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C6048

Sigma-Aldrich

Cefmetazole sodium salt

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About This Item

Formule linéaire :
C15H16N7O5S3Na
Numéro CAS:
Poids moléculaire :
493.52
Numéro MDL:
Code UNSPSC :
51282205
ID de substance PubChem :
Nomenclature NACRES :
NA.85

Forme

powder

Durée de conservation

limited shelf life, expiry date on the label

Solubilité

H2O: 50 mg/mL

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria

Mode d’action

cell wall synthesis | interferes

Température de stockage

2-8°C

Chaîne SMILES 

[Na+].[H][C@]12SCC(CSc3nnnn3C)=C(N1C(=O)[C@]2(NC(=O)CSCC#N)OC)C([O-])=O

InChI

1S/C15H17N7O5S3.Na/c1-21-14(18-19-20-21)30-6-8-5-29-13-15(27-2,17-9(23)7-28-4-3-16)12(26)22(13)10(8)11(24)25;/h13H,4-7H2,1-2H3,(H,17,23)(H,24,25);/q;+1/p-1/t13-,15+;/m1./s1

Clé InChI

BITQGIOJQWZUPL-PBCQUBLHSA-M

Description générale

Chemical structure: ß-lactam

Application

Cefmetazole is used to study the effect of expression, binding, and inhibition of penicillin-binding proteins (PDPs) other than PBP2 on bacterial cell wall mucopeptide synthesis. Cefmetazole is used to study protein mediated transport of antibiotics.

Actions biochimiques/physiologiques

Cefmetazole disrupts the synthesis of the peptidoglycan layer of bacterial cell walls which is responsible for cell wall structural integrity. Peptidoglycan synthesis is facilitated by transpeptidases known as penicillin-binding proteins (PBPs). PBPs bind to the D-Ala-D-Ala at the end of muropeptides (peptidoglycan precursors) to crosslink the peptidoglycan. Cefmetazole mimics the D-Ala-D-Ala site, thereby competitively inhibiting PBP crosslinking of peptidoglycan. It is effective against both Gram-positive and Gram-negative bacteria.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Autres remarques

Keep container tightly closed in a dry and well-ventilated place. Hygroscopic Handle and store under inert gas.

Pictogrammes

Health hazardExclamation mark

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Consulter la Bibliothèque de documents

Shin Fujita et al.
Archives of surgery (Chicago, Ill. : 1960), 142(7), 657-661 (2007-07-20)
Use of prophylactic antibiotics in elective colorectal surgery is essential. Although single-dose prophylactic antibiotics are recommended, the efficacy of single-dose cephalosporin without metronidazole and oral antibiotics is not fully proven. We conducted a multicenter, randomized trial of a single dose
Chang-I Ho et al.
Journal of the Chinese Medical Association : JCMA, 71(12), 643-645 (2008-12-31)
A 73-year-old woman with leukemia presented with urinary tract infection, splenic abscess, and a renal mass. Both urine culture and pus culture of the splenic abscess yielded Klebsiella pneumoniae. Percutaneous biopsy of the renal mass confirmed the diagnosis of xanthogranulomatous
Minako Kobayashi et al.
Surgery today, 40(4), 326-333 (2010-03-27)
To evaluate the effectiveness of our surgical site infection (SSI) preventive strategies for rectal cancer patients. We compared the incidences and risk factors for SSI before (1990-1999) and after the implementation of our SSI prevention policies (2002-2006). A total of
Masaaki Machino et al.
Orthopedics, 34(11), e793-e795 (2011-11-05)
The bacterium Pasteurella haemolytica is resident in the oral cavities of dogs and cats and is often a cause of zoonotic infection. However, it is rare for it to be the pathogenic bacteria behind pyogenic spondylitis, and few studies have
Hirofumi Kogure et al.
Journal of gastroenterology, 46(12), 1411-1417 (2011-08-16)
The current management of acute cholangitis consists of antibiotic therapy in combination with biliary drainage. However, the optimal duration of antibiotic therapy after the resolution of clinical symptoms by biliary drainage is unclear. We aimed to evaluate whether discontinuing antibiotic

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