IP Library › Granted Patent US 6,977,305
Granted Patent B2
US 6,977,305 · App. 09/968,401 · Granted Dec 20, 2005

Modified carbocyanine dyes and their conjugates

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Quick Facts
Patent No.
US 6,977,305
App. No.
09/968,401
Granted
Dec 20, 2005
Kind
B2
Abstract

Chemically reactive carbocyanine dyes incorporating an indolium ring moiety that is substituted at the 3-position by a reactive group or by a conjugated substance, and their uses, are described. Conjugation through this position results in spectral properties that are uniformly superior to those of conjugates of spectrally similar dyes wherein attachment is at a different position. The invention includes derivative compounds having one or more benzo nitrogens.

Claims (68)

1. A compound having the formula:

and its salts, wherein

R 2 is alkyl or sulfoalkyl;

R 12 is alkyl or sulfoalkyl;

R 3 is carboxyalkyl;

R 4 is alkyl;

R 13 is alkyl;

R 14 is alkyl;

R 6 is hydrogen or sulfo;

R 7 is hydrogen or sulfo;

R 8 is hydrogen or sulfo;

R 9 is hydrogen or sulfo;

R 16 is hydrogen or sulfo;

R 17 is hydrogen or sulfo;

R 18 is hydrogen or sulfo;

R 19 is hydrogen or sulfo;

wherein sulfo is sulfonic acid or sulfonate; and,

n is 1, 2 or 3.

2. A compound having the formula:

and its salts, wherein,

R 2 is alkyl or sulfoalkyl;

R 12 is alkyl or sulfoalkyl;

wherein sulfo is sulfonic acid or sulfonate;

R 3 is carboxyalkyl;

R 4 is methyl;

R 13 is methyl;

R 14 is methyl; and,

n is 1, 2 or 3.

3. A compound having the formula:

and its salts, wherein

R 2 is alkyl or sulfoalkyl;

R 12 is alkyl or sulfoalkyl;

R 4 is alkyl;

R 13 is alkyl;

R 14 is alkyl;

R 6 is hydrogen or sulfo;

R 7 is hydrogen or sulfo;

R 8 is hydrogen or sulfo;

R 9 is hydrogen or sulfo;

R 16 is hydrogen or sulfo;

R 17 is hydrogen or sulfo;

R 18 is hydrogen or sulfo;

R 19 is hydrogen or sulfo;

wherein sulfo is sulfonic acid or sulfonate; and,

n is 1, 2 or 3.

4. A compound having the formula:

and its salts, wherein

R 2 is alkyl or sulfoalkyl;

R 12 is alkyl or sulfoalkyl;

R 4 is alkyl;

R 13 is alkyl;

R 14 is alkyl;

R 6 is hydrogen or sulfo;

R 7 is hydrogen or sulfo;

R 8 is hydrogen or sulfo;

R 9 is hydrogen or sulfo;

R 16 is hydrogen or sulfo;

R 17 is hydrogen or sulfo;

R 18 is hydrogen or sulfo;

R 19 is hydrogen or sulfo;

wherein sulfo is sulfonic acid or sulfonate; and,

n is 1, 2 or 3.

5. A compound having the formula:

and its salts, wherein

R 2 is alkyl or sulfoalkyl;

R 12 is alkyl or sulfoalkyl;

wherein sulfo is sulfonic acid or sulfonate; and,

n is 1, 2 or 3.

Assignments (1)
LIEN RELEASE Recorded Apr 8, 2013
From: BANK OF AMERICA, N.A.
To: MOLECULAR PROBES, INC.
Reel/Frame 030173/0561 →