Rifamycin O

CHF 90.00
In stock
AG-CN2-0333-M05050 mgCHF 90.00
AG-CN2-0333-M500500 mgCHF 490.00
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Product Details
Synonyms 4-O-(Carboxymethyl)-1-deoxy-1,4-dihydro-4-hydroxy-1-oxo-rifamycin γ-lactone; NSC 182391
Product Type Chemical
Properties
Formula

C39H47NO14

MW 753.8
CAS 14487-05-9
Source/Host Chemicals Semisynthetic.
Purity Chemicals ≥90% (HPLC)
Appearance Beige powder.
Solubility Soluble in DMSO, aqueous acetonitrile or ethanol.
Identity Determined by 1H-NMR and MS.
InChi Key RAFHKEAPVIWLJC-MENVPHBUSA-N
Smiles O=C1C(NC(/C(C)=C\C=C\[C@H](C)[C@H](O)[C@@H](C)[C@H]([C@@H](C)[C@@H]([C@H](C)[C@H](/C=C/O2)OC)OC(C)=O)O)=O)=CC3(OCC(O3)=O)C4=C5C(O[C@@]2(C)C5=O)=C(C)C(O)=C41
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from light.
Protect from light when in solution.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
  • Ansamycin antibiotic.
  • Selective inhibitor of bacterial DNA-dependent RNA polymerase (RNAP).
  • Effective against mycobacteria and therefore used in research of tuberculosis, leprosy and Mycobacterium avium complex (MAC) infections.
Product References
  1. Production of Rifamycin O by Streptomyces 4107 A2: S. Sugawara, et al.; J. Antibiot. 17, 29 (1964)
  2. Rifamycins: A General View: S. Riva & L.G. Silvestri; Ann. Rev. Microbiol. 26, 199 (1972)
  3. The constitution and configuration of rifamycins B, O, S and SV: W. Oppolzer & V. Prelog; Helv. Chim. Acta 56, 2287 (1973)
  4. Comprehensive study on structure-activity relationships of rifamycins: discussion of molecular and crystal structure and spectroscopic and thermochemical properties of rifamycin O: A. Bacchi, et al.; J. Med. Chem. 41, 2319 (1998)
  5. Rifamycins-Mode of Action, Resistance, and Biosynthesis: H.G. Floss & T.-W. Yu; Chem. Rev. 105, 621 (2005)
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