Difficulties In Synthesis and Characterization of Viral Capsid Peptides

Zafer Ömer Özdemir; Erdem Karabulut; Murat Topuzoğulları; Zeynep Mustafaeva

Difficulties In Synthesis and Characterization of Viral Capsid Peptides

Year 2008, Volume: 36 Issue: 4, 329 - 337, 01.12.2008

Zafer Ömer Özdemir Erdem Karabulut Murat Topuzoğulları Zeynep Mustafaeva

Abstract

Peptides and proteins play a central role in numerous biological and physiological processes in living organisms. Viral capsid pepdides are part of the viruses outer shell of genetic materials. Viruses are recognized by immune system via capsid peptides. Depending on this property of capsid peptides, totally synthetic vaccine prototypes can be developed. In this work we synthesised 3 different viral peptide sequences with microwave enhanced Solid Phase Peptide Synthesis SPPS method and characerized with LC-ESI-MS system. We briefly describe the difficulties in synthesis and characterization.

Keywords

Synthetic viral peptide, LC-ESI-MS analysis, Solid Phase Peptide Synthesis

References

1. Fischer, E. & Fourneau, E. (1901) Ueber einige Derivate des Glykokolls. Ber. Dtsch. Chem. Ges. 34, 2868–2879.
2. Curtius, T. (1882) Ueber einige neue Hippursa¨ureanalog constituierte synthetisch dargestellte Aminosa¨uren. J. Prakt. Chemie 26, 145–208.
3. Kimmerlin, T. & Seebach, D. ‘100 years of peptide synthesis’: ligation methods for peptide and protein synthesis with applications to bpeptide assemblies. J. Peptide Res., 2005, 65, 229–260.
4. Merrifield, R. B. Solid Phase Synthesis. Nobel lecture, 8 December, 1984, The Rockefeller University, 1230 York Avenue, New York, N.Y. 10021-6399
5. Merrifield, R. B. (1963) Solid phase peptide synthesis. I. The synthesis of a tetrapeptide. J. Am. Chem. Soc. 85, 2149–2154.
6. Carpino, L.A. (1957) Oxidative reactions of hydrazines. IV. Elimination of nitrogen from 1,1- disubstituted-2-arensulfonhydrazides. J. Am. Chem. Soc. 79, 4427–4430.
7. McKay, F.C. & Albertson, N.F. (1957) New amine-masking groups for peptide synthesis. J. Am. Chem. Soc. 79, 4686–4690.
8. Carpino, L.A. & Han, G.Y. (1970) The 9- fluorenylmethoxycarbonyl function, a new base-sensitive amino-protecting group. J. Am. Chem. Soc. 92, 5748–5749.
9. Palese P (2006). “Making better influenza virus vaccines?”. Emerging Infect. Dis. 12 (1): 61–5.
10. Alberts, B., Bray, D., Lewis, J., Raff, M., Roberts, K., Watson, J. D., (1994). Molecular Biology of the Cell, 4, 280.
11. Petrov R. V., Mustafaev, M. I., Norimov A., Physicochemical criteria for the construction of artificial immunomodulators and immunogens on the basis of polyelectrolyte complexes. In: Sov Med Rev D Immunol. UK: Harwood Academic Publishers GmbH; 1992. p. 1–113.
12. Mustafaev M., , “Functionally Biopolymer Systems”, Sigma Journal of Engineering and Natural Science, 4, 2004, pp. 1-201.
13. van Lierop, M. J. C., Wagenaar, J.A., van Noort, J.M., Hensen, E.J., Journal of Virology, 1995, 69, p. 4511–4514.
14. Yedidia, T. B., Arnon, R., Synthetic peptidebased vaccines against influenza,1997, International Journal of Peptide Research and Therapeutics.
15. Chapman, J.R. (2000) Mass Spectrometry of Proteins and Peptides. Sale, Manchester, UK.
16. Chakraborty, A. B. and Berger, S. J., Optimization of Reversed-Phase Peptide Liquid Chromatography Ultraviolet Mass Spectrometry Analyses Using an Automated Blending Methodology, Journal of Biomolecular Techniques 16:325–333, 2005 ABRF
17. Aguilar, M.-I. (2004) HPLC of Peptides and Proteins: Methods and Protocols. Monash University, Clayton, Victoria, Australia.
18. Kappe, C. O. “Controlled microwave heating in modern organic synthesis.” Angew. Chem. Int. Ed. 2004, 43, 6250.
19. Kappe, C. O.; Stadler, A. “Microwaves in organic and medicinal chemistry”, Wiley-VCH, 2005.

Year 2008, Volume: 36 Issue: 4, 329 - 337, 01.12.2008

Zafer Ömer Özdemir Erdem Karabulut Murat Topuzoğulları Zeynep Mustafaeva

Abstract

References

1. Fischer, E. & Fourneau, E. (1901) Ueber einige Derivate des Glykokolls. Ber. Dtsch. Chem. Ges. 34, 2868–2879.
2. Curtius, T. (1882) Ueber einige neue Hippursa¨ureanalog constituierte synthetisch dargestellte Aminosa¨uren. J. Prakt. Chemie 26, 145–208.
3. Kimmerlin, T. & Seebach, D. ‘100 years of peptide synthesis’: ligation methods for peptide and protein synthesis with applications to bpeptide assemblies. J. Peptide Res., 2005, 65, 229–260.
4. Merrifield, R. B. Solid Phase Synthesis. Nobel lecture, 8 December, 1984, The Rockefeller University, 1230 York Avenue, New York, N.Y. 10021-6399
5. Merrifield, R. B. (1963) Solid phase peptide synthesis. I. The synthesis of a tetrapeptide. J. Am. Chem. Soc. 85, 2149–2154.
6. Carpino, L.A. (1957) Oxidative reactions of hydrazines. IV. Elimination of nitrogen from 1,1- disubstituted-2-arensulfonhydrazides. J. Am. Chem. Soc. 79, 4427–4430.
7. McKay, F.C. & Albertson, N.F. (1957) New amine-masking groups for peptide synthesis. J. Am. Chem. Soc. 79, 4686–4690.
8. Carpino, L.A. & Han, G.Y. (1970) The 9- fluorenylmethoxycarbonyl function, a new base-sensitive amino-protecting group. J. Am. Chem. Soc. 92, 5748–5749.
9. Palese P (2006). “Making better influenza virus vaccines?”. Emerging Infect. Dis. 12 (1): 61–5.
10. Alberts, B., Bray, D., Lewis, J., Raff, M., Roberts, K., Watson, J. D., (1994). Molecular Biology of the Cell, 4, 280.
11. Petrov R. V., Mustafaev, M. I., Norimov A., Physicochemical criteria for the construction of artificial immunomodulators and immunogens on the basis of polyelectrolyte complexes. In: Sov Med Rev D Immunol. UK: Harwood Academic Publishers GmbH; 1992. p. 1–113.
12. Mustafaev M., , “Functionally Biopolymer Systems”, Sigma Journal of Engineering and Natural Science, 4, 2004, pp. 1-201.
13. van Lierop, M. J. C., Wagenaar, J.A., van Noort, J.M., Hensen, E.J., Journal of Virology, 1995, 69, p. 4511–4514.
14. Yedidia, T. B., Arnon, R., Synthetic peptidebased vaccines against influenza,1997, International Journal of Peptide Research and Therapeutics.
15. Chapman, J.R. (2000) Mass Spectrometry of Proteins and Peptides. Sale, Manchester, UK.
16. Chakraborty, A. B. and Berger, S. J., Optimization of Reversed-Phase Peptide Liquid Chromatography Ultraviolet Mass Spectrometry Analyses Using an Automated Blending Methodology, Journal of Biomolecular Techniques 16:325–333, 2005 ABRF
17. Aguilar, M.-I. (2004) HPLC of Peptides and Proteins: Methods and Protocols. Monash University, Clayton, Victoria, Australia.
18. Kappe, C. O. “Controlled microwave heating in modern organic synthesis.” Angew. Chem. Int. Ed. 2004, 43, 6250.
19. Kappe, C. O.; Stadler, A. “Microwaves in organic and medicinal chemistry”, Wiley-VCH, 2005.

There are 19 citations in total.

Details

Primary Language	English
Journal Section	Research Article
Authors	Zafer Ömer Özdemir Erdem Karabulut This is me Murat Topuzoğulları This is me Zeynep Mustafaeva This is me
Publication Date	December 1, 2008
Published in Issue	Year 2008 Volume: 36 Issue: 4

Cite

APA	Özdemir, Z. Ö., Karabulut, E., Topuzoğulları, M., Mustafaeva, Z. (2008). Difficulties In Synthesis and Characterization of Viral Capsid Peptides. Hacettepe Journal of Biology and Chemistry, 36(4), 329-337.
AMA	Özdemir ZÖ, Karabulut E, Topuzoğulları M, Mustafaeva Z. Difficulties In Synthesis and Characterization of Viral Capsid Peptides. HJBC. December 2008;36(4):329-337.
Chicago	Özdemir, Zafer Ömer, Erdem Karabulut, Murat Topuzoğulları, and Zeynep Mustafaeva. “Difficulties In Synthesis and Characterization of Viral Capsid Peptides”. Hacettepe Journal of Biology and Chemistry 36, no. 4 (December 2008): 329-37.
EndNote	Özdemir ZÖ, Karabulut E, Topuzoğulları M, Mustafaeva Z (December 1, 2008) Difficulties In Synthesis and Characterization of Viral Capsid Peptides. Hacettepe Journal of Biology and Chemistry 36 4 329–337.
IEEE	Z. Ö. Özdemir, E. Karabulut, M. Topuzoğulları, and Z. Mustafaeva, “Difficulties In Synthesis and Characterization of Viral Capsid Peptides”, HJBC, vol. 36, no. 4, pp. 329–337, 2008.
ISNAD	Özdemir, Zafer Ömer et al. “Difficulties In Synthesis and Characterization of Viral Capsid Peptides”. Hacettepe Journal of Biology and Chemistry 36/4 (December 2008), 329-337.
JAMA	Özdemir ZÖ, Karabulut E, Topuzoğulları M, Mustafaeva Z. Difficulties In Synthesis and Characterization of Viral Capsid Peptides. HJBC. 2008;36:329–337.
MLA	Özdemir, Zafer Ömer et al. “Difficulties In Synthesis and Characterization of Viral Capsid Peptides”. Hacettepe Journal of Biology and Chemistry, vol. 36, no. 4, 2008, pp. 329-37.
Vancouver	Özdemir ZÖ, Karabulut E, Topuzoğulları M, Mustafaeva Z. Difficulties In Synthesis and Characterization of Viral Capsid Peptides. HJBC. 2008;36(4):329-37.