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Title: Synthesis of a new NIR fluorescent Nd complex labeling agent.
Authors: Aita, Kazuki
Temma, Takashi
Shimizu, Yoichi  kyouindb  KAKEN_id
Kuge, Yuji
Seki, Koh-Ichi
Saji, Hideo  kyouindb  KAKEN_id
Author's alias: 天満, 敬
佐治, 英郎
Keywords: Neodymium
Fluorescent labeling
Issue Date: Jan-2010
Publisher: Springer
Journal title: Journal of fluorescence
Volume: 20
Issue: 1
Start page: 225
End page: 234
Abstract: Fluorescent analysis has been widely used in biological, chemical and analytical research. A useful fluorescent labeling agent should include NIR emission, a large Stoke's shift, and good labeling ability without interfering with the pharmacological profile of the labeled compound. Thus, we planned to develop an M-AMF-DOTA(Nd) derivative composed of an NIR fluorescent moiety and a maleimide conjugating moiety as a new NIR fluorescent labeling agent which fulfills these requirements. M-AMF-DOTA(Nd) was synthesized from 4-amino-fluorescein and was conjugated with an avidin molecule (Avidin-AMF-DOTA(Nd)) through Lys-side chains by reaction with 2-iminothiolane. The fluorescent features of M-AMF-DOTA(Nd) and Avidin-AMF-DOTA(Nd) were comparatively evaluated. A binding assay of Avidin-AMF-DOTA(Nd) with D-biotin and a tumor cell-uptake study were performed to estimate the effects of conjugation on the biological and physicochemical features of the protein. M-AMF-DOTA(Nd) was obtained in 22% overall yield. M-AMF-DOTA(Nd) had a typical NIR fluorescence from the Nd ion (880 nm and 900 nm from 488 nm excitation). Avidin-AMF-DOTA(Nd) was easily synthesized and also had typical NIR fluorescence from the Nd ion without loss of fluorescent intensity. The binding affinity of Avidin-AMF-DOTA(Nd) to D-biotin was equivalent to naive avidin. Avidin-AMF-DOTA(Nd) was taken up by tumor cells in the same manner as avidin conjugated with fluorescein isothiocyanate, an established, widely used fluorescent avidin. Results from this study indicate that M-AMF-DOTA(Nd) is a potential labeling agent for routine NIR fluorescent analysis.
Rights: The original publication is available at
This is not the published version. Please cite only the published version.
DOI(Published Version): 10.1007/s10895-009-0542-3
PubMed ID: 19821013
Appears in Collections:Journal Articles

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