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C8145

Sigma-Aldrich

Cefsulodin sodium salt hydrate

third-generation cephalosporin antibiotic

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Synonym(s):
7-(D-α-Sulfophenylacetamido)ceph-3-em-3-(4′-carbamoylpyridinium)methyl-4-carboxylate sodium salt
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:
51101500
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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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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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
Bianca A Amézquita-López et al.
PloS one, 7(12), e51565-e51565 (2012-12-20)
Shiga toxin-producing Escherichia coli (STEC) are zoonotic enteric pathogens associated with human gastroenteritis worldwide. Cattle and small ruminants are important animal reservoirs of STEC. The present study investigated animal reservoirs for STEC in small rural farms in the Culiacan Valley
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
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
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