Compound, cellular vesicle staining agent, and method of fluorescent staining for cellular vesicles
View Patent ↗An object is to provide a novel compound that specifically conjugates with intracellular and/or extracellular vesicles, a cellular vesicle staining agent, and a method of fluorescent staining for cellular vesicles. The object can be achieved by a compound expressed by the following Formula (1). [Formula 1] (In Formula (1), R 1 represents H, a C 1 -C 6 alkyl group, a hydroxy group, an amino group, or a carboxy group. R 2 represents H, a C 1 -C 18 alkyl group, a C 1 -C 18 alkoxy group, a halogen element, NO 2 or N(CH 3 ) 2 . R 3 and R 4 each independently represent H or CH 3 , where R 3 and R 4 may be bonded to each other to form a ring, and in such a case, R 3 and R 4 are CH 2 . Herein, 1 represents 1 or 2, m represents 0 or 1, n represents 1, 2, or 3, and Z represents a fluorescent group).
1 . A compound expressed by following Formula (1):
wherein in Formula (1), R1 represents H, a C1-C6 alkyl group, a hydroxy group, an amino group, or a carboxy group, R2 represents H, a C1-C18 alkyl group, a C1-C18 alkoxy group, a halogen element, NO 2 or N(CH3)2, and R3 and R4 each independently represent H or CH3, where R3 and R4 may be bonded to each other to form a ring and, when R3 and R4 are bonded to each other to form a ring, R3 and R4 are CH2, and wherein 1 represents 1 or 2, m represents 0 or 1, n represents 1, 2, or 3, and Z represents a fluorescent group.
2 . The compound according to claim 1 , wherein the compound expressed by Formula (1) is a compound expressed by following Formula (2):
wherein in Formula (2), R1 represents H or CH3, R2 represents H, CH3, OCH3, or N(CH3)2, R3 and R4 each independently represent H or CH3, where R3 and R4 may be bonded to each other to form a ring and, when R3 and R4 are bonded to each other to form a ring, R3 and R4 are CH2, and R5 represents NO2, SO2NH2, or SO2N(CH3)2, and wherein 1 represents 1 or 2, m represents 0 or 1, and n represents 1, 2, or 3.
3 . The compound according to claim 1 , wherein the compound expressed by Formula (1) is a compound expressed by following Formula (3):
wherein in Formula (3), R1 represents H or CH3, R2 represents H, CH3, OCH3, or N(CH3)2, and R3 and R4 each independently represent H or CH3, where R3 and R4 may be bonded to each other to form a ring, and when R3 and R4 are bonded to each other to form a ring, R3 and R4 are CH2, and wherein 1 represents 1 or 2, m represents 0 or 1, and n represents 1, 2, or 3.
4 . A cellular vesicle staining agent comprising the compound according to claim 1 .
5 . The cellular vesicle staining agent according to claim 4 further comprising another fluorescent compound.
6 . A method of fluorescent staining for cellular vesicles, the method comprising:
a staining step of staining cellular vesicles by using the compound according to claim 1 ; and
a detection step of detecting stained cellular vesicles in a sample.
7 . The method of fluorescent staining for cellular vesicles according to claim 6 further comprising an evaluation step of evaluating the sample after the detection step.
8 . The method of fluorescent staining for cellular vesicles according to claim 7 ,
wherein the sample includes cosmetics, and
wherein the method measures the cellular vesicles incorporated in cells to evaluate the cosmetics.
9 . The method of fluorescent staining for cellular vesicles according to claim 7 ,
wherein the sample includes pharmaceutical products, and
wherein the method measures the cellular vesicles incorporated in cells to evaluate the pharmaceutical product.
10 . The method of fluorescent staining for cellular vesicles according to claim 7 ,
wherein the sample includes cells, and
wherein the method measures the cellular vesicles in the cells to evaluate differentiation and quality of the cells.
11 . The method of fluorescent staining for cellular vesicles according to claim 7 ,
wherein the sample includes foods, and
wherein the method measures the cellular vesicles in the foods to evaluate the foods.
12 . The method of fluorescent staining for cellular vesicles according to claim 7 ,
wherein the sample includes tissues collected from organisms, and
wherein the method measures the cellular vesicles in the collected tissues to evaluate the tissues.
13 . A cellular vesicle staining agent comprising the compound according to claim 2 .
14 . A cellular vesicle staining agent comprising the compound according to claim 3 .
15 . A method of fluorescent staining for cellular vesicles, the method comprising:
a staining step of staining cellular vesicles by using the compound according to claim 2 ; and
a detection step of detecting stained cellular vesicles in a sample.
16 . A method of fluorescent staining for cellular vesicles, the method comprising:
a staining step of staining cellular vesicles by using the compound according to claim 3 ; and
a detection step of detecting stained cellular vesicles in a sample.
17 . A method of fluorescent staining for cellular vesicles, the method comprising:
a staining step of staining cellular vesicles by using the cellular vesicle staining agent according to claim 4 ; and
a detection step of detecting stained cellular vesicles in a sample.
18 . A method of fluorescent staining for cellular vesicles, the method comprising:
a staining step of staining cellular vesicles by using the cellular vesicle staining agent according to claim 5 ; and
a detection step of detecting stained cellular vesicles in a sample.
19 . A method of fluorescent staining for cellular vesicles, the method comprising:
a staining step of staining cellular vesicles by using the cellular vesicle staining agent according to claim 13 ; and
a detection step of detecting stained cellular vesicles in a sample.
20 . A method of fluorescent staining for cellular vesicles, the method comprising:
a staining step of staining cellular vesicles by using the cellular vesicle staining agent according to claim 14 ; and
a detection step of detecting stained cellular vesicles in a sample.