Skip to main content
SpringerLink
Log in

New Method for Covalent Fluorescent Biomolecule Labeling with Hemicyanine Dye

  • Original Paper
  • Published:
Journal of Fluorescence Aims and scope Submit manuscript

Abstract

Fluorescent chromophore, alkylamino-(tetra-hydronaphthalenylidene)- benzothiazolium derivatives (HBTN dyes), are proposed as covalent labels for proteins via aliphatic amino groups. Spectral-luminescent properties of 3-methyl-2-{(E)-[7-(methylamino)-4,4a,5,6-tetra-hydronaphthalen-2(3H)-ylidene]methyl}-1,3-benzothiazol-3-ium chloride (HBTN, R=Me) and its predecessor, 2-[(E)-(7-methoxy-4,4a,5,6-tetrahydronaphthalen-2(3H)-ylidene)methyl]-3-methyl-1,3-benzothia-zol-3-ium chloride (ABTN), are studied for free dyes and in the presence of DNA and BSA. Considerable spectral-luminescent changes accompany the transformation of ABTN into HBTN that allows monitoring conjugation reaction. In presence of DNA and BSA the HBTN increases its emission in 15 and 4 times respectively and becomes strongly fluorescent. The conditions for labeling are developed and a model conjugate of HBTN dye with BSA is synthesized. It was shown that using of HBTN dye as a fluorescent label allows detection by eye of about 3 μg/band of BSA on polyacrylamide gel upon UV-irradiation.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5

Similar content being viewed by others

References

  1. Haughland R (2002) Molecular Probes. Handbook of Fluorescent Probes and Research Chemicals, 9th edn. Molecular Probes, Inc., Eugene, OR

  2. Mujumdar RB, Ernst LA, Mujumdar SR, Waggoner AS (1989) Cytometry 10:11–29

    Article  PubMed  CAS  Google Scholar 

  3. Flanagan JH, Khan SH, Menchen S, Soper SA, Hammer RP (1997) Bioconjug Chem 8:751–756

    Article  PubMed  CAS  Google Scholar 

  4. Southwick PL, Ernst LA, Tauriello EW, Parker SR, Mujumdar RB, Mujumdar SR, Clever HA, Waggoner AS (1990) Bioconjug Chem 11:418–430

    CAS  Google Scholar 

  5. Mujumdar RB, Ernst LA, Mujumdar SR, Lewis CJ, Waggoner AS (1993) Bioconjug Chem 4:105–111

    Article  PubMed  CAS  Google Scholar 

  6. Yarmoluk SM, Kostenko OM, Dubey I (2000) J Bioorg Med Chem Lett 10:2201–2204

    Article  CAS  Google Scholar 

  7. Kostenko OM, Dmitrieva S, Yarmoluk SM (2001) Biopolymers Cell 17:80–84

    CAS  Google Scholar 

  8. Bricks J, Slominskii J, Kudinova M, Tolmachev A, Rurack K, Resch-Gender U, Rettig WJ (2000) Photochem Photobiol A: Chem 132:193–208

    Article  CAS  Google Scholar 

  9. Poperelia FA, Mozharenko MN (2001) Tsitol Genet 35:20–24 (in russian)

    PubMed  CAS  Google Scholar 

  10. Bradford MM (1976) Anal Biochem 72:248–254

    Article  PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Molecular Biology and Genetics, National Academy of Sciences of Ukraine, 150 Zabolotnogo St., 03143, Kyiv, Ukraine

    Olexander M. Kostenko, Vladyslava B. Kovalska, Kateryna D. Volkova, Pavel Shaytanov, Igor O. Kocheshev & Sergiy M. Yarmoluk

  2. Institute of Organic Chemistry, NAS of Ukraine, Kyiv, Ukraine

    Yuriy L. Slominskiy

  3. Ukrainian Research Institute of Alcohol and Biotechnology of Foods, Kyiv, Ukraine

    Irina V. Pisareva

Authors
  1. Olexander M. Kostenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Vladyslava B. Kovalska
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Kateryna D. Volkova
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Pavel Shaytanov
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Igor O. Kocheshev
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Yuriy L. Slominskiy
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Irina V. Pisareva
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. Sergiy M. Yarmoluk
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Sergiy M. Yarmoluk.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kostenko, O.M., Kovalska, V.B., Volkova, K.D. et al. New Method for Covalent Fluorescent Biomolecule Labeling with Hemicyanine Dye. J Fluoresc 16, 589–593 (2006). https://doi.org/10.1007/s10895-006-0099-3

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10895-006-0099-3

Keywords

Search

Navigation