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  6. Ampicillin, Thermo Scientific Chemicals

Ampicillin, Thermo Scientific Chemicals

Catalog Number AAJ6097706
Click to view available options
Quantity:
5 g
25 g
69-53-4
C16H19N3O4S
349.405
MFCD00005175
AVKUERGKIZMTKX-NJBDSQKTSA-N
6249
CHEBI:28971
(2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)C
69-53-4
C16H19N3O4S
349.405
MFCD00005175
AVKUERGKIZMTKX-NJBDSQKTSA-N
6249
CHEBI:28971
(2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)C

Description

Ampicillin, CAS # 69-53-4, is structurally related to penicillin and is considered to be a semi-synthetic antibiotic with antibacterial activity.

Ampicillin is used as asemi-synthetic antibiotic which has antibacterial activity structurally related to penicillin. It is widely used selection reagent for transformed cells expressing β-lactamase. It is also used to prevent and treat a number of bacterial infections. It may also be used to prevent group B streptococcal infection in newborns.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

  • Ampicillin is a broad-spectrum, semi-synthetic, β-lactam penicillin with bactericidal activity. It acts against several gram-positive and -negative infections
  • This compound binds to and inactivates penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall. This inactivation interferes with the cross-linkage of peptidoglycan chains essential for bacterial cell wall strength and rigidity. Consequently, there is an interruption in the bacterial cell wall synthesis which results in the weakening of the bacterial cell wall causing cell lysis

Application

  • In laboratory experiments, it is commonly used as a selector reagent for transformed cells expressing β-lactamase. The ampicillin-resistant gene (ampR) catalyzes the hydrolysis of the β-lactam ring of ampicillin and naturally detoxifies the drug
  • Ampicillin is commonly used as a selection marker for E. coli and other bacteria during plasmid DNA isolation, protein expression, and gene cloning
TRUSTED_SUSTAINABILITY
Type Ampicillin
Physical Form Powder
Melting Point 208°C (decomposition)
Beilstein 1090925
Merck Index 14,586
Solubility Information In 1 M NH4OH,50mg/ml
Formula Weight 349.4
Color White
Quantity 5 g
Chemical Name or Material Ampicillin

Safety and Handling

Hazard Category H315-H317-H319-H334-H335
Hazard Statement GHS H Statement
H334-H335-H315-H319-H317
May cause allergy or asthma symptoms or breathing difficulties if inhaled.
May cause respiratory irritation.
Causes skin irritation.
Causes serious eye irritation.
May cause an allergic skin reaction.
Precautionary Statement P261-P264b-P271-P272-P280-P285-P302+P352-P304+P340-P305+P351+P338-P333+P313-P342+P311-P362-P501c
EINECSNumber 200-709-7
RTECSNumber XH8350000
TSCA No
Recommended Storage Keep cold
SDS

RUO – Research Use Only

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