Abstract
We describe the properties of a series of oligomeric polyfluorophores assembled on the DNA backbone. The 11 oligomers (oligodeoxyfluorosides, ODFs), 4-7 monomers in length, were composed of only two fluorescent monomers and a spacer in varied sequences, and were designed to test how fluorescent nucleobases can interact electronically to yield complexity in fluorescence emission. The monomer fluorophores were deoxyribosides of pyrene and perylene, which emit light in violet and blue wavelengths, respectively. The experiments show that simple variation in sequence and spacing can dramatically change fluorescence, yielding emission maxima ranging from 380 to 557 nm and visible colors from violet to orange-red. Fluorescence lifetime data, excitation spectra, and absorption data point to a number of multi-fluorophore electronic interactions, including pyrene-pyrene and perylene-perylene excimers, pyrene-perylene exciplexes, as well as monomer dye emissions, contributing to the final spectral outcomes. Thus, two simple fluorophores can be readily combined to give emissions over much of the visible spectrum, all requiring only a single excitation. The results demonstrate that fluorescent nucleobases in oligomeric form can act cooperatively as electronic units, and that fluorophore sequence in such oligomers is as important as fluorophore composition in determining fluorescence properties.
| Original language | English |
|---|---|
| Pages (from-to) | 3427-3433 |
| Number of pages | 7 |
| Journal | Tetrahedron |
| Volume | 63 |
| Issue number | 17 |
| DOIs | |
| State | Published - Apr 23 2007 |
| Externally published | Yes |
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Keywords
- Excimer
- Exciplex
- Perylene
- Pyrene
- Stokes shift
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Drug Discovery
Cite this
Oligodeoxyfluorosides : strong sequence dependence of fluorescence emission. / Wilson, James N; Gao, Jianmin; Kool, Eric T.
In: Tetrahedron, Vol. 63, No. 17, 23.04.2007, p. 3427-3433.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Oligodeoxyfluorosides
T2 - strong sequence dependence of fluorescence emission
AU - Wilson, James N
AU - Gao, Jianmin
AU - Kool, Eric T.
PY - 2007/4/23
Y1 - 2007/4/23
N2 - We describe the properties of a series of oligomeric polyfluorophores assembled on the DNA backbone. The 11 oligomers (oligodeoxyfluorosides, ODFs), 4-7 monomers in length, were composed of only two fluorescent monomers and a spacer in varied sequences, and were designed to test how fluorescent nucleobases can interact electronically to yield complexity in fluorescence emission. The monomer fluorophores were deoxyribosides of pyrene and perylene, which emit light in violet and blue wavelengths, respectively. The experiments show that simple variation in sequence and spacing can dramatically change fluorescence, yielding emission maxima ranging from 380 to 557 nm and visible colors from violet to orange-red. Fluorescence lifetime data, excitation spectra, and absorption data point to a number of multi-fluorophore electronic interactions, including pyrene-pyrene and perylene-perylene excimers, pyrene-perylene exciplexes, as well as monomer dye emissions, contributing to the final spectral outcomes. Thus, two simple fluorophores can be readily combined to give emissions over much of the visible spectrum, all requiring only a single excitation. The results demonstrate that fluorescent nucleobases in oligomeric form can act cooperatively as electronic units, and that fluorophore sequence in such oligomers is as important as fluorophore composition in determining fluorescence properties.
AB - We describe the properties of a series of oligomeric polyfluorophores assembled on the DNA backbone. The 11 oligomers (oligodeoxyfluorosides, ODFs), 4-7 monomers in length, were composed of only two fluorescent monomers and a spacer in varied sequences, and were designed to test how fluorescent nucleobases can interact electronically to yield complexity in fluorescence emission. The monomer fluorophores were deoxyribosides of pyrene and perylene, which emit light in violet and blue wavelengths, respectively. The experiments show that simple variation in sequence and spacing can dramatically change fluorescence, yielding emission maxima ranging from 380 to 557 nm and visible colors from violet to orange-red. Fluorescence lifetime data, excitation spectra, and absorption data point to a number of multi-fluorophore electronic interactions, including pyrene-pyrene and perylene-perylene excimers, pyrene-perylene exciplexes, as well as monomer dye emissions, contributing to the final spectral outcomes. Thus, two simple fluorophores can be readily combined to give emissions over much of the visible spectrum, all requiring only a single excitation. The results demonstrate that fluorescent nucleobases in oligomeric form can act cooperatively as electronic units, and that fluorophore sequence in such oligomers is as important as fluorophore composition in determining fluorescence properties.
KW - Excimer
KW - Exciplex
KW - Perylene
KW - Pyrene
KW - Stokes shift
UR - http://www.scopus.com/inward/record.url?scp=33947277312&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=33947277312&partnerID=8YFLogxK
U2 - 10.1016/j.tet.2006.07.113
DO - 10.1016/j.tet.2006.07.113
M3 - Article
AN - SCOPUS:33947277312
VL - 63
SP - 3427
EP - 3433
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 17
ER -