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PENNA

Sigma-Aldrich

Penicillin G sodium salt

~1650 U/mg

Synonym(s):

Benzylpenicillin sodium salt

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About This Item

Empirical Formula (Hill Notation):
C16H17N2NaO4S
CAS Number:
Molecular Weight:
356.37
Beilstein:
3834217
EC Number:
MDL number:
UNSPSC Code:
51283424
PubChem Substance ID:
NACRES:
NA.85

form

powder

specific activity

~1650 U/mg

solubility

H2O: 100 mg/mL

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

Penicillin G is a narrow spectrum 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. Penicillin G contains β-lactam ring in their chemical structure.

Application

Penicillin G sodium salt has been used:
  • to study the diagnostic and therapeutic implications of gentamicin-resistant Enterococcus faecalis sequence type 6 with reduced penicillin susceptibility
  • in cell culture alone as well as in combination with streptomycin and other antibiotics
  • to inhibit the synthesis of bacterial cell walls by inhibition of the cell wall peptidoglycan chain cross-lining

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

1mu,10mu,100mu

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

Signal Word

Warning

Hazard Statements

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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J P Salanitro et al.
Applied and environmental microbiology, 32(4), 623-632 (1976-10-01)
Morphological and physiological studies were made on chicken cecal isolates of the strictly anaerobic bacterial species Gemmiger formicilis. Structural features (phase-contrast and electron microscopy) of these microorganisms indicate they (i) are highly pleomorphic, (ii) possess a trilaminar cell wall like
P Giesbrecht et al.
Journal of bacteriology, 174(7), 2241-2252 (1992-04-01)
Electron microscopic research into the murosomes of staphylococci has shown that the number of murosomes involved in penicillin-induced death varies depending on the experimental conditions employed. With 0.1 micrograms of penicillin G per ml, only 1 of a total of
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
Xizhen Jiang et al.
European journal of medicinal chemistry, 46(8), 3526-3530 (2011-05-17)
Thirteen compounds, based on benzofuran skeleton bearing aryl substituents at its C-3 position through methanone linker, were synthesized and screened for their antibacterial and antifungal activities against four bacteria Escherichia coli, Staphylococcus aureus, Methicillin-resistant S.aureus, Bacillus subtilis, and a fungus
Jin-Long Yang et al.
Biofouling, 29(3), 247-259 (2013-03-05)
The effects of bacterial biofilms (BFs) on larval settlement and metamorphosis of the mussel, Mytilus coruscus, were investigated in the laboratory. Of nine different isolates, Shewanella sp.1 BF induced the highest percentage of larval settlement and metamorphosis, whereas seven other

Articles

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

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