B. Dhawan, D. Redmore
Aug 1, 1987
Citations
0
Influential Citations
127
Citations
Quality indicators
Journal
Phosphorus Sulfur and Silicon and The Related Elements
Abstract
Abstract 1-Aminoalkylphosphonic acids 1 as analogs of 1-amino-carboxylic acids are important because of their potential biological activity. These act as substrates or inhibitors of enzymes involved in the metabolism of amino acids. Several phosphono dipeptides and oligopeptides are known to repress bacterial growth. Many of these studies have been carried out using racemic l-amino- alkylphosphonic acids 1 although in several cases their activity has been shown to depend upon their absolute c~nfiguration. One such example is the high antibacterial activity of alafosfalin 2, N-(L-alany1)-L-1-aminoethylphosphonic acid, as compared to that of the other diastereoisomers. Alafosfalin 2 has been shown to act by facilitated transport into the bacterial cell wall where it is cleaved enzymatically to L-1-aminoethylphosphonic acid la which inhibits alanine racemase and related processes by simulating L-alanine. The analgesic activity of enkephalin analogs containing aminophosphonic acid residues at C-terminal posit...