Skip to main content
Log in

A Novel, Poly(Ethyl Ethylene Ether) Inhibitor to Trypsin from Marine Cyanobacteria, Lyngbya confervoides

  • Published:
Applied Biochemistry and Biotechnology Aims and scope Submit manuscript

Abstract

A novel, poly(ethyl ethylene ether) inhibitor to trypsin was purified from marine cyanobacteria, Lyngbya confervoides from the coastal areas of Thalassery, North Kerala. The kinetics and the thermodynamic parameters of its interactions with the enzyme were also studied. It was demonstrated that the substrate binding, catalytic triad of the enzyme could be blocked by the inhibitor, as expressed by molecular simulation studies. The study also showed that the cyanobacterial group could prove to be a potential source of novel enzyme inhibitors for various applications.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3

Similar content being viewed by others

References

  1. Luesch, H., Yoshida, W. Y., Moore, R. E., & Paul, V.J. (2000). Apramides A-G, Novel lipopeptides from the marine cyanobacterium Lyngbya majascula. Journal of Natural Products, 63, 1106–1112.

  2. Birgit, J., Jimmy, O., & Otto, S. (1999). A novel extracellular diterpenoid with antibacterial activity from the cyanobacterium Nostoc commune. Journal of Natural Products, 62, 502–503.

    Article  Google Scholar 

  3. Baskara Sethubathi, V. G., & Prabu, A. V. (2010). Antibacterial activity of cyanobacterial species from Adirampattinam Coast, southeast coast of Palk Bay. Current Research Journal of Biological Sciences Current, 2(1), 24–26.

    Google Scholar 

  4. Abed, R. M., Dobretsov, S., & Sudesh, K. (2008). Applications of cyanobacteria in biotechnology. Journal of Applied Microbiology, 106(1), 1–12.

    Article  Google Scholar 

  5. Garantziotis, S., Hollingsworth, J. W., Ghanayem, R. B., Timberlake, S., Zhuo, L., Kimata, K., & Schwartz, D. A. (2007). Inter-α-trypsin inhibitor attenuates complement activation and complement-induced lung injury. Journal of Immunology, 179, 4187–4192.

    Article  CAS  Google Scholar 

  6. Emori, Y., Mizushima, T., Matsumura, N., Ochi, K., Tanioka, H., Shirahige, A., Ichimura, M., Shinji, T., Koide, N., & Tanimoto, M. (2005). Camostat, an oral trypsin inhibitor, reduces pancreatic fibrosis induced by repeated administration of a superoxide dismutase in rats. Journal of Gastroenterology and Hepatology, 20, 895–899.

    Article  CAS  Google Scholar 

  7. Gibo, J., Ito, T., Kawabe, K., Hisano, T., Inoue, M., Fujimori, N., Oono, T., Arita, Y., & Nawata, H. (2005). Camostat mesilate attenuates pancreatic fibrosis via inhibition of monocytes and pancreatic stellate cells activity. Laboratory Investigations, 85, 75–89.

    Article  CAS  Google Scholar 

  8. Goulden, M. R. (2013). The pain of chronic pancreatitis: a persistent clinical challenge. British Journal of Pain, 7(1), 8–22.

    Article  Google Scholar 

  9. Zainuddin, E. N., Jansen, R., Nimtz, M., Wray, V., Preisitsch, M., Lalk, M., & Mundt, S. (2009). Lyngbya zothrins A-D antimicrobial cyclic undecapeptides from the cultured cyanobacterium Lyngbya sp. Journal of Natural Products, 72(8), 1373–1378.

    Article  CAS  Google Scholar 

  10. Lukkainen, R., Sivonen, K., Namikoshi, M., Fardig, M., Rinehart, K. L., & Niemela, S. I. (1993). Isolation and identification of eight microcystins from thirteen oscillatoriaagardhii strains and structure of a new microcystin. Journal of Applied and Environmental Microbiology, 59, 2204–2209.

    Google Scholar 

  11. Burj, A. M., Abou-Mansour, E., Banaigs, B., Payri, C., Burgess, J. G., & Wright, P. C. (2002). Culture of the marine cyanobacterium, Lyngbya majuscule (Oscillatoriaceae), for bioprocess intensified production of cyclic and linear lipopeptides. Journal of Microbiological Methods, 48(2–3), 207–219.

    Article  Google Scholar 

  12. Acreman, J. (1994). Algae & cyanobacteria: isolation, culture & long term maintenance. Journal of Industrial Microbiology, 13, 193–194.

    Article  Google Scholar 

  13. Williams, P. G., Yoshida, W. Y., Moore, R. E., & Paul, V. J. (2002). Isolation and structure determination of obyanamide, a novel cytotoxic cyclic depsipeptide from the marine cyanobacterium Lyngbya confervoides. Journal of Natural Products, 65(1), 29–31.

    Article  CAS  Google Scholar 

  14. Luesch, H., Pangilinan, R., Yoshida, W. Y., Moore, R. E., & Paul, V. J. (2001). Pitipeptolides A and B, new cyclodepsipeptides from the marine cyanobacterium Lyngbya majuscule. Journal of Natural Products, 64(3), 304–307.

    Article  CAS  Google Scholar 

  15. Harrigan, G. G., Yoshida, W. Y., Moore, R. E., Nagle, D. G., Park, P. U., Biggs, J., Paul, V. J., Mooberry, S. L., Corbett, T. H., & Valerioter, F. A. (1998). Isolation, structure determination, and biological activity of dolastatin 12 and Lyngbyastatin 1 from Lyngbya majuscula/Schizothrix calcicola cyanobacterial assemblages. Journal of Natural Products, 61, 1221–1225.

    Article  CAS  Google Scholar 

  16. Liu, L., & Rein, K. S. (2010). New peptides isolated from Lyngbya species: a review. Journal of Marine Drugs, 8(6), 1817–1837.

    Article  CAS  Google Scholar 

  17. Taori, K., Matthew, S., Rocca, J. R., Paul, V. J., & Luesch, H. (2007). Lyngbyastatins 5–7, potent elastase inhibitors from Floridian marine cyanobacteria, Lyngbya spp. Journal of Natural Products, 70, 1593–1600.

    Article  CAS  Google Scholar 

  18. Paul, G. B., Heike, I. B., Karl, G., & Friedrich, J. (2009). The cyanobacterial alkaloid nostocarboline: an inhibitor of acetylcholinesterase and trypsin. Journal of Applied Phycology, 21, 103–110.

    Article  Google Scholar 

  19. Brandt, T., Holzmann, N., Muley, L., Khayat, M., Wegscheid-Gerlach, C., Baum, B., Heine, A., Hangauer, D., & Klebe, G. (2010). Congeneric but still distinct: how closely related trypsin ligands exhibit different thermodynamic and structural properties. Journal of Molecular Biology, 405(5), 1170–1187.

    Article  Google Scholar 

  20. Halgren, T. A. (1996). Journal of Computational Chemistry, 17, 490–519.

    Article  CAS  Google Scholar 

  21. Zhou, D., Lobo, Y. A., Batista, I. F., Marques Porto, R., Gustchina, A., Oliva, M. L., & Wlodwer, A. (2013). Crystal structures of a plant trypsin inhibitor from Enterolobium contortisiliquum(EcTI) and of its complex with bovine trypsin. Plos One, 8, e62252.

    Article  CAS  Google Scholar 

  22. Song, H. K., & Suh, S. W. (1998). Kunitz-type soyabean trypsin inhibitor revisited: refined structure of its complex with porcine trypsin reveals an insight into the interaction between a homologous inhibitor from Erythrina Caffra and tissue-type plasminogen activator. Journal of Molecular Biology, 275, 347–363.

    Article  CAS  Google Scholar 

Download references

Acknowledgment

Funding was provided by the Ministry of Earth Science, Government of India at the Department of Biotechnology and Microbiology, Kannur University. The authors acknowledge Institute for Sophisticated Analytical Instrument Facility, KOCHI for NMR facility, and Inter University Center for Instrumentation for LC-MS at Mahatma Gandhi University; Kottayam are acknowledged for data.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Madhathilkovilakathu Haridas.

Additional information

Research Highlights

• A novel poly(ethyl ethylene ether) was isolated from the marine cyanobacteria, Lyngbya confervoides

• The structure of the compound was deduced by various techniques like IR, LC MS, and NMR spectroscopies.

• Mass of the compound was found to be 948.

• The compound had a profound trypsin inhibition whose interaction was studied by isothermal titration calorimetry, molecular docking, and MD simulations.

• The ligand adopted a Kunitz-type, active-site-directed binding conformation for inhibiting the enzyme trypsin.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Figure 1

(DOCX 162 kb)

Figure 2

(DOCX 140 kb)

Figure 3

(DOCX 137 kb)

Figure 4

(DOCX 130 kb)

Figure 5

(DOCX 131 kb)

Figure 6

(DOCX 118 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Devi, A., Prasanth, S., Murugesh, E. et al. A Novel, Poly(Ethyl Ethylene Ether) Inhibitor to Trypsin from Marine Cyanobacteria, Lyngbya confervoides . Appl Biochem Biotechnol 178, 891–899 (2016). https://doi.org/10.1007/s12010-015-1916-4

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12010-015-1916-4

Keywords

Navigation