Amphoteric surfactants containing ?-hydroxy ester group and an amino acid residue


  • A. M. F. Eissa Chemistry Department, Faculty of Science, Benha University



Anphoteric surfactants, Antimicrobial activity, Biodegradability


A series of amphoteric surfactants containing α-hydroxy ester group and an amino acid residue were prepared with the addition of epoxy derivatives (which were prepared from epoxidation of alkyl methacrylate) to different types of amino acids (glycine, alanine, valine, isoleucine, phenylalanine, tyrosine, serine, threonine, aspartic and anthranilic acid).The structures of the prepared compounds were confirmed by infrared spectra, proton magnetic resonance spectra, Mass spectra and elementary analysis. Surface tension, Kraft point, foaming power, critical micelle concentration emulsion and Ca++ stabilities were determined. Antimicrobial activity and biodegradability were also screened.


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Amin. M. S., Eissa. A. M. F, Shaaban. A. F., El-Sawy. A. A. and El-Sayed. R. 2004 “New heterocycles having a double characters as antimicrobial and surface active agents.Part 1: Nonionic compounds from fatty acid isothiocyanate”. Olaj Szappan, Kozmetika 53,124-128.

Andersen. D. L. 1957 J. Am. Oil. Chem. Soc. 34, 188-190. doi:10.1007/BF02670950

Bluestein. C., Rosenblatt. W., Clark. J and Stefcik. A. (1973) J. Am. Oil. Chem. Soc. 50, 532-535. doi:10.1007/BF02640527

Bristiline R. G., Maurer. E.W., Smith. F. D and Linfield.W. M. (1980) J. Am. Oil. Chem. Soc. 75, 98-102. doi:10.1007/BF02674376

Christophe. D., Fatima. A., Karine. V., Guita. E. and Isabelle. R. (2002) Longmuir. 18, 10168-10175. doi:10.1021/la020573k

Eissa. A. M. F. (2002) “Anionic surface active agents from fatty acid hydrazides containing heterocyclic moiety”. J. Olaj Szappan Kozmetika, 51, 155-161.

Eissa. A. M. F and Osman. F. (1996) “Cationic surface active agents”. Bull. N R C. Egypt. 21 (3), 245-252.

Eissa. A. M. F. (1995) “Amphoteric surface active agents”. Grasas Y Aceites, 46 (4-5), 240-4.

Eissa. A. M. F and Ahmed. M. H. M. (2003) “Nonionic surface active agents containing heterocyclic moiety”. Olaj Szappan Kozmetika 52, 11-17.

El-Dougdoug. W. I. A., Hebash. K. A. H and Eissa. A. M. F. (2001) “Cationic surfactants from local magnifera indica fat”. J. Olaj Szappan Kozmetika. 50 (4) 143- 148

El-Sawy. A. A., Essawy. S. A., El-Sukkary. M. M and Eissa. A. M. F. (1992) “Surfactants from 2-hydroxy fatty acids I. Sulphonation products of 2-hydroxy fatty acids, esters, diols and alkanolamines”. J. Serb. Chem. Soc. 56, 25-28.

El-Sukkary. M. A., El-Sawy. A. A and El-Dib. F. (1987) “Synthetic Detergents from Crude rice bran oil”. Hungarian Journal of Industrial Chemistry 15, 317- 320.

Eter, E. T., Richard. R. E. and Darid. A. (1974) “Biodegradable surfactants derived from corn starch”. J. Am. Oil Chem. Soc. 51, 486 - 494. doi:10.1007/BF02635857

Findly. A. (1963) “Practical physical chemistry”. 6th Ed. Longmans, London. 1040.

Hikota. T and Moerugo. K. (1979). J. Am. Oil. Chem. Soc. 56 537-541. doi:10.1007/BF02680197

Herrmann. K.W. (1962). J. Phys. Chem. 66, 295-298. doi:10.1021/j100808a025

Hironari. F. and Kimihiro. M. (2002) Jpn. Kokai Tokkyo Koho. 26, 9-13.

Klrvens. H. B. (1953). J. Am. Oil. Chem. Soc. 30, 74-76. doi:10.1007/BF02635002

Masuyama. A., Akiyama. K and Okahara. M. (1987) “Surface active hydroxamic acid. II. Comparison of surface properties of hydroxamic acids with ketones and methyl esters with similar hydrophilic and lipophilic structure”. J. Am. Oil. Chem. Soc. 64, 1040- 1043. doi:10.1007/BF02542446

Infante.M. R., Perez. L., Pinazo. A., Clapes. P and Moran. C. (2003). Surfactant Science Series: Novel surfactants. 114, 193-215

Marion. H., Deisenroth. T and Jemnings. J. (2002). Mueller, Karl Friedrich. 15, 42-47.

Nasreddine. M., Szonyi. S and Cambon. A. (1993) J. Am. Oil. Chem. Soc. 70 (1),105-107. doi:10.1007/BF02545377

Somaya. A. R, Eissa. A. M. F, Nadia. A and Ahmad. M. N. (1998) “Synthesis and characterization of some peptides having surface activity using polyethylene glycol”. J. Pharm. Sci. 7, 27-32.

Ross. J and Miles. G. (1941) J. Oil and Soap. 18, 99-102. doi:10.1007/BF02545418

Takeshi. H. (1970) Bull. Chem. Soc, 43, 2236-2239. doi:10.1246/bcsj.43.2236

Tokiwa, F and Ohki. K. (1967) J. Phys. Chem. 71, 1824- 1827. doi:10.1021/j100865a042

Wiel. J. K., Smith. F. D., Stirton. A. J. and Bistine. R. G. (1963). “Long chain alkane-sulphonates and 1- hydroxy-2-alkanesulphonates: Structure and property relations” J. Am. Oil. Chem. Soc. 40, 538-541. doi:10.1007/BF02822460




How to Cite

Eissa AMF. Amphoteric surfactants containing ?-hydroxy ester group and an amino acid residue. Grasas aceites [Internet]. 2006Sep.30 [cited 2024Mar.4];57(3):319-27. Available from: