Abstract
Four types of racemic amphoteric surface active N-substituted amino acid derivatives containing a hydroxyl group and an ether group, ROCH2CH (OH) C2H4NHC2H4COOH ROCH2CH (OH) C2H4NHCH- (CH3) COOH ROCH2CH (OH) C2H4NHCH (CH3) CH2COOH ROCH2CH (OH) C2H4NHCH (C2H5) COOH were prepared, and racemic forms were optically resolved.
Their antimicrobial and surface active properties were determined and the influence of optical and structural isomerism on these properties was examined.
The difference in the surface active properties between racemate and optically active forms was not clear. It was confirmed that chirality had no influence on the cmc and surface active properties. The influence of the carbon chain length was clear, but the effects of the side methyl group situated between the ammonium and carboxylate group could not be definitely clarified.
The N-substituted β-alanine derivatives were more antimicrobial than the corresponding α-alanine. The difference in antimicrobial properties between the racemate and optically active forms was recognized for a few fungi.
