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Antimicrobial Peptides Produced by Selective Pressure Incorporation of Non-canonical Amino Acids
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Antimicrobial Peptides Produced by Selective Pressure Incorporation of Non-canonical Amino Acids

Published on: May 4, 2018

Antimicrobial effect of acidified nitrite on cariogenic bacteria

L S Silva Mendez1, R P Allaker, J M Hardie

  • 1Department of Clinical Pharmacology, St Bartholomew's and the Royal London School of Medicine and Dentistry, United Kingdom.

Oral Microbiology and Immunology
|July 15, 2000
PubMed

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Secondary amines react with nitrous acid to form N-nitrosamines, as depicted in Figure 1. Nitrous acid, a weak and unstable acid, is formed in situ from an aqueous solution of sodium nitrite and strong acids, such as hydrochloric acid or sulfuric acid, in cold conditions. In the presence of an acid, the nitrous acid gets protonated. The subsequent loss of water results in the formation of the electrophile known as nitrosonium ion.
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Carboxylic acids are the strongest among organic acids, as they readily lose the hydroxyl proton to form a resonance-stabilized carboxylate ion. In comparison, the acid derivatives lack acidic hydrogens directly attached to a functional group. In these compounds, the acidic nature arises from their ability to lose α hydrogens, making them weakly acidic.
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