Warianty tytułu
Języki publikacji
Abstrakty
Enzymatically formed peptides show positional variations as well as highly conserved amino acids. In the cases of gramicidin S, tyrocidine, linear gramicidins, enniatins, echinocandins and viridogrisein in vivo and in vitro studies indicate substrate selection at the level of amino acid activation as a major control step. Evidence for proof-reading steps beyond activation has been obtained in penicillin and cyclosporin biosynthesis. Activated substrate analogues may promote the formation of side products such as dipeptides and cyclodipeptides. Modifications of intermediates, such as N-methylation, influence the rates of peptide synthesis. These control steps pose limitations for the application of such enzyme systems in the production of peptide libraries. They may originate from a target oriented evolution of these synthetases.
Wydawca
Czasopismo
Rocznik
Tom
Numer
Opis fizyczny
p.839-847,fig.
Twórcy
Bibliografia
- Adefarati, A.A., Giacobbe, R.A., Hensens, O.D. & Tkacz, J.S. (1991) Biosynthesis of L-671,329, an echinocandin-type antibiotic produced by Zalerion arboricola: Origins of some of the unusual amino acids and the dimethylmyris- tic acid side chain. J. Am. Che.m. Soc. 113, 3542-3545.
- Aharonowitz, Y., Bergmeyer, J., Cantoral, J.M., Cohen, G., Demain, A.L., Fink, U., Kinghorn, J., Kleinkauf, H., MacCabe, A., Palissa, H., Pfeifer, E., Schwecke, T., van Liempt, H., von Döhren, H., Wolfe, S. & Zhang, J. (1993) 5-L-(a-Aminoadipyl )-L-cysteinyl-D-valine synthetase, the multienzyme integrating the four primary reactions in ß-lactam biosynthesis, as a model peptide synthetase. Bio/Technol. 11, 807-810.
- Awazu, N., Ikai, K., Yumamoto, J., Nishimura, K., Mizutani, S., Takesako, K. & Kato, I. (1995) Structures and antifungal activities of new aureobasidins. J. Antibiot. 48, 525-527.
- Bevins, C.L. & Zasloff. M. (1990) Peptide from frog skin. Annu. Rev. Biochem. 59, 395-414.
- Billich, A. & Zocher, H. (1987) AT-Methyltrans- ferase function of the multifunctional enzyme enniatin synthetase. Biochemistry 26, 8417-8423.
- Billich, A. & Zocher, R. (1990) Biosynthesis of N-methylated peptides; in Biochemistry of Peptide Antibiotics (Kleinkauf, H. & von Döhren, H., eds.) pp. 57-80, de Gruyter, Berlin.
- Doller, A., Haese, A. & Zocher, R. (1996) Molecular cloning of the amino acid activation domain of enniatin synthetase from Fusarium sambucinum.Symp. Enzymol. of Biosynthesis of Natural Products. Abstracts, Technical University, Berlin.
- Etchegaray, A., Dieckmann, R., Kennedy, J., Turner, G. & Döhren, H. (1997) ACV synthetase: Expression of amino acid activating domains of the Penicillium chrysogenum enzyme in Aspergillus nidulans. Biochem. Bio- phys. Res. Comm. 237, 166-169.
- Haring, V. (1985) Biosynthese Gramicidin S- analoger Peptide. Diploma Thesis, Technical University, Berlin.
- Kallen, J., Mikol, V., Quesniaux, V.F.J., Walkin- shaw, M.D., Schneider-Scherzer, E., Schör- gendörfer. K.. Weber, G. & Fliri, H.G. (1997) Cyclosporins: Recent Developments in biosynthesis, pharmacology and biology, and clinical applications; in Products of Secondary Metabolism (Kleinkauf, H. & von Döhren, H., eds.) vol. 7 Biotechnology (Rehm, H. & Reed, L.G., eds.), 2nd edn., Verlag Chemie, Weinheim.
- Kleinkauf, H. & Koischwitz, H. (1978) Peptide bond formation in non-ribosomal systems. Prog. Mol. Subcell. Biol. 6, 59-112.
- Kleinkauf, H. & von Döhren, H. (1981) Cell-free biosynthesis of peptide antibiotics; in Advances in Biotechnology (Vezina, C., Singh, K., eds.) vol. 3, pp. 83-88, Pergamon Press, Oxford.
- Kleinkauf, H. & von Döhren, H. (1990) Nonriboso- mal biosynthesis of peptide antibiotics. Eur. J. Biochem. 192, 1-15.
- Kleinkauf, H. & von Döhren, H. (1994; The non- ribosomal peptide biosynthesis system — on the origins of structural diversity of peptides, cyclopeptides and related compunds. Antonie van Leeuwenhoek 67, 229-242.
- Kleinkauf, H. & von Dôhren, H. (1996) Enzymology of peptide antibiotic biosynthesis; in Biotechnology of Industrial Antibiotics (Strohl, W.R., ed.) 2nd edn., Marcel-Dekker New York.
- Kleinkauf, IL & von Dôhren, H. (1997) Enzymatic generation of complex peptides. Prog. Drug. Res. 48, 27-51.
- Krause, M., Miyamoto, K., Stindl, A., Zocher, R., Jeschke, P., Thielking, G. & Bonse, G. (1996) Directed biosynthesis of new enniatins. Symp. Enzymol. of Biosynthesis of Natural Products. Abstracts, Technical University, Berlin.
- Meister, A. (1995) Glutathion metabolism. Meth. Enzymol. 251, 3-7.
- Nozaki, S. & Muramatsu, 1. (1987) Natural ho- mologs of gramicidin S. J. Antibiot. 37, 689-690.
- Okumura, Y. (1990) Biosynthesis ofviridogrisein; in Biochemistry of Peptide Antibiotics (Kleinkauf, H. & von Dôhren, H., eds.) pp. 365- 378, de Gruyter, Berlin.
- Pieper, R., Kleinkauf, H. & Zocher, R. (1992) Enniatin synthetases from different Fusaria exhibiting distinct amino acid specificities. J. Antibiot. 45, 1273-1277.
- Saxholm, H., Zimmer, T.-L. & Laland, S.G. ( 1972) Eur. J. Biochem. 20, 138-144.
- Schwecke, T., Tobin, M.B., Kovacevic, S., Miller, J R., Skatrud, P.L. & Jensen, S.E. (1993) The A-module of ACV synthetase: Expression, renaturation and functional characterization; in Industrial Microorganisms: Basic and Applied Molecular Genetics (Baltz, R.H., Hege- man, G.D. & Skatrud, P., eds.) p. 291, Am. Soc. Microbiol., Washington D.C.
- Shiau, C.Y., Baldwin, J.E., Byford, M.F., Scho- field, C.J. (1995) 8-l.-(a-Aminoadipyl)-L-cyste- inyl-D-valine synthetase: Isolation of 1,-cyste- inyl-D-valine, a 'shunt' product, and implications for the order of peptide bond formation. FEBS Lett. 373, 303-306.
- Tavanlar,M.A. (1996) Molecular characterization of the 5-L-(cc-Aminoadipyl)-L-cysteinyl-D-va- linc synthetase (ACVS) from filamentous fungi: Determination of the domain arrangement, cloning and expression of the third domain. Thesis, University Los Banos, Philippines.
- Thibault, P., Faubert, D., Karunanithy, S., Boyd, R.K. & Holmes C.F.B. (1992) Isolation, mass spectrometric characterization, and protein phosphatase inhibition properties of cyclic peptide analogs of gramicidin S from Bacillus brevis (Nagano strain). Biol. Mass Spectrom. 21, 367-379.
- Vater, J., Schlumbohm, W., Palacz, Z. & Sal- nikow, J. (1987) Dormation of D-Phe-Pro-Val- cyclo-Om by gramicidin S synthetase in the absence of L-leucine. Eur. J. Biochem. 163, 297- 301.
- Zambias, H.A., Hammond, M.L., Heck, J.V., Bar- tizai, K., Trainor, C., Abruzzo, G., Schmatz, D.M. & Nollstadt, K.M. (1992) Preparation and structure-activity relationships of simplified analogues of the antifungal agent cilo- fungin: A total synthesis approach. J. Med. Chem. 35, 2843-2855.
Typ dokumentu
Bibliografia
Identyfikatory
Identyfikator YADDA
bwmeta1.element.agro-article-1cbf85b7-44e5-4a3c-8cfb-cdf2526a53e4