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Safety Information

C9231

Sigma-Aldrich

Carbenicillin disodium

meets USP testing specifications

Synonym(s):

Carbenicillin disodium salt, α-Carboxybenzylpenicillin disodium salt

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1 G
¥38,530
5 G
¥138,400
10 G
¥234,900

¥38,530

Estimated to ship onMarch 22, 2025

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1 G
¥38,530
5 G
¥138,400
10 G
¥234,900

About This Item

Empirical Formula (Hill Notation):
C17H16N2Na2O6S
CAS Number:
4800-94-6
Molecular Weight:
422.36
Beilstein:
5722128
EC Number:
225-360-8
MDL number:
MFCD00077683
UNSPSC Code:
51102829
PubChem Substance ID:
24893142
NACRES:
NA.76

¥38,530

Estimated to ship onMarch 22, 2025

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Agency

USP/NF
meets USP testing specifications

Quality Level

200

form

solid

solubility

H2O: 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

application(s)

pharmaceutical (small molecule)

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

Used for selection of ampr transformed cells. Used to study the role of penicillin-sensitive transpeptidases in cell wall biosynthesis.

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

Analysis Note

Stable at 37 °C for 3 days

Other Notes

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

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H317,H334

Precautionary Statements

P261 - P280 - P342 + P311

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

C9231-5G:
C9231-10G:
C9231-10G-PW:
C9231-1G-PW:
C9231-BULK:
C9231-5G-PW:
C9231-1G:
C9231-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
0000297107
0000322540
0000297108
0000352376
0000352376

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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
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
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
Yasser M Abdelrahman et al.
Nucleic acids research, 39(5), 1843-1854 (2010-11-06)
Chlamydia trachomatis is an obligate intracellular bacterium that exhibits a unique biphasic developmental cycle that can be disrupted by growth in the presence of IFN-γ and β-lactams, giving rise to an abnormal growth state termed persistence. Here we have examined
Steven D Brown et al.
Biochemistry, 48(47), 11155-11157 (2009-10-24)
Bacteriophage Qbeta coat protein forms uniform virus-like particles when expressed recombinantly in a variety of organisms. We have inserted the IgG-binding Z domain at the carboxy terminus of the coat protein and coexpressed this chimeric subunit with native coat protein
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