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C7039

Sigma-Aldrich

Cefotaxime sodium salt

powder or crystals, suitable for plant cell culture, BioReagent

Synonym(s):

Cefotaxim sodium salt

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About This Item

Empirical Formula (Hill Notation):
C16H16N5NaO7S2
CAS Number:
Molecular Weight:
477.45
Beilstein:
5711411
EC Number:
MDL number:
UNSPSC Code:
10171502
PubChem Substance ID:
NACRES:
NA.72

product name

Cefotaxime sodium salt, suitable for plant cell culture, BioReagent, powder or crystals

product line

BioReagent

form

powder or crystals

technique(s)

cell culture | plant: suitable

color

off-white to pale yellow

solubility

H2O: 10% ( )

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

application(s)

agriculture

Mode of action

cell wall synthesis | interferes

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

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.
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.

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

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Bacterial nanoscale cultures for phenotypic multiplexed antibiotic susceptibility testing
Weibull E, et al.
Journal of Clinical Microbiology, 52(9), 3310-3317 (2014)
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)
Urinary Tract Infection in Children and Antimicrobial Resistance Pattern: Children UTI and Antibiotic Resistance (2019)

Protocols

Reference guide and preparation guide for antibiotic and antimycotic use in plant tissue culture.

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