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PENK

Sigma-Aldrich

Penicillin G potassium salt

95.0 - 102.0%

Synonym(s):

Benzylpenicillin potassium salt

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About This Item

Empirical Formula (Hill Notation):
C16H17KN2O4S
CAS Number:
113-98-4
Molecular Weight:
372.48
Beilstein/REAXYS Number:
3832841
EC Number:
204-038-0
MDL number:
MFCD00036193
UNSPSC Code:
51283424
PubChem Substance ID:
57654576
NACRES:
NA.85

assay

95.0 - 102.0%

form

powder

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

SMILES string

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

InChI

1S/C16H18N2O4S.K/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

IYNDLOXRXUOGIU-LQDWTQKMSA-M

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application

Penicillin G is a narrow spectrum antibiotic derived from Streptococcus pneumoniae. It is the drug of choice for groups A, B, C and G streptococci, nonenterococcal group D streptococci, viridians group streptococci, and non-penicillinase producing staphylococcus. The potassium salt has been used to study murosomes of staphylococci† and the penicillin-induced lysis of Streptococcus mutans†.

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.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Handle and store under inert gas. Keep in a dry place.Very soluble in water, slightly soluble in ethanol (96%), practically insoluble in methylene chloride

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

pcodes

P280

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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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T A Kral et al.
Infection and immunity, 46(2), 442-447 (1984-11-01)
Treatment of Streptococcus mutans GS-5 cells with concentrations of penicillin G within a relatively narrow range resulted in substantial lysis. This penicillin-induced lysis was dependent upon cell density and pH of the lysis medium. Other oral streptococci (Streptococcus sobrinus, Streptococcus
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
Mariagrazia Perilli et al.
Antimicrobial agents and chemotherapy, 57(2), 1047-1049 (2012-11-28)
Two laboratory mutant forms, TEM-149(H240) and TEM-149(H164-H240), of the TEM-149 extended-spectrum β-lactamase enzyme were constructed by site-directed mutagenesis. TEM-149(H240) and TEM-149(H164-H240) were similar in kinetic behavior, except with respect to benzylpenicillin and ceftazidime. Molecular modeling of the two mutant enzymes
Lemierre's syndrome in systemic lupus erythematosus: a report of two cases.
J C Rødgaard et al.
Scandinavian journal of rheumatology, 42(2), 167-168 (2013-01-15)
Eleonor G Lago et al.
Sexually transmitted diseases, 40(2), 85-94 (2013-01-18)
The aim of this study was to investigate clinical features and outcomes of children treated for congenital syphilis (CS). Infants born alive in the public sector of São Lucas Hospital, Porto Alegre, Brazil, 1997 to 2004, whose mothers had syphilis
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