Penicillin G

ADVERTISEMENT

Identification

Molecular formula
C16H18N2O4S
CAS Number
61-33-6
IUPAC Name
(2S,5R,6R)-6-[[(2R)-2-amino-2-phenyl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Molecular Weight
334.39g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.7200g/cm3
Synonyms
ampicillin
Interesting facts

Interesting Facts about (2S,5R,6R)-6-[[(2R)-2-amino-2-phenyl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

This fascinating compound is an intriguing member of the class of molecules known as beta-lactam antibiotics, which are best known for their antibacterial properties. Here are some interesting points about this compound:

  • Structural Complexity: The unique bicyclic structure of this compound includes a thiazolidine ring, contributing to its potent biological activity. The presence of multiple stereogenic centers indicates a rich stereochemistry that can significantly affect its interaction with biological targets.
  • Mechanism of Action: Like other beta-lactam antibiotics, this compound functions by inhibiting bacterial cell wall synthesis. Its action involves binding to penicillin-binding proteins (PBPs), which are crucial for cell wall integrity, ultimately leading to cell lysis and death of the bacteria.
  • Pharmacological Relevance: The structural features of this antibiotic allow it to target a wide range of Gram-positive and some Gram-negative bacteria, making it a valuable compound in the arsenal against bacterial infections.
  • Analytical Techniques: Scientists often utilize techniques such as nuclear magnetic resonance (NMR) and mass spectrometry (MS) to elucidate and confirm the intricate structure of this compound, providing insights into its behavior and efficacy in biological systems.
  • Research Implications: Ongoing studies are focused on modifying the structure of this compound to improve its pharmacokinetic and pharmacodynamic properties, potentially leading to the development of new and more effective antibiotics.

In the realm of medicinal chemistry, the exploration of compounds like this one not only enhances our understanding of bacterial resistance but also paves the way for innovative therapeutic solutions. As aptly stated by scientists, “The chemistry of life is the chemistry of change,” and this compound stands as a testament to that dynamic process.

ADVERTISEMENT