C7039

Sigma-Aldrich

Cefotaxime sodium salt

suitable for plant cell culture, BioReagent, powder

Synonym(s):
Cefotaxim sodium salt
Empirical Formula (Hill Notation):
C16H16N5NaO7S2
CAS Number:
Molecular Weight:
477.45
Beilstein/REAXYS Number:
5711411
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.72

Quality Level

product line

BioReagent

form

powder

application(s)

cell culture | plant: suitable

color

white to light yellow

solubility

H2O: soluble (aqueous solutions of pH 4.3-6.2 are stable up to 3 weeks at 2-8 °C.)

Featured Industry

Agriculture

Mode of action

cell wall synthesis | interferes

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

storage temp.

2-8°C

SMILES string

[Na+].[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c3csc(N)n3)C([O-])=O

InChI

1S/C16H17N5O7S2.Na/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8;/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26);/q;+1/p-1/b20-9-;/t10-,14-;/m1./s1

InChI key

AZZMGZXNTDTSME-JUZDKLSSSA-M

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General description

Chemical structure: ß-lactam

Application

Cefotaxime sodium salt has been used as an test antibiotic in antibiotic susceptibility testing (AST) methods. It has also been used as an antibiotic to remove bacteria from O. tauri cultures.

Biochem/physiol Actions

Cefotaxime, a cephalosporin antibiotic, is active against both gram-negative and gram-positive bacteria. In addition, cefotaxime blocks the division of cyanobacteria. It also has an ability to inhibit the cell division of lower plant organelles/plastids such as the photosynthetic organelles of glaucophytes and chloroplasts of bryophytes.
Cefotaxim inhibits bacterial cell wall synthesis by binding to penicillin-binding proteins (PBPs) which inhibits the final transpeptidation step of peptidoglycan synthesis in bacterial cell walls. As a result, bacteria lyse due to cell wall autolytic enzymes.

Other Notes

Broad spectrum third generation cephalosporin antibiotic.
Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place. Keep in a dry place.

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Anthony Ayodeji Adegoke et al.
Antimicrobial resistance and infection control, 9(1), 46-46 (2020-03-14)
The World Health Organization (WHO) recently classified Enterobacteriaceae resistance to third-generation cephalosporin into the group of pathogens with critical criteria for future research. A study to assess the antibiogram and beta-lactamase genes among the cefotaxime resistant E. coli (CREc) from...
Metabolic profiling identifies trehalose as an abundant and diurnally fluctuating metabolite in the microalga Ostreococcus tauri
Hirth M, et al.
Metabolomics, 13(9), 68-68 (2017)
Cefotaxime. A review of its antibacterial activity, pharmacological properties and therapeutic use.
AA C, et al.
Drugs (1983)
Bacterial nanoscale cultures for phenotypic multiplexed antibiotic susceptibility testing
Weibull E, et al.
Journal of Clinical Microbiology, 52(9), 3310-3317 (2014)
Valeria Di Dato et al.
Scientific reports, 9(1), 9893-9893 (2019-07-11)
Diatoms are phytoplankton eukaryotic microalgae that are widely distributed in the world's oceans and are responsible for 20-25% of total carbon fixation on the planet. Using transcriptome sequencing here we show for the first time that the ubiquitous diatom Thalassiosira...

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