Netropsin dihydrochloride, DNA minor groove binding ligand (ab146342)

Overview

  • Product name

    Netropsin dihydrochloride, DNA minor groove binding ligand
  • Description

    DNA minor groove binding ligand.
  • Alternative names

    • 4-([((Aminoiminomethyl)amino)acetyl)amino)-N-(5-(((3-amino-3-iminopropyl)amino)carbonyl]-1-methyl-1H-pyrrol-3-yl)-1-methyl-1H-pyrrole-3-carboxamide
    • Congocidin
    • Sinanomycin
  • Biological description

    DNA minor groove binding ligand with potential antibiotic and antiviral properties. Binds to AT-rich regions in dsDNA, and has the ability to block DNA helicase, Topoisomerase and endonuclease, and also to interfere with transcription factor binding in these regions. Binds to dsDNA in a non-intercalative manner.


     

  • Purity

    > 98%
  • CAS Number

    1438-30-8
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    N-[4-[(3-Amino-3-iminopropyl)carbamoyl]-1-methylpyrrol-3-yl]-4-[[2-(diaminomethylideneamino)acetyl]amino]-1-methylpyrrole-2-carboxamide dihydrochloride
  • Molecular weight

    503.39
  • Molecular formula

    C18H26N10O3.2HCl
  • PubChem identifier

    16219788
  • Storage instructions

    Store at -20°C (desiccating conditions).
  • Solubility overview

    Soluble in water (1 mg/mL)
  • Handling

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

  • Source

    Streptomyces netropsis

References

This product has been referenced in:

  • Premvardhan L & Maurizot JC Netropsin binding in five duplex-dimer DNA constructs as a function of size and distance between binding sites: circular dichroism and absorption spectroscopy. Eur Biophys J 39:781-7 (2010). Read more (PubMed: 19859703) »
  • Grant MA  et al. Netropsin improves survival from endotoxaemia by disrupting HMGA1 binding to the NOS2 promoter. Biochem J 418:103-12 (2009). Read more (PubMed: 18937643) »
  • Mishra K  et al. Netropsin, a minor groove binding ligand: a potential radioprotective agent. Radiat Res 172:698-705 (2009). Read more (PubMed: 19929416) »
  • Bielawski K  et al. Molecular modelling of the interaction of carbocyclic analogues of netropsin and distamycin with d(CGCGAATTCGCG)2. Acta Biochim Pol 47:855-66 (2000). Read more (PubMed: 11310985) »
  • Ren J & Chaires JB Sequence and structural selectivity of nucleic acid binding ligands. Biochemistry 38:16067-75 (1999). Read more (PubMed: 10587429) »
  • Beerman TA  et al. Netropsin and bis-netropsin analogs as inhibitors of the catalytic activity of mammalian DNA topoisomerase II and topoisomerase cleavable complexes. Biochim Biophys Acta 1090:52-60 (1991). Read more (PubMed: 1653020) »

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