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C3416

Sigma-Aldrich

Carbenicillin disodium salt

BioReagent, suitable for plant cell culture

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Synonym(s):
α-Carboxybenzylpenicillin disodium salt
Empirical Formula (Hill Notation):
C17H16N2Na2O6S
CAS Number:
Molecular Weight:
422.36
Beilstein:
5722128
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.76

product line

BioReagent

Quality Level

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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This Item
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Carbenicillin disodium salt BioReagent, suitable for plant cell culture

C3416

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Essential+ Grade
Carbenicillin disodium salt 89.0-100.5% anhydrous basis

C1389

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Carbenicillin disodium meets USP testing specifications

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Ampicillin sodium salt BioXtra, suitable for cell culture

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Premium Grade
antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

cell wall synthesis | interferes

mode of action

cell wall synthesis | interferes

mode of action

cell wall synthesis | interferes

mode of action

cell wall synthesis | interferes

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

product line

BioReagent

product line

-

product line

-

product line

BioXtra

application(s)

agriculture

application(s)

-

application(s)

pharmaceutical (small molecule)

application(s)

-

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

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Edward Avilés et al.
Organic letters, 12(22), 5290-5293 (2010-10-23)
Monamphilectine A (1), a new diterpenoid β-lactam alkaloid showing potent antimalarial activity, was isolated in milligram quantities following bioassay-directed extraction of a Puerto Rican marine sponge Hymeniacidon sp. Its structure, established by interpretation of spectral data, was confirmed unequivocally by
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;
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
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
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.

Articles

Antibiotic kill curve is a dose response experiment in which mammalian cells are subjected to increasing amounts of selection antibiotic

Protocols

Reference guide and preparation guide for antibiotic and antimycotic use in plant tissue culture.

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