathway for complex glycoprotein formation in Drosophila S2 cells. Glycobiology 19:301-8 (2009). Read more (PubMed: 19054802) »
  • Zhao KW & Neufeld EF Purification and characterization of recombinant human alpha-N-acetylglucosaminidase secreted by Chinese hamster ovary cells. Protein Expr Purif 19:202-11 (2000). Read more (PubMed: 10833408) »
  • Böshagen H  et al. The chemistry of the 1-deoxynojirimycin system. Synthesis of 2-acetamido-1,2-dideoxynojirimycin from 1-deoxynojirimycin. Carbohydr Res 164:141-8 (1987). Read more (PubMed: 2957054) »

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