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Merck

C1389

Sigma-Aldrich

Carbenicillin disodium salt

89.0-100.5% anhydrous basis

Synonim(y):

Karbenicylina

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About This Item

Wzór empiryczny (zapis Hilla):
C17H16N2Na2O6S
Numer CAS:
Masa cząsteczkowa:
422.36
Beilstein:
5722128
Numer WE:
Numer MDL:
Kod UNSPSC:
51282413
Identyfikator substancji w PubChem:
NACRES:
NA.76

pochodzenie biologiczne

synthetic (chemical)

Poziom jakości

Próba

89.0-100.5% anhydrous basis

Formularz

powder

kolor

white to off-white

rozpuszczalność

H2O: 50 mg/mL

spektrum działania antybiotyku

Gram-negative bacteria
Gram-positive bacteria

Tryb działania

cell wall synthesis | interferes

temp. przechowywania

2-8°C

ciąg SMILES

[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

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

Klucz InChI

RTYJTGSCYUUYAL-YCAHSCEMSA-L

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Opis ogólny

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.

Zastosowanie

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

Działania biochem./fizjol.

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
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.

Cechy i korzyści

  • 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

Przechowywanie i stabilność

Szczelnie zamknięte. Suche. Przechowywać pod zamknięciem lub w miejscu dostępnym wyłącznie dla wykwalifikowanych lub upoważnionych osób.

Komentarz do analizy

Stable at 37 °C for 3 days

Inne uwagi

For additional information on our range of Biochemicals, please complete this form.
Keep container tightly closed in a dry and well-ventilated place.
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Piktogramy

Health hazard

Hasło ostrzegawcze

Danger

Zwroty wskazujące rodzaj zagrożenia

Zwroty wskazujące środki ostrożności

Klasyfikacja zagrożeń

Resp. Sens. 1 - Skin Sens. 1

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 2

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Certyfikaty analizy (CoA)

Lot/Batch Number

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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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