C1389
Carbenicillin disodium salt
89.0-100.5% anhydrous basis
동의어(들):
Carbenicillin, Disodium carbenicillin, α-Carboxybenzylpenicillin disodium salt
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크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C17H16N2Na2O6S
CAS 번호:
Molecular Weight:
422.36
UNSPSC Code:
51282413
NACRES:
NA.76
PubChem Substance ID:
EC Number:
225-360-8
Beilstein/REAXYS Number:
5722128
MDL number:
InChI key
RTYJTGSCYUUYAL-YCAHSCEMSA-L
InChI
1S/C17H18N2O6S.2Na/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);;/q;2*+1/p-2/t9?,10-,11+,14-;;/m1../s1
SMILES string
[Na+].[Na+].CC1(C)S[C@@H]2[C@H](NC(=O)C(C([O-])=O)c3ccccc3)C(=O)N2[C@H]1C([O-])=O
biological source
synthetic (chemical)
assay
89.0-100.5% anhydrous basis
form
powder
color
white to off-white
solubility
H2O: 50 mg/mL
antibiotic activity spectrum
Gram-negative bacteria, Gram-positive bacteria
mode of action
cell wall synthesis | interferes
storage temp.
2-8°C
Quality Level
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General description
Carbenicillin is a semi-synthetic, broad-spectrum carboxypenicillin antibiotic with bactericidal and beta-lactamase resistant activity. It is a broad-spectrum antibiotic, meaning that it is effective against a wide range of bacteria, including both Gram-positive and Gram-negative bacteria. Carbenicillin is particularly useful against Pseudomonas aeruginosa, a Gram-negative bacterium that is often resistant to other antibiotics.
Carbenicillin is commonly used in cell biology applications to prevent the growth of bacterial contaminants. It is also used in microbiology to select for bacteria that have been transformed with a vector harboring the gene encoding beta-lactamase, which makes them resistant to carbenicillin.
Carbenicillin is commonly used in cell biology applications to prevent the growth of bacterial contaminants. It is also used in microbiology to select for bacteria that have been transformed with a vector harboring the gene encoding beta-lactamase, which makes them resistant to carbenicillin.
Application
Carbenicillin disodium salt has been used:
- in the preparation of Luria-Bertani (LB) agar plates and media
- as a selective agent in the culture media to prevent the growth of bacterial contaminants
- in a study focused on the development of monoclonal antibodies
Biochem/physiol Actions
Mode of Action: Carboxypenicillin antibiotic that inhibits bacterial cell-wall synthesis (peptidoglycan cross-linking) by inactivating transpeptidases on the inner surface of the bacterial cell membrane.
Antimicrobial spectrum: Active against Gram-positive and Gram-negative bacteria
Antimicrobial spectrum: Active against Gram-positive and Gram-negative bacteria
Carbenicillin acylates the penicillin-sensitive transpeptidase C-terminal domain by opening the lactam ring. This inactivation prevents the cross-linkage of peptidoglycan strands, thereby inhibiting the third and last stage of bacterial cell wall synthesis. This leads to incomplete bacterial cell wall synthesis and eventually causes cell lysis.
Features and Benefits
- Broad-spectrum antibiotic with bactericidal and beta-lactamase resistant activity
- Effective against a wide range of bacteria, including Pseudomonas aeruginosa
- Commonly used in Cell Biology and Biochemical applications
- Offers greater stablility than ampicillin
Preparation Note
Tightly closed. Dry. Keep locked up or in an area accessible only to qualified or authorized
Analysis Note
Stable at 37 °C for 3 days
Other Notes
For additional information on our range of Biochemicals, please complete this form.
Keep container tightly closed in a dry and well-ventilated place.
signalword
Danger
hcodes
Hazard Classifications
Resp. Sens. 1 - Skin Sens. 1
저장 등급
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hae-Youn Lee et al.
Autophagy, 12(8), 1390-1403 (2016-06-24)
Autophagy, which is critical for the proper turnover of organelles such as endoplasmic reticulum and mitochondria, affects diverse aspects of metabolism, and its dysregulation has been incriminated in various metabolic disorders. However, the role of autophagy of myeloid cells in
Tommaso Biancalani et al.
Molecular systems biology, 15(6), e8707-e8707 (2019-06-13)
Quantifying virulence remains a central problem in human health, pest control, disease ecology, and evolutionary biology. Bacterial virulence is typically quantified by the LT50 (i.e., the time taken to kill 50% of infected hosts); however, such an indicator cannot account
Nina Möker et al.
Journal of bacteriology, 192(7), 1946-1955 (2010-01-26)
Bacterial persister cells constitute a small portion of a culture which is tolerant to killing by lethal doses of bactericidal antibiotics. These phenotypic variants are formed in numerous bacterial species, including those with clinical relevance like the opportunistic pathogen Pseudomonas
John R Zupan et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(22), 9060-9065 (2013-05-16)
Growth and cell division in rod-shaped bacteria have been primarily studied in species that grow predominantly by peptidoglycan (PG) synthesis along the length of the cell. Rhizobiales species, however, predominantly grow by PG synthesis at a single pole. Here we
Sarah Sainsbury et al.
Journal of molecular biology, 405(1), 173-184 (2010-10-27)
We report the first crystal structures of a penicillin-binding protein (PBP), PBP3, from Pseudomonas aeruginosa in native form and covalently linked to two important β-lactam antibiotics, carbenicillin and ceftazidime. Overall, the structures of apo and acyl complexes are very similar;
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