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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

Quality Level

200

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 Code

11 - Combustible Solids

WGK

WGK 3

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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Miguel Angel de Pedro et al.
Microbiology (Reading, England), 148(Pt 1), 79-86 (2002-01-10)
Periodic activation of zonal peptidoglycan (murein) synthesis at division sites in Escherichia coli has been reported recently. Zonal synthesis is responsible for septum formation, whereas elongation of the cell sacculus is performed by diffuse insertion of precursors. Zonal synthesis can
Friederike Hilbert et al.
International journal of food microbiology, 84(1), 111-115 (2003-06-05)
Yersinia enterocolitica is an important foodborne pathogen, but isolation of virulent Yersinia from food sources is still time consuming and requires skills. In this article, we describe a rapid urease screening on cefsulodin-irgasan-novobiocin (CIN) agar plates with an agar overlay
B Nerli et al.
Biochemistry and molecular biology international, 40(4), 823-831 (1996-11-01)
The binding to human serum albumin of three cephalosporins of pharmacological interest: cefoperazone, ceftriaxone and cefsulodin was studied by ultrafiltration and differential scanning calorimetry methods. The identification of the binding sites in albumin was also performed using probes for the
Paul G Higgins et al.
Water research, 140, 261-267 (2018-05-04)
The elimination of potentially pathogenic bacteria in wastewater treatment plants (WWTPs) attracts much attention in public health. Reports on the occurrence of the emerging hospital pathogen Acinetobacter baumannii in wastewaters do not include a continuous monitoring at all WWTP stages.
G Foster et al.
Journal of applied microbiology, 95(1), 155-159 (2003-06-17)
To compare the sensitivity of two pre-enrichment broth media prior to immunomagnetic separation for the isolation of Escherichia coli O157 from cattle faeces. One-gram portions of 721 cattle faeces collected from 43 farms were pre-enriched in buffered peptone water containing
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