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P8721

Sigma-Aldrich

Penicillin G potassium salt

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:
3832841
EC Number:
204-038-0
MDL number:
MFCD00036193
UNSPSC Code:
51283405
eCl@ss:
34010400
PubChem Substance ID:
24898970
NACRES:
NA.21

form

crystalline powder

Quality Level

200

potency

1440-1680 units per mg

antibiotic activity spectrum

Gram-positive bacteria

application(s)

pharmaceutical (small molecule)

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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General description

Chemical structure: ß-lactam

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

10mu,25mu,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.Keep in a dry place

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Precautionary Statements

P280 - P302 + P352

Hazard Classifications

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000359047
0000359047
0000301484
0000384414
0000257717

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Tina Lund Leunbach et al.
Ugeskrift for laeger, 175(11), 742-743 (2013-03-14)
A pregnant Caucasian woman with newly diagnosed syphilis in the secondary stage was hospitalized for observation while being treated with penicillin. After one dose of penicillin the foetus was delivered by a caesarean section at gestational age 28 weeks +
Vasim Ahmed et al.
Journal of biotechnology, 163(4), 419-424 (2013-01-12)
In the present study, a novel strategy was adopted to synthesize, β lactamase resistant penicillin G molecules by using the unique properties of silver nanoparticles. Ascorbic acid-stabilized spherical monodispersed silver nanoparticles were prepared by a simple chemical reaction. The formation
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
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
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
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