Preparation, characterization, and surface and biological properties of N-stearoyl amino acids |
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Authors: | A Sivasamy M Krishnaveni P G Rao |
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Affiliation: | (1) Chemical Engineering Division, Central Leather Research Institute, Adyar, 600 020 Chennai, India |
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Abstract: | Several lipoamino acids were synthesized, in which n-octadecanoic acid (stearic acid) was coupled with the α-amino group of an amino acid. The products were characterized and
their identities confirmed by advanced analytical techniques like Fourier transform infrared 1H nuclear magnentic resonance spectroscopy, and differential scanning, calorimetry. Their surface properties, such as critical
micelle concentration (CMC) and foaming properties, biodegradability, and antimicrobial activity were also evaluated. The
N-stearoyl amino acids (NSA) had low CMC values, and some of them showed good foaming properties. They were screened for antimicrobial
activity against the gram-positive bacteria Staphylococcus aureus, Micrococcus luteus, and Bacillus cerceus, the gram-negative bacteria Escherichia coli and Pseudomonas aeruginosa, and the yeast Candida albicans. All the compounds inhibited at least one of these organisms. N-Stearoyl proline was the most effective, the order of antimicrobial activity being aromatic NSA> acidic NSA>basic NSA. However,
the effective inhibition by all the compounds indicates the desirability of more thorough investigation and suggests that
some of these compounds may have potential utility as biostatic additives in commercial products. All NSA are highly biodegradable
and can readily be removed under conditions of normal secondary sewage treatment. |
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Keywords: | Amino acids antimicrobial activity biodegradability critical micelle concentration foaming property lipoamino acids surface activity |
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