Novel near-infrared cyanine fluorochromes: Synthesis, properties, and bioconjugation

被引:139
作者
Lin, YH [1 ]
Weissleder, R [1 ]
Tung, CH [1 ]
机构
[1] Harvard Univ, Sch Med, Massachusetts Gen Hosp, Ctr Mol Imaging Res, Charlestown, MA 02129 USA
关键词
D O I
10.1021/bc0155723
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Recently, near-infrared (NIR) fluorescence light has been applied to image various biological events in vivo, because it penetrates tissue more efficiently than light in the visible spectrum. Compounds exhibiting fluorescent properties in the NIR range are key elements for this upcoming optical imaging technology. In this paper, we report the synthesis of four new, water-soluble NIR cyanine fluorochromes which have superior chemical stability and optical properties. Each fluorochrome was designed with a monoreactive carboxyl group for labeling purposes. When multiple fluorochromes were attached to a single macromolecule, fluorescence quenching was observed. On the basis of this property, a novel autoquenched enzyme sensitive NIR fluorescence probe was prepared.
引用
收藏
页码:605 / 610
页数:6
相关论文
共 22 条
[1]   Novel receptor-targeted fluorescent contrast agents for in vivo tumor imaging [J].
Achilefu, S ;
Dorshow, RB ;
Bugaj, JE ;
Rajagopalan, R .
INVESTIGATIVE RADIOLOGY, 2000, 35 (08) :479-485
[2]   A long-circulating co-polymer in ''passive targeting'' to solid tumors [J].
Bogdanov, A ;
Wright, SC ;
Marecos, EM ;
Bogdanova, A ;
Martin, C ;
Petherick, P ;
Weissleder, R .
JOURNAL OF DRUG TARGETING, 1997, 4 (05) :321-&
[3]   LONG-CIRCULATING BLOOD-POOL IMAGING AGENTS [J].
BOGDANOV, A ;
WEISSLEDER, R ;
BRADY, TJ .
ADVANCED DRUG DELIVERY REVIEWS, 1995, 16 (2-3) :335-348
[4]   In vivo molecular target assessment of matrix metalloproteinase inhibition [J].
Bremer, C ;
Tung, CH ;
Weissleder, R .
NATURE MEDICINE, 2001, 7 (06) :743-748
[5]   Bioluminescent indicators in living mammals [J].
Contag, PR ;
Olomu, IN ;
Stevenson, DK ;
Contag, CH .
NATURE MEDICINE, 1998, 4 (02) :245-247
[6]   CYANINE DYE LABELING REAGENTS FOR SULFHYDRYL-GROUPS [J].
ERNST, LA ;
GUPTA, RK ;
MUJUMDAR, RB ;
WAGGONER, AS .
CYTOMETRY, 1989, 10 (01) :3-10
[7]   The structure of the chromophore within DsRed, a red fluorescent protein from coral [J].
Gross, LA ;
Baird, GS ;
Hoffman, RC ;
Baldridge, KK ;
Tsien, RY .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2000, 97 (22) :11990-11995
[8]   Anomalous fluorescence enhancement of Cy3 and Cy3.5 versus anomalous fluorescence loss of Cy5 and Cy7 upon covalent linking to IgG and noncovalent binding to avidin [J].
Gruber, HJ ;
Hahn, CD ;
Kada, G ;
Riener, CK ;
Harms, GS ;
Ahrer, W ;
Dax, TG ;
Knaus, HG .
BIOCONJUGATE CHEMISTRY, 2000, 11 (05) :696-704
[9]  
HOPEROSS M, 1994, OPHTHALMOLOGY, V101, P529
[10]   Synthesis, characterization, and biological properties of cyanine-labeled somatostatin analogues as receptor-targeted fluorescent probes [J].
Licha, K ;
Hessenius, C ;
Becker, A ;
Henklein, P ;
Bauer, M ;
Wisniewski, S ;
Wiedenmann, B ;
Semmler, W .
BIOCONJUGATE CHEMISTRY, 2001, 12 (01) :44-50