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Merck
CN

CNSBR009

Ampicillin sodium salt

new

potency: 845-988 μg per mg, powder

Synonym(s):

Blenoxane, Bleo, Blexane, D-(−)-α-Aminobenzylpenicillin sodium salt

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About This Item

Empirical Formula (Hill Notation):
C16H18N3NaO4S
CAS Number:
69-52-3
Molecular Weight:
371.39
Beilstein:
4119211
MDL number:
MFCD00064313
UNSPSC Code:
51101500

Key Documents

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form

powder

Quality Level

200

potency

845-988 μg per mg

color

white to off-white

mp

215 °C (dec.) (lit.)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

[Na+].CC1(C)SC2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C([O-])=O

InChI

1S/C16H19N3O4S.Na/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8;/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23);/q;+1/p-1/t9-,10-,11+,14-;/m1./s1

InChI key

KLOHDWPABZXLGI-YWUHCJSESA-M

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General description

Ampicillin sodium salt is a member of the extended-spectrum β-lactam family and a semisynthetic derivative of penicillin that functions as a broad-spectrum antibiotic. It is a β-lactam antibiotic that inhibits bacterial cell-wall synthesis by binding to penicillin-binding proteins (PBPs), thereby inhibiting peptidoglycan synthesis, a critical component of the bacterial cell wall. Ampicillin sodium salt is active against a wide range of Gram-positive and Gram-negative bacteria, including E.coli, β-lactam-sensitive VRE, vancomycin-resistant Enterococcus species, Staphylococcus aureus, and Streptococcus pneumoniae. It is commonly used in research laboratories to study antibiotic resistance and penetration limitations, the synergy between multiple antibiotics, and the selection and maintenance of recombinant plasmids in E.coli.

Application

Ampicillin sodium salt has been used:
- to select for ampicillin resistance in mutated and transformed cells

Biochem/physiol Actions

Mode of Action: This is a ß-lactam antibiotic that inhibits bacterial cell-wall synthesis by inactivating transpeptidases on the inner surface of the bacterial cell membrane.

Mode of Resistance: Administration with ß-lactamase cleaves the ß-lactam ring of Ampicillin and inactivates it.

Antimicrobial Spectrum: Includes both gram-positive (similar to benzylpenicillin) and gram-negative bacteria (similar to tetracyclines and chloramphenicol.

Features and Benefits

High quality antibiotic suitable for mulitple research applications.

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6504V

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