公开(公告)号：KR1020130039532A

公开(公告)日：2013-04-22

申请号：KR1020110104149

申请日：2011-10-12

Applicant: 고려대학교 산학협력단

Inventor： 조봉래

IPC: A61K9/127 ,  A61K31/35 ,  A61K49/18 ,  A61K49/10

CPC classification number: A61K49/0039 ,  A61K9/127 ,  A61K31/37 ,  A61K2121/00

Abstract: PURPOSE: A two-photon lysosome marker for in vivo imaging is provided to detect lysosomes in cells and tissues by a two-phton microscopy by easily loading into the cells and tissues. CONSTITUTION: A two-photon lysosome marker for in vivo imaging is denoted by chemical formula 1. In chemical formula 1, X is -OCH_3 or -N(CH_3)_2, wherein the marker has a maximum value of luminescence at 470 nm when X is -OCH_3, and the marker has a maximum value of luminescence at 550 nm when X is -N(CH_3)_2. A method for preparing the marker comprises a step of reacting a compound of chemical formula 2 with N,N-dimethylethylene diamine. A method for in vivo imaging of lysosome comprises: a step of injecting the compound of chemical formula 1 into an organ; and a step of detecting two-photon fluorescence.

Abstract translation: 目的：提供用于体内成像的双光子溶酶体标记物，通过轻松加载到细胞和组织中，通过双电子显微镜检测细胞和组织中的溶酶体。 构成：用于体内成像的双光子溶酶体标记物由化学式1表示。在化学式1中，X是-OCH 3或-N（CH 3）2，其中当X 1具有470nm处的发光的最大值时 是-OCH_3，当X是-N（CH_3）_2时，标记具有550nm处的发光的最大值。 制备标记物的方法包括使化学式2的化合物与N，N-二甲基乙二胺反应的步骤。 溶酶体的体内成像方法包括：将化学式1的化合物注入器官的步骤; 以及检测双光子荧光的步骤。

公开(公告)号：KR101101304B1

公开(公告)日：2012-01-02

申请号：KR1020090084068

申请日：2009-09-07

Applicant: 고려대학교 산학협력단 ,  서울대학교산학협력단

Inventor： 조봉래 ,  박승범 ,  이향연 ,  박종민

IPC: C07H7/06 ,  G01N33/574

CPC classification number: A61B5/00 ,  A61K49/0004 ,  A61K49/0021 ,  A61K49/0052 ,  C07H15/18 ,  C07H15/26 ,  C12Q1/54 ,  G01N33/574 ,  G01N33/58 ,  G01N2500/00

Abstract: 본 발명에서는 이광자 트레이서 등의 용도로 유용한 화합물 및 이의 제조방법이 개시되며, 또한 이들 화합물을 이용한 세포 내 글루코스 흡수의 시각화 방법, 항암제 스크리닝 방법 및 암 세포 진단방법이 개시된다. 본 발명에서 개시된 이광자 트레이서 등의 용도로 유용한 화합물은 암 세포에 의한 선택적 흡수성, 깊은 투과력을 통한 색션 이미지, 높은 수용성 및 pH 저항성, 낮은 독성 등 우수한 물성을 보이고 있으며, 심부 조직에 위치한 살아있는 세포에 대해서도 상대적으로 장시간 동안 적용할 수 있다.
이광자 트레이서, 글루코스 흡수, 항암제 스크리닝, 암 세포 진단, 깊은 투과력, 색션 이미지, pH 저항성

公开(公告)号：KR1020110085270A

公开(公告)日：2011-07-27

申请号：KR1020100004954

申请日：2010-01-19

Applicant: 고려대학교 산학협력단

Inventor： 조봉래

IPC: G01N33/52 ,  G01N33/68 ,  G01N33/58

Abstract: PURPOSE: A two-photon fluorescent probe is provided to sense thiol in cells and tissues with high selectivity and to enhance fluorescence intensity. CONSTITUTION: A two-photon probe for detecting thiol is denoted by chemical formula 1. The two-photon probe for detecting thion contains 2-methylamino-6-acetylnaphthalene as a reporter and disulfide group as a thiol reaction site. The cells are mouse hippocampus cells. The tissue is mitochondria or nucleus. The depth of the cell or tissue for sensing thiol is 90-180 um.

Abstract translation: 目的：提供双光子荧光探针，以高选择性检测细胞和组织中的硫醇，并增强荧光强度。 构成：用于检测硫醇的双光子探针由化学式1表示。用于检测硫蛋白的双光子探针包含2-甲基氨基-6-乙酰基萘作为报告物，二硫键作为硫醇反应位点。 细胞是小鼠海马细胞。 组织是线粒体或细胞核。 用于感测硫醇的细胞或组织的深度为90-180μm。

公开(公告)号：KR1020110018200A

公开(公告)日：2011-02-23

申请号：KR1020090075868

申请日：2009-08-17

Applicant: 고려대학교 산학협력단

Inventor： 조봉래

IPC: G01N33/58

Abstract: PURPOSE: A two photon fluorescent probe with selectivity of calcium ion in a cell and tissue is provided to effectively make an image of calcium ions near cells and tissues. CONSTITUTION: A two photon fluorescent probe of chemical formula 1 has selectivity of calcium ion in a cells and tissue. The probe of chemical formula having calcium ion selectivity 1 is prepared by reacting a compound of chemical formula 3 and a compound of chemical formula 4. An image of intracellular calcium ion is made by two-photon excited fluorescence(TPEF) using the probe at 360-620 nm of wave length.

Abstract translation: 目的：提供在细胞和组织中具有钙离子选择性的双光子荧光探针，以有效地在细胞和组织附近形成钙离子的图像。 构成：化学式1的双光子荧光探针在细胞和组织中具有钙离子的选择性。 具有钙离子选择性1的化学式的探针通过使化学式3的化合物与化学式4的化合物反应来制备。通过使用360°探针的双光子激发荧光（TPEF）制成细胞内钙离子的图像 -620 nm波长。

公开(公告)号：KR1020100000044A

公开(公告)日：2010-01-06

申请号：KR1020080059380

申请日：2008-06-24

Applicant: 고려대학교 산학협력단

Inventor： 조봉래

IPC: C09B29/095 ,  A61K49/00

CPC classification number: C09B57/00 ,  C07C237/04 ,  G01N33/533 ,  G01N33/582

Abstract: PURPOSE: Two-photon fluorescent probes are provided to generate two-photon activating fluoroscopic image of high strength by being bonded with live cell and tissue alive in an acidic condition and to enable effective videotext of acidic vesicles. CONSTITUTION: Two-photon fluorescent probes for acidic vesicles in live cell and tissue have a structure of chemical formula 1. The two-photon fluorescent probes can be excited with the light with a wavelength band of 780 nm. At this time, the two-photon fluorescent probes have two-photon operation cross-sectional area(Φδ) of 92 GM or more. The pKa of two-photon fluorescent probes is 4-5.

Abstract translation: 目的：提供双光子荧光探针，通过在酸性条件下与活细胞和组织结合生成具有高强度的双光子激活荧光透视图像，并实现酸性囊泡的有效录像。 构成：活细胞和组织中酸性囊泡的双光子荧光探针具有化学式1的结构。双光子荧光探针可以用波长为780nm的光激发。 此时，双光子荧光探针的双光子操作截面积（Φδ）为92GG以上。 双光子荧光探针的pKa为4-5。

公开(公告)号：KR1020090066123A

公开(公告)日：2009-06-23

申请号：KR1020070133747

申请日：2007-12-18

Applicant: 고려대학교 산학협력단

Inventor： 조봉래

IPC: C09B13/02

CPC classification number: C09B13/02 ,  C07C237/04 ,  G01N33/533 ,  G01N33/582

Abstract: A two photon dye for imaging the in vivo acidic endoplasmic reticulum is provided to allow the acidic endoplasmic reticulum to be imaged and to allow the acidic endoplasmic reticulum to be monitored in real time. A two photon dye for imaging the in vivo acidic endoplasmic reticulum is represented by the formula 1, wherein R1 is hydrogen or a methoxy group. The two photon dye is excited by the light of a wavelength of 780nm. The two photon dye has a Phidelta of 86 ~ 88GM when excited.

Abstract translation: 提供用于成像体内酸性内质网的双光子染料，以允许酸性内质网成像，并允许实时监测酸性内质网。 用于成像体内酸性内质网的双光子染料由式1表示，其中R 1是氢或甲氧基。 两个光子染料被波长为780nm的光激发。 当激发时，两个光子染料具有86〜88GM的Phidelta。

公开(公告)号：KR1020090026048A

公开(公告)日：2009-03-11

申请号：KR1020080083081

申请日：2008-08-25

Applicant: 고려대학교 산학협력단

Inventor： 조봉래

IPC: C09B29/095 ,  A61K49/00

CPC classification number: C07C237/04 ,  C07C225/22 ,  G01N33/582 ,  C09B57/00 ,  G01N33/533

Abstract: A two-photon probe for real time monitoring of intracellular calcium ions is provided to realize high two-photon cross section for obtaining clear two-photon microscopy image at the low probe concentration, to show high selectivity to Ca2+ ion, and to distinguish Intracytoplasmic probe and membrane-bound probe. A two-photon probe for real time monitoring of intracellular calcium ions has a structure indicated as the chemical formula (1). In the chemical formula (1), R1 is CH3 or H; R2 is the chemical formula (1-a) or the chemical formula (1-b); and R3 is H or CH2OCOCH3. The two-photon probe is obtained by reacting a compound of the following chemical formula (2) and a compound of the following chemical formula (3). In the chemical formula (2), R4 is NH2 or CHO and R5 is H or CH3.

Abstract translation: 提供了一种用于实时监测细胞内钙离子的双光子探针，以实现高双光子截面，在低探针浓度下获得清晰的双光子显微镜图像，显示出对Ca2 +离子的高选择性，并区分胞质内探针 和膜结合探针。 用于实时监测细胞内钙离子的双光子探针具有化学式（1）所示的结构。 在化学式（1）中，R 1为CH 3或H; R2是化学式（1-a）或化学式（1-b）; 且R 3为H或CH 2 OCOCH 3。 双光子探针通过使下列化学式（2）的化合物与下列化学式（3）的化合物反应得到。 化学式（2）中，R4为NH2或CHO，R5为H或CH3。

公开(公告)号：KR100886722B1

公开(公告)日：2009-03-04

申请号：KR1020070051132

申请日：2007-05-25

Applicant: 고려대학교 산학협력단

Inventor： 조봉래

IPC: G01N21/91

Abstract: 본 발명은 세포질 내 마그네슘의 실시간 모니터링용 이광자 염료, 그 제조방법 및 이를 이용한 세포질 내 마그네슘의 실시간 모니터링 방법에 관한 것으로서, 더욱 구체적으로는, 화학식 1의 세포질 내 마그네슘의 실시간 모니터링용 이광자 염료, 그 제조방법 및 이를 이용한 세포질 내 마그네슘의 실시간 모니터링 방법에 관한 것이다:


상기 식에서, R은 H이다.
본 발명에 따른 이광자 염료는 세포질 내 마그네슘 이온의 실시간 영상에 매우 적합하며, 800nm 내지 1000nm 파장을 갖는 레이져 광자에 의해서 여기되어 Mag-fura-2 또는 MgG와 같은 종래 통상적인 탐침들에 비해서 Mg
2
+ 이온에 대해서 20배 이상 높은 이광자 여기 형광 특성을 나타내고, 세포 및 조직 내로 용이하게 주입될 수 있으며, 높은 광안정성을 갖고, Ca
2
+ 이온 및 세포막 결합 탐침들에 의한 간섭 현상 없이 Mg
2
+ 이온 농도를 측정할 수 있게 한다. 또한, 이광자 과정에 의해서 결정된 Mg
2
+ 에 대한 세포내 해리 상수 K
d
i 가 동적 Mg
2
+ 농도 측정에 적합하며, 생체 조직 내에서 100-300 ㎛의 깊이까지 유리 Mg
2
+ 를 이미지화할 수 있다.
이광자 염료, 마그네슘

公开(公告)号：KR100882902B1

公开(公告)日：2009-02-10

申请号：KR1020070092832

申请日：2007-09-12

Applicant: 고려대학교 산학협력단

Inventor： 조봉래

IPC: C08J5/18 ,  G02B5/20 ,  G02F2/00

Abstract: A method of manufacturing a non-linear optical film is provided to form a crystallization area within a film by self-aligning octupolar molecule and to ensure excellent nonlinearly and thermal stability. A method of manufacturing a non-linear optical film comprises (S1) a step for obtaining a mixture solution by dissolving octupolar molecule of the following chemical formula (1) and polymer in a solvent, wherein A is CN, D is NR2, R is C_mH_(2m+1), n is an integer of 1-5 and m is an integer of 1-100; (S2) a step for applying the mixture solution on the plate; and (S3) a step for performing the crystal growth and self alignment of the octupolar molecule by evaporating the solvent from the mixture solution. The octupolar molecule is 1,3,5-tricyano-2,4,6-tris (paradiethylamino styryl) benzene.

Abstract translation: 提供一种制造非线性光学膜的方法，通过自对准八极分子在膜内形成结晶区域，并确保优异的非线性和热稳定性。 制造非线性光学膜的方法包括（S1）通过将下列化学式（1）和聚合物的八极分子溶解在溶剂中得到混合溶液的步骤，其中A为CN，D为NR2，R为 C_mH_（2m + 1），n为1-5的整数，m为1-100的整数; （S2）将混合溶液涂布在板上的工序; 和（S3）通过从混合溶液中蒸发溶剂来进行八极分子的晶体生长和自对准的步骤。 八极分子是1,3,5-三氰基-2,4,6-三（对二乙基氨基苯乙烯基）苯。

公开(公告)号：KR1020080103871A

公开(公告)日：2008-11-28

申请号：KR1020070051132

申请日：2007-05-25

Applicant: 고려대학교 산학협력단

Inventor： 조봉래

IPC: G01N21/91

Abstract: Two-photon dye which is suitable for real-time image of intracellular magnesium ion high two-photon cross section, high selectivity about Mg^2+ ion, enough water soluble and high optical stability, a manufacturing method of the two-photon dye and a real-time monitoring method of intracellular magnesium using the two-photon dye. Two-photon dye for real-time monitoring of intracellular magnesium is expressed as chemical formula 1, where R is H. The two-photon dye is very suitable for real-time image of intracellular magnesium ion, exhibits high two-photon activating fluorescence characteristic about Mg^2+ ion when excited by the laser photon having a wavelength of 800~1000nm, can be easily injected into cell and organization, has high optical stability, and allows the concentration of Mg^2+ ion to be measured without interference by Ca^2+ ion and membrane-bound probes.

Abstract translation: 双光子染料适用于细胞内镁离子高双光子截面的实时成像，对Mg 2+离子具有高选择性，足够的水溶性和高光稳定性，双光子染料和 使用双光子染料的细胞内镁的实时监测方法。 用于实时监测细胞内镁的双光子染料表示为化学式1，其中R为H.双光子染料非常适合细胞内镁离子的实时图像，表现出高双光子激活荧光特性 当由具有800〜1000nm波长的激光光子激发的Mg 2+离子时，可以容易地注入到电池和组织中，具有高的光学稳定性，并且可以不受干扰地测量Mg 2+离子的浓度 Ca ^ 2 +离子和膜结合探针。