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C3416

Sigma-Aldrich

Carbenicillin disodium salt

BioReagent, suitable for plant cell culture

Sinónimos:

α-Carboxybenzylpenicillin disodium salt

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About This Item

Fórmula empírica (notación de Hill):
C17H16N2Na2O6S
Número de CAS:
4800-94-6
Peso molecular:
422.36
Beilstein/REAXYS Number:
5722128
EC Number:
225-360-8
MDL number:
MFCD00077683
UNSPSC Code:
51282413
PubChem Substance ID:
24892613
NACRES:
NA.76

product line

BioReagent

Quality Level

200

form

powder

technique(s)

cell culture | plant: suitable

solubility

H2O: 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

application(s)

agriculture

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

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

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

InChI key

RTYJTGSCYUUYAL-YCAHSCEMSA-L

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General description

Chemical structure: ß-lactam

Application

Recommended for antibacterial use in cell culture media at 100 μg/ml and for selection of ampr transformed cells.

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

Physical form

Hygroscopic powder

Analysis Note

Stable at 37 °C for 3 days

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Liang Yang et al.
Journal of microbiology (Seoul, Korea), 49(1), 107-114 (2011-03-04)
Resistance-Nodulation-Cell Division (RND) pumps play important roles in bacterial resistance to antibiotics. Pseudomonas aeruginosa is an important human pathogen which exhibits high level resistance to antibiotics. There are total of 12 RND pumps present in the P. aeruginosa PAOl genome.
Olivier Fisette et al.
Biophysical journal, 103(8), 1790-1801 (2012-10-23)
The effects of substrate binding on class A β-lactamase dynamics were studied using molecular dynamics simulations of two model enzymes; 40 100-ns trajectories of the free and substrate-bound forms of TEM-1 (with benzylpenicillin) and PSE-4 (with carbenicillin) were recorded (totaling
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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