Aurones: Small molecule visible range fluorescent probes suitable for biomacromolecules

Journal of Fluorescence

Volumn 21, Issue 6, 2011, Pages 2173-2184

  Shanker, Natasha ^b   Dilek, Ozlem ^a   Mukherjee, Kamalika ^a   McGee, Dennis W ^a   Bane, Susan L ^a  

^a BINGHAMTON UNIVERSITY   (United States)

^b DR REDDY'S LABORATORIES LTD   (India)

Author keywords

Aurones; Biological macromolecules; Fluorescent probes

Indexed keywords

ABSORPTION SPECTROSCOPY; CHROMOPHORES; FLUORESCENCE; FLUORESCENCE SPECTROSCOPY; ISOMERS; NUCLEIC ACIDS; OPTICAL PROPERTIES; SOLVENTS;

ABSORPTION AND EMISSIONS; AURONES; BIOLOGICAL MACROMOLECULE; BIOLOGICAL MOLECULE; ELECTROMAGNETIC SPECTRA; EMISSION INTENSITY; EMISSION PROPERTIES; FLUORESCENT PROBES;

PROBES;

EID: 84856242643     PISSN: 10530509     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10895-011-0919-y     Document Type: Article

References (23)

1. Choi YH, Veal AD, Epicocconone KPA (2006) New cellpermeable long Stokes' shift fluorescent stain for live cell imaging and multiplexing. J Fluoresc 16:475-482
2. Haugland RP (2002) Handbook of fluorescent probes and research chemicals. Molecular Probes, Inc., Oregon
3. Zollinger H (2003) Color chemistry, 3rd edn. Wiley-VCH, Weisheim
4. Konieczny MT, Konieczny W (2005) Molecules 65:451-464
5. Yamaguchi T, Seki T, Tamaki T, Ichimura K (1992) Photochromism of hemithioindigo derivatives. I. Preparation and photochromic properties in organic solvents. Bull Chem Soc Japan 65:649-656
6. Ikegami M, Aria T (2003) Photoisomerization and fluorescence properties of hemiindigo compounds having intramolecular hydrogen bonding. Bull Chem Soc Japan 76:1783-1792 (Pubitemid 37193361)
7. Ichimura K, Seki T, Tamaki T, Yamaguchi T (1990) Fatigueresistant photochromic hemithioindigos. Chem Lett 1645-1646
8. Eggers K, Fyles TM, Montoya-Palaez PJ (2001) Synthesis and characterization of photo switchable lipids containing hemithioindigo chromophores. J Org Chem 66:2966-2977 (Pubitemid 32879739)
9. Steinle W, Ruck-Brown K (2003) Synthesis and characterization of novel bifunctional hemithioindigo chromophores. Org Lett 5:141-144 (Pubitemid 37141205)
10. Boumendjel A (2003) Aurones: a subclass of flavones with promising biological potential. Curr Med Chem 10:2621-30 (Pubitemid 37456031)
11. Geissman TA, Harborne JB (1955) Anthoclor pigments. X. Aureusin and cernuoside. J Am Chem Soc 77:4622-4624
12. Geissman TA, Moje W (1951) Anthochlor pigments. VIII. The pigments of Coreopsis grandiflora, Nutt. III. J Am Chem Soc 73:5765-5768
13. Geissman TA (1962) The chemistry of flavonoid compounds. The Macmillan Company, New York
14. Asen S, Norris KH, Stewart RN (1972) Copigmentation of aurone and flavone from petals of Antirrhinum majus. Phytochemistry 11:2739-2741
15. Ono M, Maya Y, Haratake M, Ito K, Mori H, Nakayama M (2007) Aurones serve as probes of β-amyloid plaques in Alzheimer's disease. Biochem Biophys Res Commun 361:116-121 (Pubitemid 47102275)
16. King LC, Ostrum KG (1964) Selective bromination with copper (II) bromide. J Org Chem 29:3459-3461
17. Shriner RL, Witte M (1939) Derivatives of coumaran. V. Synthesis of 4-hydroxycoumaran-3-one. J Am Chem Soc 61:2328-2329
18. Cai GL, Bozhkova N, Odingo J, Berova N, Nakanishi K (1993) CD exciton chirality method-new red-Shifted chromophores for hydroxyl-groups. J Am Chem Soc 115:7192-7198
19. Varma RS, Varma M (1992) Alumina-mediated condensation-a simple synthesis of aurones. Tetrahedron Lett 33:5937-5940
20. Lakowicz RJ (2006) Principles of fluorescence spectroscopy, Springer Science+Business Media, LLC
21. Völker J, Klump HH, Breslauer JK (2001) Communication between noncontacting macromolecules. Proc Natl Acad Sci USA 98:7694-7699 (Pubitemid 32642623)
22. Yang X, Jiang X, Zhao C, Chen R, Qina P, Suna L (2006) Donor- acceptor molecules containing thiophene chromophore: synthesis, spectroscopic study and electrogenerated chemiluminescence. Tetrahedron Lett 47:4961-4964 (Pubitemid 43831103)
23. Hastings JS, Heller GH (1972) The stereochemistry of aurones 2- substituted benzylidenebenzofuran-3(2H)-ones. J Chem Soc Perkins I:2128-2132