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13752

Sigma-Aldrich

Penicillin G sodium salt

96.0-102.0%

Synonym(s):

Benzylpenicillin sodium salt

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About This Item

Empirical Formula (Hill Notation):
C16H17N2NaO4S
CAS Number:
69-57-8
Molecular Weight:
356.37
Beilstein:
3834217
EC Number:
200-710-2
MDL number:
MFCD00069666
UNSPSC Code:
51283424
eCl@ss:
34010400
PubChem Substance ID:
329750324
NACRES:
NA.85

Assay

96.0-102.0%

form

powder

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

[Na+].[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)Cc3ccccc3)C([O-])=O

InChI

1S/C16H18N2O4S.Na/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9;/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);/q;+1/p-1/t11-,12+,14-;/m1./s1

InChI key

FCPVYOBCFFNJFS-LQDWTQKMSA-M

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General description

Chemical structure: ß-lactam
Penicillin G is a narrow spectrum natural antibiotic. It is effective against Streptococcus pneumoniae, groups A, B, C and G streptococci, nonenterococcal group D streptococci, viridans group streptococci, and non-penicillinase producing staphylococcus.

Application

Penicillin G has been used to study penicillin-binding protein 2, and non-toxigenic Corynebacterium diphtheriae isolated from cases of pharyngitis.

Biochem/physiol Actions

Mode of Action: Penicillin G acts by inhibiting cell wall synthesis through binding to penicillin binding proteins (PBPs), inhibiting peptidoglycan chain cross-linking.

Antimicrobial spectrum: This product is active against gram-positive and gram-negative bacteria.

Packaging

1 G, 5 G

Caution

Solutions should be filter sterilized and stored at 2-8°C for 1 week or at -20°C for more lengthy periods. Solutions are stable at 37°C for 3 days. The sodium salt is soluble in H2O at 100 mg/mL.

Other Notes

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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C von Hunolstein et al.
The Journal of antimicrobial chemotherapy, 50(1), 125-128 (2002-07-04)
Twenty-four strains of non-toxigenic Corynebacterium diphtheriae biotype gravis from the throats of patients with pharyngitis/tonsillitis were assayed for susceptibility to penicillin and erythromycin using determination of MIC, MBC and time-kill curves. There were no differences between the MICs of penicillin
Susumu Ochiai et al.
The Journal of antimicrobial chemotherapy, 60(1), 54-60 (2007-06-02)
In Neisseria gonorrhoeae, the mosaic structure of penicillin-binding protein 2 (PBP 2), composed of fragments of PBP 2 from Neisseria cinerea and Neisseria perflava, was significantly associated with decreased susceptibility to cephalosporins, particularly oral cephalosporins. The aim of this study
Nandita Pasari et al.
Scientific reports, 9(1), 6091-6091 (2019-04-17)
Paenibacillus polymyxa A18 was isolated from termite gut and was identified as a potential cellulase and hemicellulase producer in our previous study. Considering that members belonging to genus Paenibacillus are mostly free-living in soil, we investigated here the essential genetic
Shella Gilbert-Girard et al.
Microorganisms, 8(11) (2020-11-26)
In an effort to find new repurposed antibacterial compounds, we performed the screening of an FDA-approved compounds library against Staphylococcus aureus American Type Culture Collection (ATCC) 25923. Compounds were evaluated for their capacity to prevent both planktonic growth and biofilm
Paul P Drury et al.
Neuropharmacology, 83, 62-70 (2014-04-15)
Basal ganglia injury after hypoxia-ischemia remains common in preterm infants, and is closely associated with later cerebral palsy. In the present study we tested the hypothesis that a highly selective neuronal nitric oxide synthase (nNOS) inhibitor, JI-10, would improve survival
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Articles

Inhibition of Cell Wall Biosynthesis by Antibiotics

β-lactam antibacterials inhibit transpeptidase enzymes, preventing peptidoglycan assembly in both Gram-positive and Gram-negative bacteria.

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