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SBR00041

Sigma-Aldrich

Cefiderocol

Synonym(s):

S-649266

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About This Item

Empirical Formula (Hill Notation):
C30H34ClN7O10S2
CAS Number:
1225208-94-5
Molecular Weight:
752.21
MDL number:
MFCD30533432
UNSPSC Code:
12352111
NACRES:
NA.76

Assay

≥95% (HPLC)

Quality Level

100

form

solid

reaction suitability

reagent type: chelator

antibiotic activity spectrum

Gram-negative bacteria

Mode of action

protein synthesis | inhibits

storage temp.

−20°C

SMILES string

NC1=NC(/C(C(N[C@@H]2C(N3[C@@H]2SCC(C[N+]4(CCCC4)CCNC(C5=CC=C(O)C(O)=C5Cl)=O)=C3C([O-])=O)=O)=O)=N/OC(C(O)=O)(C)C)=CS1

InChI

1S/C30H34ClN7O10S2/c1-30(2,28(46)47)48-36-19(16-13-50-29(32)34-16)24(42)35-20-25(43)37-21(27(44)45)14(12-49-26(20)37)11-38(8-3-4-9-38)10-7-33-23(41)15-5-6-17(39)22(40)18(15)31/h5-6,13,20,26H,3-4,7-12H2,1-2H3,(H7-,32,33,34,35,36,39,40,41,42,44,45,46,47)/t20-,26-/m1/s1

InChI key

DBPPRLRVDVJOCL-FQRUVTKNSA-N

Related Categories

General description

Cefiderocol has been shown to be effective in preventing the emergence of resistant mutants but is not active against methicillin-resistant Staphylococcus aureus (MRSA) or colistin-resistant bacteria. This versatile compound finds applications in cell biology and biochemical research.
Cefiderocol is a novel injectable siderophore cephalosporin, which was formerly known as S-649266. It has a catechol-type siderophore and cephalosporin core and side chains. Cefiderocol has structural similarity with both ceftazidime and cefepime, besides the chlorocatechol group on the end of the C-3 chain.

Application

Cefiderocol has been used:
  • study bacterial infections and tracking their uptake in vivo
  • the study of the activity of Cefiderocol against gram-negative bacteria

Biochem/physiol Actions

Mode of Action: Cefiderocol binds to specific proteins called penicillin-binding proteins (PBPs) located on the bacterial cell wall. This binding affinity inhibits the synthesis of the bacterial cell wall, leading to cell lysis and bacterial death.

Antimicrobial Spectrum: Cefiderocol has strong antimicrobial properties, especially against a wide spectrum of Gram-negative pathogens. Due to its siderophore core it is also a natural iron-chelator, which adds to its antibacterial activities.

Features and Benefits

  • High-quality antibiotic suitable for multiple research applications
  • Ideal for Cell Biology and Biochemical research

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Disclaimer

The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Janet Y Wu et al.
Infectious diseases and therapy, 9(1), 17-40 (2020-02-20)
Cefiderocol, formerly S-649266, is a first in its class, an injectable siderophore cephalosporin that combines a catechol-type siderophore and cephalosporin core with side chains similar to cefepime and ceftazidime. This structure and its unique mechanism of action confer enhanced stability
Takafumi Sato et al.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America, 69(Suppl 7), S538-S543 (2019-11-15)
The emergence of antimicrobial resistance is a significant public health issue worldwide, particularly for healthcare-associated infections caused by carbapenem-resistant gram-negative pathogens. Cefiderocol is a novel siderophore cephalosporin targeting gram-negative bacteria, including strains with carbapenem resistance. The structural characteristics of cefiderocol
Justin J Choi et al.
Expert opinion on investigational drugs, 27(2), 193-197 (2018-01-11)
The emergence of multidrug-resistant bacterial pathogens has led to a global public health emergency and novel therapeutic options and drug-delivery systems are urgently needed. Cefiderocol is a siderophore cephalosporin antibiotic that has recently been developed to combat a variety of

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