公开(公告)号：US20180371256A1

公开(公告)日：2018-12-27

申请号：US15955877

申请日：2018-04-18

Applicant: POSTECH ACADEMY-INDUSTRY FOUNDATION

Inventor： Kyo Han Ahn ,  Yong Woong Jun ,  Hyerim Kim ,  Subhankar Singha ,  Ye Jin Reo

IPC: C09B57/02 ,  G01N33/58 ,  C09K11/06

Abstract: Provided is a method for preparing a novel benzocoumarin-based two-photon absorbing fluorescent dye, such as a pyridinium-benzocoumarin (Py+BC) derivative compound and its precursor compound (pyridyl-benzocoumarin, PyBC), an aryl-benzocoumarin (ArBC) derivative compound, a benzothiazolyl-benzocoumarin (BtBC) derivative compound or a keto-benzocoumarin (KetoBC) derivative compound. The Py+BC derivative compound of the present invention is a two-photon absorbing near-infrared fluorescent dye, which may minimize interference of autofluorescence compared to conventional two-photon absorbing fluorescent dyes such as acedan and naphthalimide, thereby obtaining a high-definition image, and therefore is expected to be effectively used in imaging studies. In addition, when the two-photon absorbing near-infrared fluorescent dye of the present invention is used, it is expected to be suitable for high resolution imaging of deep tissue.

公开(公告)号：US20160274123A1

公开(公告)日：2016-09-22

申请号：US15037168

申请日：2014-02-26

Applicant: POSTECH ACADEMY-INDUSTRY FOUNDATION

Inventor： Kyo Han Ahn ,  Dokyoung Kim ,  Subhankar Singha

IPC: G01N33/58

CPC classification number: G01N33/582 ,  C07C225/22 ,  G01N1/30 ,  G01N33/6815

Abstract: The present invention relates to a one-photon and/or two-photon fluorescent probe for selectively detecting hydrogen sulfide in the human body using a compound including an α,β-unsaturated carbonyl group and an acedan (2-acyl-6-dimethyl-amino-naphthalene) fluorescent material; to an imaging method of hydrogen sulfide in cells using the same; and to a manufacturing method of the fluorescent probe. More specifically, in the fluorescent probe of the present invention, the α,β-unsaturated carbonyl group of the compound selectively binds to hydrogen sulfide, inducing an increase in fluorescence of the acedan fluorescent material. The fluorescent probe according to the present invention can be conveniently synthesized, enables two-photon excitation, and corresponds to a small-molecule probe having stability and low toxicity in the body. In addition, the fluorescent probe according to the present invention can exhibit a fluorescent change by selectively reacting with hydrogen sulfide, thereby imaging the distribution of hydrogen sulfide in cells or tissues, and thus can be useful for a composition for imaging and an imaging method.

Abstract translation: 本发明涉及一种用于使用包含α，β-不饱和羰基和acedan（2-酰基-6-二甲基-2-吡咯烷酮）的化合物选择性地检测人体中的硫化氢的单光子和/或双光子荧光探针， 氨基萘）荧光材料; 涉及使用其的细胞中硫化氢的成像方法; 以及荧光探针的制造方法。 更具体地说，在本发明的荧光探针中，该化合物的α，β-不饱和羰基选择性地与硫化氢结合，诱导了白色荧光物质的荧光增加。 根据本发明的荧光探针可以方便地合成，实现双光子激发，并且对应于在体内具有稳定性和低毒性的小分子探针。 此外，根据本发明的荧光探针可以通过选择性地与硫化氢反应而显示荧光变化，从而对硫化氢在细胞或组织中的分布进行成像，因此可用于成像用组合物和成像方法。