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ProductsBack/GE81112 A/B [883726-13-4]
Chemical Structure
Chemical Structure
Chemical Structure

GE81112 A/B [883726-13-4]

Research Use Only
AG-CN2-0306
AdipoGen Life Sciences
CAS Number883726-13-4
DownloadMSDS
Product group Chemicals
Estimated Purity>90%
Molecular Weight644.0 [A]659.1 [B]
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    GE81112 A/B [883726-13-4, 883726-14-5]
  • Delivery Days Customer
    10
  • CAS Number
    883726-13-4
  • Certification
    Research Use Only
  • Estimated Purity
    >90%
  • Molecular Formula
    C24H34ClN9O10 [A] C24H35ClN10O10 [B]
  • Molecular Weight
    644.0 [A]659.1 [B]
  • Scientific Description
    Chemical. CAS: 883726-13-4 [GE81112A], 883726-14-5 [GE81112B]. Formula: C24H34ClN9O10 [A], C24H35ClN10O10 [B]. MW: 644.0 [A]659.1 [B]. Isolated from Strepomyces sp. Tetrapeptide antibiotic. Potent and selective inhibitor of bacterial protein synthesis. Translational inhibitor specific for the initiation phase. Binds to the 30S ribosomal subunit and specifically inhibits P-site decoding of the mRNA initiation codon by the fMet-tRNA anticodon. Inhibits in vivo protein synthesis but not other cell functions such as DNA duplication, transcription and cell wall synthesis. Antibacterial activity against some Gram-positive and Gram-negative bacteria. Unique scaffold for designing new drugs. - Tetrapeptide antibiotic. Potent and selective inhibitor of bacterial protein synthesis. Translational inhibitor specific for the initiation phase. Binds to the 30S ribosomal subunit and specifically inhibits P-site decoding of the mRNA initiation codon by the fMet-tRNA anticodon. Inhibits in vivo protein synthesis but not other cell functions such as DNA duplication, transcription and cell wall synthesis. Antibacterial activity against some Gram-positive and Gram-negative bacteria. Unique scaffold for designing new drugs.
  • SMILES
    R=H: O[C@H](C1=CN=C(Cl)N1)[C@@H](C(O)=O)NC([C@@H](NC([C@H](C[C@H](O)COC(N)=O)NC([C@@H]2[C@@H](CCCN2)O)=O)=O)CC3=CN=C([H])N3)=O R=NH2: O[C@H](C1=CN=C(Cl)N1)[C@@H](C(O)=O)NC([C@@H](NC([C@H](C[C@H](O)COC(N)=O)NC([C@@H]2[C@@H](CCCN2)O)=O)=O)CC3=CN=C(N)N3)=O
  • Storage Instruction
    -20°C,2°C to 8°C
  • UNSPSC
    12352200

References

  • Specific, efficient, and selective inhibition of prokaryotic translation initiation by a novel peptide antibiotic: L. Brandi, et al.; PNAS 103, 39 (2006)
  • Novel tetrapeptide inhibitors of bacterial protein synthesis produced by a Streptomyces sp: L. Brandi, et al.; Biochemistry 45, 3692 (2006)
  • Inhibition of translation initiation complex formation by GE81112 unravels a 16S rRNA structural switch involved in P-site decoding: A. Fabbretti, et al.; PNAS 113, E2286 (2016)
  • The Oligopeptide Permease Opp Mediates Illicit Transport of the Bacterial P-site Decoding Inhibitor GE81112: A. Maio, et al.; Antibiotics 24, 5 (2016)
  • Structure of a 30S pre-initiation complex stalled by GE81112 reveals structural parallels in bacterial and eukaryotic protein synthesis initiation pathways: J.P. Lopez-Alonso, et al.; Nucleic Acids Res. 45, 2179 (2017)