R7382

Sigma-Aldrich

Rifampicin

suitable for plant cell culture, BioReagent, ≥97% (HPLC), crystalline

Synonym(s):
Rifampin, Rifamycin AMP, 3-(4-Methylpiperazinyliminomethyl)rifamycin SV
Empirical Formula (Hill Notation):
C43H58N4O12
CAS Number:
Molecular Weight:
822.94
Beilstein/REAXYS Number:
5723476
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.72
Pricing and availability is not currently available.

Quality Level

product line

BioReagent

assay

≥97% (HPLC)

form

crystalline

application(s)

cell culture | plant: suitable

solubility

chloroform: 50 mg/mL, clear

Featured Industry

Agriculture

Mode of action

protein synthesis | interferes

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycobacteria

storage temp.

−20°C

SMILES string

CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)C(C)=C\C=C\[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)c(\C=N\N5CCN(C)CC5)c(O)c4c3C2=O

InChI

1S/C43H58N4O12/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,49-53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14+,22-13-,44-20+/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1

InChI key

JQXXHWHPUNPDRT-WLSIYKJHSA-N

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General description

Chemical structure: macrolide

Application

Rifampicin, a rifamycin, is active against mycobacteria. Rifamycin, is also an inhibitor of chloroplast RNA polymerase and may be used to study chloroplast-level DNA transcription in plants.

Packaging

1, 5 g in glass bottle

Biochem/physiol Actions

Mode of Action: Inhibits initiation of RNA synthesis by binding to β-subunit of RNA polymerase.
Inhibits the assembly of DNA and protein into mature virus particles.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Product is sensitive to light and moisture. Store under inert gas.

Pictograms

Exclamation mark

Signal Word

Warning

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Stephan Eberhard et al.
The Plant journal : for cell and molecular biology, 31(2), 149-160 (2002-07-18)
We performed a systematic investigation of the quantitative relationship between genome copy number, transcription, transcript abundance and synthesis of photosynthetic proteins in the chloroplast of the green algae Chlamydomonas reinhardtii grown either in mixotrophic or phototrophic conditions. The chloroplast gene...
Sandra V Kik et al.
The Journal of infectious diseases, 211 Suppl 2, S58-S66 (2015-03-15)
The potential available market (PAM) for new diagnostics for tuberculosis that meet the specifications of the high-priority target product profiles (TPPs) is currently unknown. We estimated the PAM in 2020 in 4 high-burden countries (South Africa, Brazil, China, and India)...
Anil Koul et al.
Nature chemical biology, 3(6), 323-324 (2007-05-15)
The diarylquinoline R207910 (TMC207) is a promising candidate in clinical development for the treatment of tuberculosis. Though R207910-resistant mycobacteria bear mutations in ATP synthase, the compound's precise target is not known. Here we establish by genetic, biochemical and binding assays...
Samy Figueiredo et al.
Antimicrobial agents and chemotherapy, 53(6), 2657-2659 (2009-03-25)
Two clonally related Acinetobacter baumannii isolates, A1 and A2, were obtained from the same patient. Isolate A2, selected after an imipenem-containing treatment, showed reduced susceptibility to carbapenems. This resistance pattern was related to insertion of the ISAba1 element upstream of...
Laurent Poirel et al.
Antimicrobial agents and chemotherapy, 55(2), 934-936 (2010-12-01)
Seven carbapenem-resistant NDM-1-positive Klebsiella pneumoniae isolates were recovered from patients hospitalized between 2007 and 2009 in different wards at a referral and tertiary care center in Nairobi. Most of the isolates were obtained from urine. All isolates carried the bla(NDM-1)...
Articles
Antibiotic kill curve is a dose response experiment in which mammalian cells are subjected to increasing amounts of selection antibiotic
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