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C8145

Sigma-Aldrich

Cefsulodin sodium salt hydrate

third-generation cephalosporin antibiotic

Synonym(s):

7-(D-α-Sulfophenylacetamido)ceph-3-em-3-(4′-carbamoylpyridinium)methyl-4-carboxylate sodium salt

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About This Item

Empirical Formula (Hill Notation):
C22H19N4NaO8S2 · xH2O
CAS Number:
52152-93-9
Molecular Weight:
554.53 (anhydrous basis)
EC Number:
257-692-4
MDL number:
MFCD07793338
UNSPSC Code:
51284140
PubChem Substance ID:
24278340
NACRES:
NA.85

form

powder or crystals

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

[Na+].NC(=O)c1cc[n+](CC2=C(N3[C@H](SC2)[C@H](NC(=O)[C@@H](c4ccccc4)S([O-])(=O)=O)C3=O)C([O-])=O)cc1

InChI

1S/C22H20N4O8S2.Na/c23-18(27)13-6-8-25(9-7-13)10-14-11-35-21-15(20(29)26(21)16(14)22(30)31)24-19(28)17(36(32,33)34)12-4-2-1-3-5-12;/h1-9,15,17,21H,10-11H2,(H4-,23,24,27,28,30,31,32,33,34);/q;+1/p-1/t15-,17-,21-;/m1./s1

InChI key

REACMANCWHKJSM-DWBVFMGKSA-M

Related Categories

General description

Chemical structure: ß-lactam

Application

Cefsulodin is a third generation cephalosporin antibiotic that has very specific activity against Pseudomonas aeruginosa. Cefuslodin is used in CIN (cefsulodin-Irgasan-novobiocin) agar to select for microorganisms such as E. coli. Cefsulodin is a substrate for rat Oatp1a4. It has been used to study multidrug resistance-associated protein 4 in efflux transport of prostaglandin E2 across the mouse blood-brain barrier.
Cefsulodin is used to study the effect of expression, binding, and inhibition of PBP1 and other penicillin-binding proteins (PBPs) on bacterial cell wall mucopeptide synthesis.

Biochem/physiol Actions

Cefsulodin is a cephalosporin. Cephalosporins disrupt cell wall synthesis by inhibiting PBP crosslinking of peptidoglycan.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

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Danièle Joseleau-Petit et al.
Journal of bacteriology, 189(18), 6512-6520 (2007-06-26)
Growing bacterial L forms are reputed to lack peptidoglycan, although cell division is normally inseparable from septal peptidoglycan synthesis. To explore which cell division functions L forms use, we established a protocol for quantitatively converting a culture of a wild-type
M A Hornitzky et al.
FEMS microbiology letters, 198(1), 17-22 (2001-04-28)
The prevalence of complex Shiga toxin-producing Escherichia coli (STEC), i.e. STEC containing accessory virulence factors intimin (eaeA) and/or enterohaemorrhagic E. coli haemolysin (ehxA) and their serotypes were determined in diagnostic bovine faecal samples processed during a 3 months period. The
A Lehmacher et al.
Applied and environmental microbiology, 64(7), 2449-2453 (1998-07-02)
The presence of a hemolysin-encoding gene, elyA or hlyA, from Shiga toxin-producing Escherichia coli (STEC) was detected by PCR in each of 95 strains tested. PCR products of elyA from human STEC isolates of serovars frequently detected in Germany, such
J P Basly et al.
International journal of radiation biology, 75(2), 259-263 (1999-03-11)
This paper reports experimental data on the ESR identification of four irradiated cephalosporins (cefpodoxime, cefsulodin, cefixime and ceftizoxime). Equations to describe the ESR curves versus the dose and storage time were developed using mathematical procedures. Limits of detection (LOD) and
Sujoy K Sarkar et al.
PloS one, 7(11), e48598-e48598 (2012-11-10)
The combination of antibiotics is one of the strategies to combat drug-resistant bacteria, though only a handful of such combinations are in use, such as the β-lactam combinations. In the present study, the efficacy of a specific sub-inhibitory concentration of
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