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Merck

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:
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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
Elizabeth J Culp et al.
Nature, 578(7796), 582-587 (2020-02-14)
Addressing the ongoing antibiotic crisis requires the discovery of compounds with novel mechanisms of action that are capable of treating drug-resistant infections1. Many antibiotics are sourced from specialized metabolites produced by bacteria, particularly those of the Actinomycetes family2. Although actinomycete
M B Kerrn et al.
The Journal of antimicrobial chemotherapy, 55(3), 383-386 (2005-02-01)
It has been suggested recently that intracellular bacteria surviving antibiotic treatment might serve as a reservoir for recurrent infection. The purpose of this study was to directly examine the location of Escherichia coli bacteria in the mouse bladder after treatment
Aneta Karczmarek et al.
Molecular microbiology, 65(1), 51-63 (2007-06-22)
The bacterial actin homologue MreB forms a helix underneath the cytoplasmic membrane and was shown to be essential in the morphogenesis of the rod-shaped cells. Additionally, MreB was implicated to be involved in DNA segregation. However, in our hands the

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