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ProductsBack/GE2270A [134861-34-0]
Chemical Structure
Chemical Structure
Chemical Structure

GE2270A [134861-34-0]

Research Use Only
AG-CN2-0303
AdipoGen Life Sciences
CAS Number134861-34-0
DownloadMSDS
Product group Chemicals
Estimated Purity>95%
Molecular Weight1290.5
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    GE2270A
  • Delivery Days Customer
    10
  • CAS Number
    134861-34-0
  • Certification
    Research Use Only
  • Estimated Purity
    >95%
  • Molecular Formula
    C56H55N15O10S6
  • Molecular Weight
    1290.5
  • Scientific Description
    Chemical. CAS: 134861-34-0. Formula: C56H55N15O10S6. MW: 1290.5. Isolated from Planobispora rosea. Thiopeptide antibiotic. Antibacterial agent by inhibiting bacterial protein synthesis. Active against numerous Gram-positive pathogens, including methicillin-resistant strains of Staphylococcus aureus and vancomycin-resistant Enterococcus spp. Inhibitor of domain II of elongation factor Tu (EF-Tu). Inhibits protein synthesis by blocking the GDP to GTP conformational change and by directly competing with aminoacyl-tRNA for the same binding site on EF-Tu. - Thiopeptide antibiotic. Antibacterial agent by inhibiting bacterial protein synthesis. Active against numerous Gram-positive pathogens, including methicillin-resistant strains of Staphylococcus aureus and vancomycin-resistant Enterococcus spp. Inhibitor of domain II of elongation factor Tu (EF-Tu). Inhibits protein synthesis by blocking the GDP to GTP conformational change and by directly competing with aminoacyl-tRNA for the same binding site on EF-Tu.
  • SMILES
    O=C1C2=CSC(C3=CC=C(C4=NC(C5=N[C@H](C(N6[C@@H](CCC6)C(N)=O)=O)CO5)=CS4)N=C3C7=CSC(C8=CSC(C(NC(CNC(C9=C(COC)SC([C@H](C(C)C)NC(C%10=C(C)SC([C@@](CC(NC)=O)([H])N1)=N%10)=O)=N9)=O)=O)[C@H](C%11=CC=CC=C%11)O)=N8)=N7)=N2
  • Storage Instruction
    -20°C,2°C to 8°C
  • UNSPSC
    12352200

References

  • Antibiotic GE2270 a: a novel inhibitor of bacterial protein synthesis. I. Isolation and characterization: E. Selva, et al.; J. Antibiot. 44, 693 (1991)
  • Antibiotic GE2270 A: a novel inhibitor of bacterial protein synthesis. II. Structure elucidation: J. Kettenring, et al.; J. Antibiot. 44, 702 (1991)
  • Probing the reactivity of the GTP- and GDP-bound conformations of elongation factor Tu in complex with the antibiotic GE2270 A: P.H. Anborgh & A. Parmeggiani; J. Biol. Chem. 268, 24622 (1993)
  • In vitro Antimicrobial Activity of the Thiazolyl Peptide Antibiotic MDL 62,879 (GE2270 A): M.T. Kenny, et al.; Chemotherapy 43, 254 (1997)
  • Structure of an EF-Tu Complex with a Thiazolyl Peptide Antibiotic Determined at 2.35 Å Resolution: Atomic Basis for GE2270A Inhibition of EF-Tu: S.E. Heffron & F. Jurnak; Biochemistry 39, 37 (2000)
  • Structural basis of the action of pulvomycin and GE2270 A on elongation factor Tu: A. Parmeggiani, et al.; Biochemistry 45, 6846 (2006)
  • Thiazolyl peptide antibiotic biosynthesis: a cascade of post-translational modifications on ribosomal nascent proteins: C.T. Walsh, et al.; J. Biol. Chem. 285, 27525 (2010)
  • Elfamycins: inhibitors of elongation factor-Tu: S.M. Prezioso, et al.; Mol. Microbiol. 106, 22 (2017) (Review)