Skip to main content
Log in

Synthesis, spectroscopic and structural elucidation of sympathomimetic amine, tyraminium dihydrogenphosphate

  • Original Article
  • Published:
Amino Acids Aims and scope Submit manuscript

Abstract

The synthesis, isolation, spectroscopic and structural elucidation of sympathomimetic amine, tyramine dihydrogenphosphate are of interest due to its biological activity and the establishing correlation between spectroscopic properties and structure. The complex approach for investigation included single crystal X-ray diffraction, new technique in linear-polarized IR-spectroscopy in solid state and quantum chemical calculations with a view to predict the electronic structure and vibrational data of interacting species in entitled compound, the correlation structure–spectroscopic properties as well as the influence of intermolecular interaction on IR-characteristic bands are carried out.

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.

Scheme 1
Fig. 1
Fig. 2
Scheme 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Scheme 3
Fig. 7
Scheme 4
Fig. 8

Similar content being viewed by others

References

  • Abouzaglou J, Be´ C, Gimona G, Roustan C, Kassab R, Fattoum A (2004) Eur J Biochem 271:2615–2623

    Article  PubMed  CAS  Google Scholar 

  • Backe D (1993) J Chem Phys 98:5648

    Article  Google Scholar 

  • Bakalska R, Ivanova BB, Kolev Ts (2006) Cent Eur J Chem 4(3):533

    Article  CAS  Google Scholar 

  • Christian RC, Fitzpatrick LA (1999) Curr Opin Nephrol Hypertens 8:443–448

    Article  PubMed  CAS  Google Scholar 

  • Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Zakrzewski VG, Montgomery JA Jr, Stratmann RE, Burant JC, Dapprich S, Millam JM, Daniels AD, Kudin KN, Strain MC, Farkas Ö, Tomasi J, Barone V, Cossi M, Cammi R, Mennucci B, Pomelli C, Adamo C, Clifford S, Ochterski J, Petersson GA, Ayala PY, Cui Q, Morokuma K, Salvador P, Dannenberg JJ, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Cioslowski J, Ortiz JV, Baboul AG, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komáromi I, Gomperts R, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Andres JL, Gonzalez C, Head-Gordon M, Replogle ES, Pople JA (1998) Gaussian 98, Gaussian, Inc., Pittsburgh

    Google Scholar 

  • Ivanova BB (2005a) Spectrosc Lett 38:635

    Google Scholar 

  • Ivanova BB (2005b) Spectrochim Acta 62A:58

    Google Scholar 

  • Ivanova BB (2005c) J Mol Struct 738:233

    Google Scholar 

  • Ivanova BB (2005d) J Coord Chem 58(7):587

    Google Scholar 

  • Ivanova BB (2006a) Cent Eur J Chem 4:111

    Google Scholar 

  • Ivanova BB (2006b) J Mol Struct 782:122

    Google Scholar 

  • Ivanova BB (2006c) Spectrochim Acta 64A:931

    Google Scholar 

  • Ivanova BB, Mayer-Figge H (2005) J Coord Chem 58:653

    Article  CAS  Google Scholar 

  • Ivanova BB, Arnaudov MG, Bontchev PR (2004) Spectrochim Acta 60(4):855

    Article  CAS  Google Scholar 

  • Ivanova BB, Tsalev DL, Arnaudov MG (2006a) Talanta 69:822

  • Ivanova BB, Simeonov VD, Arnaudov MG, Tsalev DL (2006b) Spectrochim Acta Part A. (in press)

  • Ivanova BB, Kolev T, Zareva SY (2006c) Biopolymers 82:587

  • Ikram H, Lynn KL, Bailey RR, Little PJ (1983) Kidney Int 24:371–376

    Article  PubMed  CAS  Google Scholar 

  • Jacob G, Costa F, Vincent S, Robertson D (2003) Circulation 107. doi:10.1161/01.CIR.0000065605.37863.C0

  • Koleva BB (2006a) J Mol Struct. (in press)

  • Koleva BB (2006b) Vibr. Spectrosc. (in press)

  • Koleva BB (2006c) Spectrochim Acta, Part A. (in press)

  • Kolev Ts (2006d) Biopolymers 83:39

    Google Scholar 

  • Koleva BB, Kolev Ts, Zareva SY, Spiteller M (2006a) J Mol Struct. (in press)

  • Kolev Ts, Zareva SY, Koleva BB, Spiteller M (2006b) Inorg Chim Acta. (in press)

  • Koleva BB, Kolev Ts, Spiteller M (2006c) Biopolymers. (in press)

  • Lee C, Yang W, Parr RG (1988) Phys Rev B37:785

    Google Scholar 

  • Peng C, Ayala PY, Schlegel HB, Frisch MJ (1996) J Comp Chem 17:49

    Article  CAS  Google Scholar 

  • Sheldrick GM (1995) SHELXTL, Release 5.03 for Siemens R3 crystallographic research system. Siemens Analytical X-Ray Instruments, Inc., Madison, USA

    Google Scholar 

  • Sheldrick GM (1997) SHELXS97 and SHELXL97. University of Goettingen, Germany

    Google Scholar 

  • Scott AP, Radom L (1996) J Phys Chem 100:16502

    Article  CAS  Google Scholar 

  • Simon MA (2000) Cell 103:13–15

    Article  PubMed  CAS  Google Scholar 

  • Schwartz U, Buzzello M, Ritz E, Stein G, Raabe G, Wiest G, Mall G, Amann K (2000) Nephrol Dial Transplant 15:218–223

    Article  Google Scholar 

  • Torriani-Gorini A, Silver S, Yagil E (1994) Phosphate in microorganisms: cellular and molecular biology. American Society for Microbiology, Washington D.C

    Google Scholar 

  • Varsanyi G (1969) Vibrational spectra of benzene derivatives, Academy Press, Budapest, pp 1–413

    Google Scholar 

  • Zhurko GA, Zhurko DA (2005) ChemCraft: Tool for treatment of chemical data, Lite version build 08 (freeware)

Download references

Acknowledgment

T.K., B.K. and M.S. wish to thank the DAAD for a grant within the priority program “Stability Pact South-Eastern Europe” and the Alexander von Humboldt Foundation.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Tsonko M. Kolev.

Appendix

Appendix

Crystallographic data for the structural analysis have been deposited with the Cambridge Crystallographic Data Centre, CCDC 631838. Copies of this information may be obtained from the Director, CCDC, 12 Union Road, Cambridge, CB2 1EZ, UK (Fax: +44 1223 336 033; e-mail: deposit@ccdc.cam.ac.uk or http://www.ccdc.cam.ac.uk).

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kolev, T.M., Koleva, B.B., Spiteller, M. et al. Synthesis, spectroscopic and structural elucidation of sympathomimetic amine, tyraminium dihydrogenphosphate. Amino Acids 36, 185–193 (2009). https://doi.org/10.1007/s00726-008-0046-5

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00726-008-0046-5

Keywords

Navigation