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Chemical Structure
Chemical Structure
Chemical Structure

Ramoplanin A2 [81988-88-7]

Research Use Only
AG-CN2-0318
AdipoGen Life Sciences
CAS Number81988-88-7
Product group Chemicals
Estimated Purity>90%
Molecular Weight2554.1
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Ramoplanin A2
  • Delivery Days Customer
    10
  • CAS Number
    81988-88-7
  • Certification
    Research Use Only
  • Estimated Purity
    >90%
  • Molecular Formula
    C119H154ClN21O40
  • Molecular Weight
    2554.1
  • Scientific Description
    Chemical. CAS: 81988-88-7 [A2]. Formula: C119H154ClN21O40. MW: 2554.1. Isolated from Actinoplanes sp. Glycolipodepsipeptide antibiotic. Complex of structurally related molecules A1, A2 and A3, with ramoplanin A2 as the primary component. Antibacterial and antiviral agent with activity against aerobic and anaerobic Gram-positive bacteria such as Clostridium difficile and antibiotic-resistant enterococci. Inhibits cell wall synthesis and consequently bacterial growth by forming a complex with lipid intermediate II (Lipid II), a key intermediate in peptidoglycan biosynthesis. - Glycolipodepsipeptide antibiotic. Complex of structurally related molecules A1, A2 and A3, with ramoplanin A2 as the primary component. Antibacterial and antiviral agent with activity against aerobic and anaerobic Gram-positive bacteria such as Clostridium difficile and antibiotic-resistant enterococci. Inhibits cell wall synthesis and consequently bacterial growth by forming a complex with lipid intermediate II (Lipid II), a key intermediate in peptidoglycan biosynthesis.
  • SMILES
    OC[C@H]([C@@H](O)[C@H](O)[C@@H]1O)O[C@]1([H])O[C@@H]2[C@H](O[C@H](CO)[C@@H](O)[C@@H]2O)OC3=CC=C([C@@H]4NC([C@H](NC([C@@H](NC(C(NC([C@@H](C5=CC=C(O)C=C5)NC([C@@](C6=CC=C(O)C=C6)([H])NC([C@@](NC([C@H](NC([C@@H](C7=CC=C(O)C=C7)NC([C@@H](NC([C@H](CC(N)=O)NC(/C=C\C=C\CC(C)C)=O)=O)[C@@H](C(N)=O)OC([C@@](C8=CC(Cl)=C(O)C=C8)([H])NC([C@@H](C)NC([C@H](CC(C)C)NC(CNC([C@H](C9=CC=C(O)C=C9)NC([C@]([C@H](O)C)([H])NC4=O)=O)=O)=O)=O)=O)=O)=O)=O)CCCN)=O)([H])[C@H](O)C)=O)=O)=O)[C@@H](O)C)=O)CC%10=CC=CC=C%10)=O)CCCN)=O)C=C3
  • Storage Instruction
    -20°C,2°C to 8°C
  • UNSPSC
    12352200

References

  • A-16686, a new antibiotic from Actinoplanes. I. Fermentation, isolation and preliminary physico-chemical characteristics: B. Cavalleri, et al.; J. Antibiot. 37, 309 (1984)
  • A-16686, a new antibiotic from Actinoplanes. II. Biological properties: R. Pallanza, et al.; J. Antibiot. 37, 318 (1984)
  • In vitro evaluation of ramoplanin (MDL 62198, A 16686): S. Dixson, et al.; Eur. J. Clin. Microbiol. Infect. Dis. 7, 819 (1988)
  • In vitro bactericidal activity of the glycopeptide compounds vancomycin, teicoplanin and ramoplanin (A-16686/MDL 62,198): M.D. O'Hare, et al.; J. Chemother. 1, 210 (1989)
  • In-vitro studies with ramoplanin (MDL 62,198): a novel lipoglycopeptide antimicrobial: M.D. O'Hare, et al.; J. Antimicrob. Chemother. 25, 217 (1990)
  • Inhibition of peptidoglycan biosynthesis by ramoplanin: E.A. Somner & P.E. Reynolds; Antimicrob. Agents Chemother. 34, 413 (1990)
  • In-vitro activity of vancomycin, teicoplanin, daptomycin, ramoplanin, MDL 62873 and other agents against staphylococci, enterococci and Clostridium difficile: A. Bartoloni, et al.; J. Antimicrob. Chemother. 26, 627 (1990)
  • Bactericidal activity of ramoplanin against antibiotic-resistant enterococci: C.C. Johnson, et al.; Antimicrob. Agents Chemother. 36, 2342 (1992)
  • In vitro activity of ramoplanin against vancomycin-resistant gram-positive organisms: L.A. Collins, et al.; Antimicrob. Agents Chemother. 37, 1364 (1993)
  • A new structure for the substrate-binding antibiotic ramoplanin: M.C. Lo, et al.; JACS 123, 8640 (2001)