IP Library Granted Patent US 12681008
Granted Patent B2
US 12681008 · App. 18/073,644 · Granted Jul 14, 2026

Fluorescent compound for immunohischemistry and diagnosis composition for detecting biological material comprising the same

Inventors: Jin Woo Park (Incheon, KR); Kiwon Kim (Incheon, KR); Su Jung Jang (Incheon, KR); Mina Kim (Incheon, KR)
G01N33/533C07D403/14
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Quick Facts
Patent No.
US 12681008
App. No.
18/073,644
Granted
Jul 14, 2026
Kind
B2
Abstract

Provided is a fluorescent compound for labeling a biomaterial having the following Chemical Formula 1: In Chemical Formula 1 above, n is an integer of 1 to 6; X 1 and X 2 are the same as or different from each other, and each independently selected from H, SO 3 − and SO 3 H; R 1 and R 2 are the same as each other or each independently selected from C 1-7 alkyl, substituted or unsubstituted C 8-20 alkyl, —(CH 2 ) m1 SO 3 − , —(CH 2 ) m2 SO 3 H, and m1 is an integer of 1 to 7, m2 is an integer of 1 to 7; p1 is an integer of 1 to 10; r1 is an integer of 1 to 10; and Y 1 is selected from H, —OH, halogen and o1 is an integer of 1 to 10.

Claims (67)

1 . A fluorescent compound for labeling a biomaterial having the following Chemical Formula 1:

In Chemical Formula 1 above,

n is an integer of 1 to 3,

X 1 and X 2 are the same as or different from each other, and each independently selected from H, —SO 3 and —SO 3 H,

either i) one of R 1 and R 2 is —(CH 2 ) m1 SO 3 − or —(CH 2 ) m2 SO 3 H, and the other one is

and R 3 and R 4 are the same or different from each other and independently selected from substituted or unsubstituted C 1-7 alkyl,

or ii) R 1 and R 2 are the same or different from each other and independently selected from —(CH 2 ) m1 SO 3 or —(CH 2 ) m2 SO 3 H, and one of R 3 and R 4 is substituted or unsubstituted C 1-7 alkyl, and the other one is

m1 is an integer of 1 to 5,

m2 is an integer of 1 to 5,

p1 is an integer of 1 to 5,

q1 is an integer of 0 to 6,

r1 is an integer of 1 to 6, and

Y 1 is selected from H, —OH, halogen and

o1 is an integer of 1 to 10,

Z 1 is selected from H, C 1-7 alkyl, substituted or unsubstituted C 8-20 alkyl and

s1 is an integer of 1 to 10, and

Ar 1 is selected from H, C 1-7 alkyl, substituted or unsubstituted C 8-20 alkyl, C 1-7 aminoalkyl and

t1 is an integer of 1 to 10,

u1 is an integer of 1 to 10, and

R 5 is selected from H, OH, C 1-7 alkyl, substituted or unsubstituted C 8-20 alkyl, and

p2 is an integer of 1 to 5,

q2 is an integer of 1 to 5,

r2 is an integer of 1 to 6, and

Y 2 is selected from H, —OH, halogen and

o2 is an integer of 1 to 10,

Z 2 is selected from H, substituted or unsubstituted C 1-7 alkyl, substituted or unsubstituted C 8-20 alkyl and

s2 is an integer of 1 to 10, and

Ar 2 is selected from H, substituted or unsubstituted C 1-7 alkyl, substituted or unsubstituted C 8-20 alkyl, C 1-7 aminoalkyl and

and

t2 is an integer of 1 to 4,

u2 is an integer of 1 to 4,

R 6 is selected from H, —OH, substituted or unsubstituted C 1-7 alkyl and substituted or unsubstituted C 8-20 alkyl.

2 . The fluorescent compound of claim 1 , wherein the compound of Chemical Formula 1 above is any one selected from compounds represented by the following Chemical Formulas 1-12:

3 . The fluorescent compound of claim 1 , wherein the compound is for immunohistochemistry.

4 . The fluorescent compound of claim 1 , wherein the compound is for immunohistochemistry which simultaneously stains multiple markers.

5 . An immunohistochemical composition for detecting a biomaterial comprising a fluorescent compound represented by the following Chemical Formula 1:

In Chemical Formula 1 above,

n is an integer of 1 to 3,

X 1 and X 2 are the same as or different from each other, and each independently selected from H, —SO 3 − and —SO 3 H,

either i) one of R 1 and R 2 is —(CH 2 ) m1 SO 3 or —(CH 2 ) m2 SO 3 H, and the other one is

and R 3 and R 4 are the same or different from each other and independently selected from substituted or unsubstituted C 1-7 alkyl,

or ii) R 1 and R 2 are the same or different from each other and independently selected from —(CH 2 ) m1 SO 3 or —(CH 2 ) m2 SO 3 H, and one of R 3 and R 4 should be substituted or unsubstituted C 1-7 alkyl, and the other one is

m1 is an integer of 1 to 5,

m2 is an integer of 1 to 5,

p1 is an integer of 1 to 5,

q1 is an integer of 0 to 6,

r1 is an integer of 1 to 6, and

Y 1 is selected from H, —OH, halogen and

o1 is an integer of 1 to 10,

Z 1 is selected from H, C 1-7 alkyl, substituted or unsubstituted C 8-20 alkyl and

s1 is an integer of 1 to 10, and

Ar 1 is selected from H, C 1-7 alkyl, substituted or unsubstituted C 8-20 alkyl, C 1-7 aminoalkyl and

t1 is an integer of 1 to 10,

u1 is an integer of 1 to 10, and

R 5 is selected from H, OH, C 1-7 alkyl, substituted or unsubstituted C 8-20 alkyl, and

p2 is an integer of 1 to 5,

q2 is an integer of 1 to 5,

r2 is an integer of 1 to 6, and

Y 2 is selected from H, —OH, halogen and

o2 is an integer of 1 to 10,

Z 2 is selected from H, substituted or unsubstituted C 1-7 alkyl, substituted or unsubstituted C 8-20 alkyl and

s2 is an integer of 1 to 10, and

Ar 2 is selected from H, substituted or unsubstituted C 1-7 alkyl, substituted or unsubstituted C 8-20 alkyl, C 1-7 aminoalkyl and

and

t2 is an integer of 1 to 4,

u2 is an integer of 1 to 4,

R 6 is selected from H, —OH, substituted or unsubstituted C 1-7 alkyl and substituted or unsubstituted C 8-20 alkyl.