Development of a near infrared fluorescence labeling reagent: Synthesis of indole-functionalized indocyanine green derivatives

Takayuki Doi, Koya Oikawa, Jun Suzuki, Masahito Yoshida, Nobuhiko Iki

研究成果: Article査読

3 被引用数 (Scopus)

抄録

We have demonstrated a facile synthesis of functionalized indocyanine green (ICG) derivatives. Heteroatom-substituted indolenine was synthesized via S NAr reaction of 5-chloro-2,4-di-nitroanisole with 1,2-dimethyl-1-propenyl trimethylsilyl ether followed by reduction of the nitro groups. After the introduction of hydrophilic butanesulfonate moieties, homo- and heterocondensations with glutaconaldehyde dianilide provided symmetrical and unsymmetrical ICG derivatives, which exhibit near infrared (NIR) absorption and fluorescence emission similar to those of ICG. NIR fluorescence labeling reagent was synthesized using the amino group in the ICG derivative. The 1,3-dipolar cycloaddition with benzyl azide was performed utilizing copper nanoparticles toward a versatile method for the synthesis of NIR molecular imaging probes.

本文言語English
ページ(範囲)306-310
ページ数5
ジャーナルSynlett
2
DOI
出版ステータスPublished - 2012

ASJC Scopus subject areas

  • 有機化学

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