Near-Infrared Bioluminescence Imaging with a through-Bond Energy Transfer Cassette

Masahiro Abe; Ryo Nishihara; Yuma Ikeda; Takahiro Nakajima; Moritoshi Sato; Naoko Iwasawa; Shigeru Nishiyama; Ramasamy Paulmurugan; Daniel Citterio; Sung Bae Kim; Koji Suzuki

doi:10.1002/cbic.201900149

Near-Infrared Bioluminescence Imaging with a through-Bond Energy Transfer Cassette

Masahiro Abe, Ryo Nishihara, Yuma Ikeda, Takahiro Nakajima, Moritoshi Sato, Naoko Iwasawa, Shigeru Nishiyama, Ramasamy Paulmurugan, Daniel Citterio, Sung Bae Kim, Koji Suzuki

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

12 Citations (Scopus)

Abstract

A coelenterazine (CTZ) analogue emitting near-infrared (NIR) bioluminescence was synthesized for through-bond energy transfer (TBET)-based imaging modalities. The analogue, named Cy5-CTZ, was prepared by conjugating cyanine-5 (Cy5) dye to CTZ through an acetylene linker. This novel derivative is intrinsically fluorescent and emits NIR-shifted luminescence upon reacting with an appropriate luciferase, the Renilla luciferase. This Cy5-CTZ substrate is optically stable in physiological samples and rapidly permeabilize through the plasma membrane into the cytosolic compartment of live cells.

Original language	English
Pages (from-to)	1919-1923
Number of pages	5
Journal	ChemBioChem
Volume	20
Issue number	15
DOIs	https://doi.org/10.1002/cbic.201900149
Publication status	Published - 2019 Aug

Keywords

bioluminescence
dyes/pigments
energy transfer
fluorescence
imaging agents

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Organic Chemistry

Access to Document

10.1002/cbic.201900149

Cite this

@article{787dcd41aa594389bed92ab61073eb38,

title = "Near-Infrared Bioluminescence Imaging with a through-Bond Energy Transfer Cassette",

abstract = "A coelenterazine (CTZ) analogue emitting near-infrared (NIR) bioluminescence was synthesized for through-bond energy transfer (TBET)-based imaging modalities. The analogue, named Cy5-CTZ, was prepared by conjugating cyanine-5 (Cy5) dye to CTZ through an acetylene linker. This novel derivative is intrinsically fluorescent and emits NIR-shifted luminescence upon reacting with an appropriate luciferase, the Renilla luciferase. This Cy5-CTZ substrate is optically stable in physiological samples and rapidly permeabilize through the plasma membrane into the cytosolic compartment of live cells.",

keywords = "bioluminescence, dyes/pigments, energy transfer, fluorescence, imaging agents",

author = "Masahiro Abe and Ryo Nishihara and Yuma Ikeda and Takahiro Nakajima and Moritoshi Sato and Naoko Iwasawa and Shigeru Nishiyama and Ramasamy Paulmurugan and Daniel Citterio and Kim, {Sung Bae} and Koji Suzuki",

note = "Funding Information: This work was partly supported by JSPS KAKENHI grants no. 26288088, 15KK0029, 16K14051, 17H01215, and 24225001. Publisher Copyright: {\textcopyright} 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",

year = "2019",

month = aug,

doi = "10.1002/cbic.201900149",

language = "English",

volume = "20",

pages = "1919--1923",

journal = "ChemBioChem",

issn = "1439-4227",

publisher = "Wiley-VCH Verlag",

number = "15",

}

TY - JOUR

T1 - Near-Infrared Bioluminescence Imaging with a through-Bond Energy Transfer Cassette

AU - Abe, Masahiro

AU - Nishihara, Ryo

AU - Ikeda, Yuma

AU - Nakajima, Takahiro

AU - Sato, Moritoshi

AU - Iwasawa, Naoko

AU - Nishiyama, Shigeru

AU - Paulmurugan, Ramasamy

AU - Citterio, Daniel

AU - Kim, Sung Bae

AU - Suzuki, Koji

N1 - Funding Information: This work was partly supported by JSPS KAKENHI grants no. 26288088, 15KK0029, 16K14051, 17H01215, and 24225001. Publisher Copyright: © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

PY - 2019/8

Y1 - 2019/8

N2 - A coelenterazine (CTZ) analogue emitting near-infrared (NIR) bioluminescence was synthesized for through-bond energy transfer (TBET)-based imaging modalities. The analogue, named Cy5-CTZ, was prepared by conjugating cyanine-5 (Cy5) dye to CTZ through an acetylene linker. This novel derivative is intrinsically fluorescent and emits NIR-shifted luminescence upon reacting with an appropriate luciferase, the Renilla luciferase. This Cy5-CTZ substrate is optically stable in physiological samples and rapidly permeabilize through the plasma membrane into the cytosolic compartment of live cells.

AB - A coelenterazine (CTZ) analogue emitting near-infrared (NIR) bioluminescence was synthesized for through-bond energy transfer (TBET)-based imaging modalities. The analogue, named Cy5-CTZ, was prepared by conjugating cyanine-5 (Cy5) dye to CTZ through an acetylene linker. This novel derivative is intrinsically fluorescent and emits NIR-shifted luminescence upon reacting with an appropriate luciferase, the Renilla luciferase. This Cy5-CTZ substrate is optically stable in physiological samples and rapidly permeabilize through the plasma membrane into the cytosolic compartment of live cells.

KW - bioluminescence

KW - dyes/pigments

KW - energy transfer

KW - fluorescence

KW - imaging agents

UR - http://www.scopus.com/inward/record.url?scp=85068523146&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85068523146&partnerID=8YFLogxK

U2 - 10.1002/cbic.201900149

DO - 10.1002/cbic.201900149

M3 - Article

C2 - 30957352

AN - SCOPUS:85068523146

SN - 1439-4227

VL - 20

SP - 1919

EP - 1923

JO - ChemBioChem

JF - ChemBioChem

IS - 15

ER -

Near-Infrared Bioluminescence Imaging with a through-Bond Energy Transfer Cassette

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this