Pyridopyrimidine nucleotide compounds

• US 4,965,350 A
• Filed: 05/11/1989
• Issued: 10/23/1990
• Est. Priority Date: 09/09/1985
• Status: Expired due to Fees

• Current Assignee: Teijin Limited
• Original Assignee: Teijin Limited
• Inventors: Inoue, Hideo, Imura, Akihiro, Masuda, Kenichi, Kamimura, Takashi, Ohtsuka, Eiko
• Primary Examiner(s): Griffin, Ronald W.
• Assistant Examiner(s): Wilson, James O.
• Application Number:
  US07/351,317
• Time in Patent Office: 530 Days
• Field of Search: 536/24, 536/28
• US Class Current: 536/22.1
• CPC Class Codes: C07H 19/10 with the saccharide radical esterified by phosphoric or polyphosphoric acids
• CPC Class Codes: C07H 21/00 Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids

Abstract

Pyridopyrimidine nucleotide derivatives expressed by formula (I), which are fluorescent and capable of forming base pairing with guanine or adenine, and oligo- or polynucleotide which have at least one of these derivatives in their molecules or at their molecular terminals: ##STR1## wherein X₁ and X₁ respectively represent ##STR2## (in which n indicates an integer of 0, 1, 2, or 3; however, in no case X₁ and Y₁ both indicate n=O); Z₁ indicates a hydrogen atom or ##STR3## (in which n indicates an integer of 1, 2, or 3); W₁ indicates a hydrogen atom or a hydroxyl group. As for R₁ and R₂, in case where R₁ is an amino group or halogen, R₂ indicates a single bond between the carbon atom at the 7-position and the nitrogen atom at the 8-position, and in case where R₂ is a hydrogen atom or an lower alkyl group, R₁ indicates a carbonyl bond ##STR4## formed with the carbon atom at the 7-position.

Claims

1. A pyridopyrimidine nucleotide derivative expressed by formula (I):

##STR23## wherein X₁ and Y₁ each represent ##STR24## (wherein n is an integer of 0, 1, 2, or 3, provided that n is not 0 for both X₁ and Y₁);

wherein Z₁ represents a hydrogen atom or ##STR25## (wherein m is an integer of 0, 1, 2, or

     3);

wherein W₁ represents a hydrogen atom or a hydroxyl group, provided that Z₁ is not ##STR26## when W₁ represents a hydroxyl group; and

wherein R₁ represents an amino group or halogen atom and R₂ represents a single bond between the carbon atom at the 7-position and the nitrogen atom at the 8-position or R₁ represents a carbonyl bond ##STR27## formed with the carbon atom at the 7-position and R₂ represents a lower alkyl group.

2. The pyridopyrimidine nucleotide according to claim 1,

wherein X₁ and Y₁ each represent ##STR28## (wherein n is an integer of 1, 2, or 3);

wherein Z₁ represents a hydrogen atom or a hydroxyl group; and

wherein W₁ represents a hydrogen atom.

3. An oligo- or polynucleotide which comprises at least one of a moiety having the structure:

##STR29## wherein X is hydrogen, a nucleotide or --PO₃ H;

wherein W₁ represents a hydrogen atom or a hydroxyl group;

wherein Z₁ represents a hydrogen atom or a hydroxyl group;

however in no case do both W₁ and Z₁ represent a hydroxyl group;

wherein R₁ represents an amino group or halogen and R₂ represents a single bond between the carbon atom at the 7-position and the nitrogen atom at the 8-position or R₁ represents a carbonyl bond ##STR30## formed with the carbon atom at the 7-position and R₂ represents a hydrogen atom or a lower alkyl group.

4. The oligo- or polynucleotide according to claim 3, wherein Z₁ represents a hydrogen atom and W₁ represents a hydrogen atom.