Abstract
Poly-γ-l-glutamic acid was synthesized in optimized fermentor cultivation ofBacillus licheniformis. The polypeptide obtained was esterified using benzyl- and butylbromides. Benzyl esters with 30, 60 and 100% degree of esterification were prepared. Solubility of the products in dimethyl sulfoxide, chloroform, methanol and in water was significantly different from these ones of original polymer.
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Barerra D.A., Zylstra E., Lansbury P.T., Langer R.J.: Synthesis and RGD peptide modification of a new biodegradable copolymer: poly(lactic acid-co-lysine).J. Amer. Chem. Soc. 115, 11010–11011 (1993).
Bastioli C.: Biodegradable materials: present situation and future perspectives.Macromol. Symp. 135, 193–204 (1998).
Berka M., Szilágyi J., Krecz Á., Borbély J.: The measurement of molecular weight distribution of biodegradable poly-γ-glutamic acid by light scattering. (In Hungarian)Plastic & Rubber 37, 101–106 (2000).
Birrer G.A., Gromwick A.M., McCarthy S.P., Gross R.A.: γ-Poly(glutamic acid) biosynthesis byBacillus licheniformis ATCC 9945a: physiological studies.Polym. Mater. Sci. Eng. 67, 134–136 (1992).
Borbély M., Nagasaki Y., Borbély J., Fan K., Bhogle A., Sevoian M.: Biosynthesis and chemical modification of γ-poly(glutamic acid).Polym. Bull. 32, 127–132 (1994).
Bruckner V., Kajtár M., Kovács J., Nagy H., Wein J.: Synthese des imunospezifischen polypeptid-artigen Haptens der Anthrax-subtilis Bacillen Gruppe. Ein Synthetischer Beweis der Konstitution der Natürlichen Polyglutaminsäuren.Tetrahedron 2, 211–240 (1958).
Bruckner V., Kajtár M.: Über mesoide γ-Poly-glutaminsäuren.Acta Chim. Acad. Sci. Hung. 21, 417–425 (1959).
Crescenzi V., D'Alani M., Palleschi C., Petragallo T., Sambuco B., Mattei B., Dentini M.: Aqueus solution properties of bacterial poly-γ-d-glutamate.ACS Polym. Preprints 35, 407–408 (1994).
Kajtár M., Bruckner V.: Improved syntheses of stereoisomeric poly-γ-glutamic acids.Acta Chim. Acad. Sci. Hung. 62, 191–212 (1969).
Kidchob T., Kimura S., Imanishi Y.: pH-Responsive release from polypeptide microcapsules.J. Appl. Polym. Sci. 63, 453–458 (1997).
King E.C., Watkins W.J., Blacker A.J., Bugg T.D.H.: Covalent modification in aqueous solution of poly-γ-d-glutamic acid fromBacillus licheniformis.J. Appl. Polym. Sci. Part A Polym. Chem. 36, 1995–1999 (1998).
Krecz Á., Bak I., Pócsi I., Borbély J.: Preparation and modification of artificial proteins, pp. 184–185 in S. Bajusz, F. Hudecz (Eds):Peptides '98. Akadémia Kiadó, Budapest 1998.
Kubota H., Nambu Y., Endo T.: Alkaline hydrolysis of poly(γ-glutamic acid) produced by microorganism.J. Polym. Sci. Part A Polym. Chem. 33, 85–88 (1995).
Kunioka M.: Biosynthesis of poly(γ-glutamic acid) froml-glutamine, citric acid and ammonium sulfate inBacillus subtilis IFO 03335.Appl. Microbiol. Biotechnol. 44, 501–506 (1995).
Kunioka M.: Biosynthesis and chemical reactions of poly(amino acids) from microorganisms.Appl. Microbiol. Biotechnol. 47, 469–475 (1997).
Mauro B., Yosikawa H.: Bacillus subtilis:Molecular Biology and Industrial Application, pp. 143–161. Elsevier-Kodansha, Tokyo 1989.
Muñoz-Guerra S., Melis J., Perey-Camero G., Bou J.J., Congregado F.: Poly(γ-glutamic acid) esters: synthesis and structure.ACS Polym. Preprints 39, 138–139 (1998).
Nemes S., Balázs G., Biacs T., Borbély J.: A few fields of research in macromolecular chemistry. (In Hungarian)Plastic & Rubber 37, 16–22 (2000).
Nógrády N., Pócsi I., Szentirmai A.: Cyclodextrin may be the only starch-degrading enzyme inBacillus macerans.Biotechnol. Appl. Biochem. 21, 233–243 (1995).
Nógrády N., Pócsi I., Paffard S.M., Katona É., Miles R.J., Balázs A., Sándor E., Fachet J., Price R.G., Szentirmai A.: Developments of ELISA and enzyme-linked immunofiltration assay (ELIFA) methods for monitoring cyclodextrin glycosyltransferase (CGTase) production and bacterial growth inBacillus macerans batch cultures.J. Biotechnol. 60, 15–22 (1998).
Otani Y., Tabata Y., Ikoda Y.: Rapidly curable biological glue composed of gelatin and poly(l-glutamic acid).Biomaterials 17, 1387–1391 (1996).
Shah D.T., McCarthy S.P., Gross R.A.: New polymers derived from natural origin γ-poly(glutamic acid).ACS Polym. Preprints 33, 488–490 (1992).
Sidman K.R., Schwope A.D., Streber W.D., Rudolph S.E., Poulin S.B.J.: Loss of adjuvants from polymer films to foods or food stimulants, effect of the external phase.Membr. Sci. 7, 277–291 (1980).
Thorne C.B., Gomez C.G., Noyes H.E., Housewright R.: Production of glutamyl polypeptide byBacillus subtilis.J. Bacteriol. 68, 307–315 (1954).
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Krecz, Á., Pócsi, I. & Borbély, J. Preparation and chemical modification of poly-γ-l-glutamic acid. Folia Microbiol 46, 183–186 (2001). https://doi.org/10.1007/BF02818530
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DOI: https://doi.org/10.1007/BF02818530