Carbenicillin
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| Category | Antibiotics |
| Catalog number | BBF-00698 |
| CAS | 4697-36-3 |
| Molecular Weight | 378.40 |
| Molecular Formula | C17H18N2O6S |
| Purity | >98% |
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Description
It is produced by the strain of Semisynthetic penicillin, 6-APA. Carbenicillin is a broad-spectrum semisynthetic penicillin derivative used parenterally. It is a semi-synthetic penicillin antibiotic which interferes with cell wall synthesis of gram-negative bacteria while displaying low toxicity. It is used to treat pseudomonas aeruginosa infection.
Specification
| Related CAS | 4800-94-6 (dihydrochloride salt) 4800-94-6 (disodium) |
| Synonyms | Carboxybenzylpenicillin; alpha-Carboxybenzylpencillin; Carbenicilina; Carbenicilline; Carbenicillinum; Pyopen; Carboxybenzylpenicillin acid; CBPC; Geopen |
| Storage | −20 °C |
| IUPAC Name | (2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid |
| Canonical SMILES | CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)C(=O)O)C(=O)O)C |
| InChI | InChI=1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1 |
| InChI Key | FPPNZSSZRUTDAP-UWFZAAFLSA-N |
Properties
| Appearance | Pale Yellow Powder |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
| Boiling Point | 737.8±60.0 °C (Predicted) |
| Density | 1.53±0.1 g/cm3 (Predicted) |
| Solubility | Soluble in Ethanol (100 mg/mL), Water (100 mg/mL) |
Reference Reading
1.Utility of surface enhanced Raman spectroscopy (SERS) for elucidation and simultaneous determination of some penicillins and penicilloic acid using hydroxylamine silver nanoparticles.
El-Zahry MR1, Refaat IH2, Mohamed HA2, Rosenberg E3, Lendl B3. Talanta. 2015 Nov 1;144:710-6. doi: 10.1016/j.talanta.2015.07.015. Epub 2015 Jul 10.
Elucidation and quantitative determination of some of commonly used penicillins (ampicillin, penicillin G and carbenicillin) in the presence of their main degradation product (penicilloic acid) were developed. Forced acidic and basic degradation processes were applied at different time intervals. The formed degradation products were elucidated and quantified using surface enhanced Raman spectroscopy (SERS). Silver nanoparticles (AgNPs) prepared by reduction of silver nitrate using hydroxylamine-HCl in alkaline medium were used as SERS substrate. The results obtained in SERS were confirmed by the application of LC/MS method. The concentration range was 100-600 ng/ml in case of the studied penicillins and 100-700 ng/ml in case of penicilloic acid. An excellent correlation coefficient was found in case of ampicillin (r=0.9993) and in the case of penicilloic acid (r=0.9997). Validation procedures were carried out including precision, robustness and accuracy by comparing F- and t-values of both the proposed and reported methods.
2.Detection and Characterization of Antimicrobial Resistance and Putative Virulence Genes in Aeromonas veronii Biovar Sobria Isolated from Gilthead Sea Bream (Sparus aurata L.).
Gashgari RM1, Selim SA2,3. Foodborne Pathog Dis. 2015 Sep;12(9):806-11. doi: 10.1089/fpd.2015.1976. Epub 2015 Jul 28.
The purposes of this study were to investigate the antimicrobial resistance of Aeromonas veronii biovar sobria isolated from gilthead sea bream and to characterize the virulence-implicated genes. Fish samples (n=365) were collected from wholesale and retail markets in Aljouf, Saudi Arabia between 2013 and 2014. A total of 45 A. veronii biovar sobria isolates (12.3%) from those samples were tested for resistance to a range of antimicrobial agents. All strains exhibited 100% resistances to nalidixic acid, carbenicillin, cephalothin, erythromycin, kanamycin, tetracycline, and trimethoprim-sulfamethoxazole. Additionally, the highest susceptibility encountered was to ciprofloxacin (100%). In the present study, we examined the presence of several genes, including aerolysin, elastase, lipase, flagellin, enterotoxin, and DNases, that code for putative virulence factors that may play important roles in bacterial infection. It was found that all of these genes were common in these strains.
3.Purification and characterization of a new β-lactamase OXA-205 from Pseudomonas aeruginosa.
Krasauskas R1, Labeikytė D2, Markuckas A3, Povilonis J4,5, Armalytė J6, Plančiūnienė R7, Kavaliauskas P8, Sužiedėlienė E9. Ann Clin Microbiol Antimicrob. 2015 Nov 26;14:52. doi: 10.1186/s12941-015-0113-1.
BACKGROUND: We have identified a novel class 1 integron (1503 bp), named In671 in a clinical Pseudomonas aeruginosa isolate. Integron sequence analysis revealed two gene cassettes, one coding for a new OXA-type β-lactamase designated as OXA-205 and the other coding for the aadB gene that is responsible for aminoglycoside resistance. The 266 amino acid sequence of OXA-205 revealed that this β-lactamase belongs to the Ambler class D showing highest sequence homology to the OXA-2 sub-lineage. Our objective was to purify and characterize β-lactamase OXA-205.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
