33447
Mecillinam
VETRANAL®, analytical standard
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About This Item
Empirical Formula (Hill Notation):
C15H23N3O3S
CAS Number:
Molecular Weight:
325.43
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
41116107
EC Number:
251-277-1
MDL number:
InChI key
BWWVAEOLVKTZFQ-ISVUSNJMSA-N
InChI
1S/C15H23N3O3S/c1-15(2)11(14(20)21)18-12(19)10(13(18)22-15)16-9-17-7-5-3-4-6-8-17/h9-11,13H,3-8H2,1-2H3,(H,20,21)/b16-9+/t10-,11+,13-/m1/s1
SMILES string
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2\N=C\N3CCCCCC3)C(O)=O
grade
analytical standard
product line
VETRANAL®
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable, gas chromatography (GC): suitable
application(s)
clinical testing
format
neat
storage temp.
2-8°C
Quality Level
General description
Chemical structure: β-lactam
Mecillinam is a beta-lactam antibiotic, specific to penicillin-binding protein 2 (PBP2) in Escherichia coli, which tends to block cell wall elongation and indirectly blocks cell division.
Application
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Legal Information
VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany
Storage Class
11 - Combustible Solids
wgk
WGK 2
ppe
Eyeshields, Gloves, type N95 (US)
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Mecillinam resistance in Escherichia coli is conferred by loss of a second activity of the AroK protein
Vinella D, et al.
Journal of Bacteriology, 178, 3818-3828 (1996)
Karen L Nielsen et al.
Journal of medical microbiology, 63(Pt 4), 582-589 (2014-01-28)
Urinary tract infections (UTIs) are primarily caused by Escherichia coli with the patient's own faecal flora acting as a reservoir for the infecting E. coli. Here we sought to characterize the E. coli faecal flora of UTI patients and healthy
Elisabeth Thulin et al.
EBioMedicine, 23, 111-118 (2017-09-01)
Mecillinam (amdinocillin) is a β-lactam antibiotic used to treat uncomplicated urinary tract infections (UTIs). We have previously shown that inactivation of the Escherichia coli cysB gene is the major cause of mecillinam resistance (Mec
Christina A Ahlstrom et al.
Scientific reports, 8(1), 7361-7361 (2018-05-11)
Antimicrobial resistance (AMR) in bacterial pathogens threatens global health, though the spread of AMR bacteria and AMR genes between humans, animals, and the environment is still largely unknown. Here, we investigated the role of wild birds in the epidemiology of
Niki Lampri et al.
The Journal of antimicrobial chemotherapy, 67(10), 2424-2428 (2012-06-06)
Extended-spectrum β-lactamases (ESBLs) have emerged as an important mechanism of β-lactam resistance among community uropathogens. We characterized the ESBLs of a collection of Escherichia coli isolates recovered from outpatients with urinary tract infection during nationwide surveillance conducted from 2005 to
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