Intercalators having affinity for DNA and methods of use

• US 6,015,902 A
• Filed: 10/21/1996
• Issued: 01/18/2000
• Est. Priority Date: 06/30/1993
• Status: Expired due to Term

• Current Assignee: Abbott Laboratories
• Original Assignee: Abbott Laboratories
• Inventors: Huff, Jeffrey Bruce, Henrard, Denis R., Bieniarz, Christopher
• Primary Examiner(s): Huang, Evelyn Mei
• Application Number:
  US08/734,157
• Time in Patent Office: 1,184 Days
• Field of Search: 546/105, 546/107, 546/108, 546/109, 546/165, 544/361, 544/126, 544/128, 544/363
• US Class Current: 546/105
• CPC Class Codes: C07D 219/14 with hydrocarbon radicals, substituted by nitrogen atoms, attached to the ring nitrogen atom
• CPC Class Codes: C07D 221/12 Phenanthridines
• CPC Class Codes: C07D 413/06 linked by a carbon chain containing only aliphatic carbon atoms
• CPC Class Codes: C07D 417/06 linked by a carbon chain containing only aliphatic carbon atoms
• CPC Class Codes: G01N 15/1459 the analysis being performed on a sample stream
• CPC Class Codes: G01N 2015/1006 for cytology
• CPC Class Codes: G01N 2015/1402 Data analysis by thresholding or gating operations performed on the acquired signals or stored data
• CPC Class Codes: G01N 2015/1477 Multiparameters

Abstract

Intercalator compounds of formula I-T_m as defined herein are provided which are comprised of intercalator moieties, or substituted intercalator moieties, having one or more functionalized chains, or moieties, and which compounds provide a high affinity for binding to the DNA molecule and show reduced self-quenching, while providing superior transport kinetics. The compounds have been found to provide enhanced fluorescence when bound to a DNA molecule within a fluorescent flow cytometry environment which is about eight to ten times brighter in fluorescence than "bis" structure conventional intercalating agents and other known intercalating agents utilized in flow cytometry environment.

Claims

1. A compound having a formula I-T_m, m is an integer of 1 or 2, where T is 2, T is the same or different from one another, I is selected from the group consisting of:

##STR12## T is selected from the group consisting of;

##STR13##

2. A compound having the formula wherein A^- is an acceptable monvalent counter anion.

3. The compound of claim 2, wherein said A^- is selected from the group consisting of chloride, bromide and iodide.

4. A compound having the formula ##STR14## wherein A^- is an acceptable monvalent counter anion.

5. The compound of claim 4, wherein said A^- is selected from the group consisting of chloride, bromide and iodide.

6. A compound having the formula ##STR15## wherein A^- is an acceptable monvalent counter anion.

7. The compound of claim 6, wherein said A^- is selected from the group consisting of chloride, bromide and iodide.

8. A compound having the formula ##STR16## wherein A^- is an acceptable monvalent counter anion.

9. The compound of claim 8, wherein said A^- is selected from the group consisting of chloride, bromide and iodide.