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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/REAXYS Number:
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

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, 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
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
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
Muneki Hotomi et al.
PloS one, 8(3), e58124-e58124 (2013-03-14)
The protection against pneumococcal infections provided by currently available pneumococcal polysaccharide conjugate vaccines are restricted to the limited number of the serotypes included in the vaccine. In the present study, we evaluated the distribution of the pneumococcal capsular type and
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
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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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