Examination of chlorin-bacteriochlorin energy-transfer dyads as prototypes for near-infrared molecular imaging probes

被引：52

作者：

Kee, Hooi Ling ^{[1
]}

Nothdurft, Ralph ^{[2
]}

Muthiah, Chinnasamy ^{[3
]}

Diers, James R. ^{[4
]}

Fan, Dazhong ^{[3
]}

Ptaszek, Marcin ^{[3
]}

Bocian, David F. ^{[4
]}

Lindsey, Jonathan S. ^{[3
]}

Culver, Joseph P. ^{[2
]}

Holten, Dewey ^{[1
]}

机构：

[1] Washington Univ, Dept Chem, St Louis, MO 63130 USA

[2] Washington Univ, Dept Radiol, St Louis, MO 63130 USA

[3] N Carolina State Univ, Dept Chem, Raleigh, NC 27695 USA

[4] Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA

来源：

PHOTOCHEMISTRY AND PHOTOBIOLOGY | 2008年 / 84卷 / 05期

关键词：

D O I：

10.1111/j.1751-1097.2008.00409.x

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

New classes of synthetic chlorin and bacteriochlorin macrocycles are characterized by narrow spectral widths, tunable absorption and fluorescence features across the red and near-infrared (NIR) regions, tunable excited-state lifetimes (< 1 to > 10 ns) and chemical stability. Such properties make dyad constructs based on synthetic chlorin and bacteriochlorin units intriguing candidates for the development of NIR molecular imaging probes. In this study, two such dyads (FbC-FbB and ZnC-FbB) were investigated. The dyads contain either a free base (Fb) or zinc (Zn) chlorin (C) as the energy donor and a free base bacteriochlorin (B) as the energy acceptor. In both constructs, energy transfer from the chlorin to bacteriochlorin occurs with a rate constant of similar to(5 ps)(-1) and a yield of > 99%. Thus, each dyad effectively behaves as a single chromophore with an exceptionally large Stokes shift (85 nm for FbC-FbB and 110 nm for ZnC-FbB) between the red-region absorption of the chlorin and the NIR fluorescence of the bacteriochlorin (lambda(f) = 760 nm, Phi(f) = 0.19, tau similar to 5.5 ns in toluene). The long-wavelength transitions (absorption, emission) of each constituent of each dyad exhibit narrow (<= 20 nm) spectral widths. The narrow spectral widths enabled excellent selectivity in excitation and detection of one chlorin-bacteriochlorin energy-transfer dyad in the presence of the other upon diffuse optical tomography of solution-phase phantoms.

引用

页码：1061 / 1072

页数：12

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