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MilliporeSigma

C3416

Carbenicillin disodium salt

BioReagent, suitable for plant cell culture

Synonym(s):

α-Carboxybenzylpenicillin disodium salt

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About This Item

Empirical Formula (Hill Notation):
C17H16N2Na2O6S
CAS Number:
Molecular Weight:
422.36
UNSPSC Code:
51282413
NACRES:
NA.76
PubChem Substance ID:
EC Number:
225-360-8
Beilstein/REAXYS Number:
5722128
MDL number:
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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

General description

Chemical structure: β-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.


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pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

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



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Protocols

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

Articles

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


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



Global Trade Item Number

SKUGTIN
C3416-250G04061833690079
C3416-10G04061833485811
C3416-1G04061833485828
C3416-250MG04061833485835
C3416-5G04061835543342