Rifamycin AF-O13

AdipoGen Life Sciences
Product Code: AG-CN2-0336
CodeSizePrice
AG-CN2-0336-M01010 mg£120.00
Quantity:
AG-CN2-0336-M05050 mg£450.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
3-Formylrifamycin SV O-n-octyloxime; 3- Formylrifamycin SV O-octyloxime; AF 013; NCI 143-483; NSC 143483; Rifampicin AF 013; Rifamycin AF 013
Appearance:
Red powder.
CAS:
35225-13-9
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.Protect from light.Protect from light when in solution.
InChi:
InChI=1S/C46H64N2O13/c1-11-12-13-14-15-16-21-59-47-23-31-36-41(54)34-33(40(31)53)35-43(29(7)39(34)52)61-46(9,44(35)55)58-22-20-32(57-10)26(4)42(60-30(8)49)28(6)38(51)27(5)37(50)24(2)18-17-19-25(3)45(56)48-36/h17-20,22-24,26-28,32,37-38,42,50-54H,11-16,21H2,1-10H3,(H,48,56)/b18-17+,22-20+,25-19-,47-23+/t24-,26+,27+,28+,32?,37-,38+,42+,46-/m0/s1
InChiKey:
DTEDDHSJILGOKQ-RIPXLWFGSA-N
Long Description:
Chemical. CAS: 35225-13-9. Formula: C46H64N2O13. MW: 853. Semisynthetic. Ansamycin antibiotic. Potent inhibitor of nucleic acid polymerizing enzymes and of some hormone receptors. Selective inhibitor of bacterial DNA-dependent RNA polymerase (RNAP). Inhibitor of RNA-dependent DNA polymerase of MSV. Effective against mycobacteria, and therefore might be used in research of tuberculosis, leprosy and mycobacterium avium complex (MAC) infections.
Molecular Formula:
C46H64N2O13
Molecular Weight:
853
Package Type:
Vial
Product Description:
Ansamycin antibiotic. Potent inhibitor of nucleic acid polymerizing enzymes and of some hormone receptors. Selective inhibitor of bacterial DNA-dependent RNA polymerase (RNAP). Inhibitor of RNA-dependent DNA polymerase of MSV. Effective against mycobacteria and therefore might be used in research of tuberculosis, leprosy and Mycobacterium avium complex (MAC) infections.
Purity:
>95% (HPLC)
SMILES:
OC1=C(NC(/C(C)=CC=C[C@H](C)[C@H](O)[C@@H](C)[C@H]([C@H]2C)O)=O)C(/C=N/OCCCCCCCC)=C(O)C3=C4C(O[C@@](O/C=C/[C@H](OC)[C@H]([C@H]2OC(C)=O)C)(C)C4=O)=C(C)C(O)=C31
Solubility Chemicals:
Soluble in DMSO, aqueous acetonitrile or ethanol.
Source / Host:
Semisynthetic.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Reverse transcriptase, RNA tumor virus transformation, and derivatives of rifamycin SV: R.C. Ting, et al.; Nat. New Biol. 236, 163 (1972) | Selective toxicity of rifamycin derivatives for leukaemic human leucocytes: R.G. Smith, et al.; Nat. New Biol. 236, 1166 (1972) | Rifamycin antibiotics: inhibitors of Rauscher murine leukemia virus reverse transcriptase and of purified DNA polymerases from human normal and leukemic lymphoblasts: S.S. Yang, et al.; J. Natl. Cancer Inst. 49, 7 (1972) | Rifamycin Derivatives Strongly Inhibiting RNA>DNA Polymerase (Reverse Transcriptase) of Murine Sarcoma Viruses: C. Gurgo, et al.; J. Natl. Cancer Inst. 49, 61 (1972) | Selective inhibition of Rous sarcoma virus production in transformed chick fibroblasts by two rifamycin derivatives: S. Barlati & P. Vigier; FEBS Lett. 24, 343 (1972) | Inhibition of RNA polymerases from rat liver by the semi-synthetic rifampicin derivatives: P.P. Juhasz, et al.; FEBS Lett. 27, 30 (1972) | Mechanism of action of a rifamycin derivative (AF-013) which is active on the nucleic acid polymerases insensitive to rifampicin: S. Riva, et al.; BBRC 49, 1263 (1972) | Action of rifamycin derivatives on RNA polymerase of human leukemic lymphocytes: M.J. Tsai & G.F. Saunders; PNAS 70, 2072 (1973) | Activation of DNA polymerase of murine leukemia virus by rifamycin derivatives: S. Barlati, et al.; Intervirol. 2, 33 (1974) | Specific inhibition of a primer-dependent nucleotide chain elongation reaction by the rifamycin derivative AF/013; S.T. Jacob, et al.; Arch. Biochem. Biophys. 164, 771 (1974) | Oximes of 3-formylrifamycin SV. Synthesis, antibacterial activity, and other biological properties: R. Cricchio, et al.; J. Med. Chem. 17, 396 (1974) | The inhibition of nuclear RNA synthesis by the rifampicin derivative AF/013 in living cells: E. Egyhazi; Biochim. Biophys. Acta 378, 205 (1975) | Mechanism of inhibition of RNA polymerase II and poly(adenylic acid) polymerase by the O-n-octyloxime of 3-formylrifamycin SV: K.M. Rose, et al.; Biochemistry 14, 3598 (1975) | The rifamycin derivative AF/013 is cytolytic: U. Scheer; Mol. Pharmacol. 11, 883 (1975) | Differential susceptibility of spleen focus-forming virus and murine leukemia viruses to ansamycin antibiotics: J.S. Horoszewicz, et al.; Antimicrob. Agents Chemother. 12, 4 (1977) | Different modes of inhibition of purified ribonucleic acid directed deoxyribonucleic acid polymerase of avian myeloblastosis virus by rifamycin SV derivatives: C. Gurgo & D.P.Grandgenett; Biochemistry. 16, 786 (1977) | Inhibition of DNA polymerases alpha and gamma by rifamycin derivative AF/013: T. Yagura, et al.; J. Biochem. 90, 1397 (1981) | Inhibitory action of aurintricarboxylic acid and rifamycin AF/013 at the polynucleotide domain of 1,25-dihydroxyvitamin D3-receptor complexes: W.S. Mellon; Biochem. Pharmacol. 33, 1047 (1984) | Inhibition by rifamycin AF/013 of thyroid hormone binding to the nuclear receptor: A. Inoue, et al.; J. Biochem. 102, 1365 (1987) | Effects of antibiotics on RNA polymerase III transcription: K. Logan & S. Ackerman; DNA 7, 483 (1988)

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