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US 11,624,089 B2Granted
Cyanine dyes
AssigneePacific Biosciences of California, Inc.
InventorsStephen Yue, Gene Shen, Wei-Chuan (David) Sun
Life of this patent
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Abstract
The invention provides a novel class of cyanine dyes that are functionalized with sulfonic acid groups and a linker moiety that facilitates their conjugation to other species and substituent groups which increase the water-solubility, and optimize the optical properties of the dyes. Also provided are conjugates of the dyes, methods of using the dyes and their conjugates and kits including the dyes and their conjugates.
Claims17
A compound of Formula I:
- wherein
- n is selected from the integers 1 and 2;
- Ra is selected from H, a moiety according to Formula II:
- and a moiety joined with Rb, together with the atoms to which Ra and Rb are attached, forming substituted phenyl ring C:
- wherein
- each y is an independently selected integer from 0 to 10;
- Ru and Rv are independently selected from —SO3H, a moiety according to Formula II, and
- wherein
- R8 is selected from H and substituted or unsubstituted alkyl;
- x is an integer from 1 to 10
- Rb is selected from H,
- and a moiety joined with Ra forming, together with the atoms to which Ra and Rb are attached, substituted phenyl ring C;
- z is an integer from 0 to 10;
- R8 is selected from H and substituted or unsubstituted alkyl;
- Rc is selected from H,
- q is an integer from 0 to 10;
- wherein Ra, Rb and Rc are not all H;
- Rd is selected from H and OCH3;
- Re and Re′ are independently selected from
- wherein t is an integer from 1 to 10;
- Ra′ is selected from H, C(O)-M, a moiety according to Formula II, and a moiety joined with Rb′ forming, together with the atoms to which Ra′ and Rb′ are attached, substituted phenyl ring C′;
- M is selected from OH, a carboxylic acid activating moiety, a polyvalent scaffold and a carrier molecule;
- Ru′ and Rv′ are independently selected from H, a moiety according to Formula II, —SO3H, and
- wherein each x is an integer independently selected from 0 to 10;
- R10 is selected from H and substituted or unsubstituted alkyl;
- Rw′ is selected from H and a moiety according to Formula II;
- Rb′ is selected from H, C(O)-M, a moiety according to Formula II, a moiety joined with Ra′, together with the atoms to which Ra′ and Rb′ are attached, forming substituted phenyl ring C′, and
- wherein p is an integer from 0 to 10;
- Rc′ is selected from H, C(O)-M and —SO3H,
- wherein Ra′, Rb′ and Rc′ are not all H;
- Rd′ is selected from H and OCH3;
- and
- Rf, Rg, Rf′ and Rg′ are independently selected from CH3,
- wherein each t is an independently selected integer from 1 to 10.
31 more elements
A compound of Formula IA:
- wherein
- n is selected from the integers 1 and 2;
- Ru and Rv are independently selected from —SO3H,
- and
- a moiety according to Formula II:
- wherein
- R8 is selected from H and substituted or unsubstituted alkyl;
- and
- x is an integer from 1 to 10;
- each y is an independently selected integer from 0 to 10;
- Re and Re′ are independently selected from:
- wherein t is an integer from 1 to 10;
- and
- each M is independently OH,
- Rf, Rg, Rf′ and Rg′ are independently selected from CH3,
- wherein each t is an independently selected integer from 1 to 10;
- Ru′ and Rv′ are independently selected from H, —SO3H, a moiety according to Formula II, and
- wherein each x is an integer independently selected from 0 to 10;
- R10 is selected from H and substituted or unsubstituted alkyl;
- Rw′ is selected from H and a moiety according to Formula II;
- Rf, Rg, Rf′ and Rg′ are independently selected from CH3,
- wherein each t is an independently selected integer from 1 to 10.
19 more elements
Dependencies are inferred from the claim text.