7-Deaza-2'-deoxyguanosine nucleotides and nucleic acids analogs thereof

• US 5,480,980 A
• Filed: 11/14/1988
• Issued: 01/02/1996
• Est. Priority Date: 08/16/1985
• Status: Expired due to Term

• Current Assignee: Boehringer Mannheim GmbH (Roche Holding AG)
• Original Assignee: Boehringer Mannheim GmbH (Roche Holding AG)
• Inventors: Seela, Frank
• Primary Examiner(s): Robinson, Douglas W.
• Assistant Examiner(s): Crane, L. E.
• Application Number:
  US07/269,999
• Time in Patent Office: 2,605 Days
• Field of Search: 536/27-29, 536/23.1, 536/26.23, 536/26.26, 536/26.7, 536/27.14, 536/27.2, 536/27.81, 536/28.2
• US Class Current: 536/23.1
• CPC Class Codes: C07H 19/14 Pyrrolo-pyrimidine radicals
• CPC Class Codes: C07H 19/20 with the saccharide radical esterified by phosphoric or polyphosphoric acids

Abstract

The present invention provides 7-deaza-2'"'"'-deoxy-guanosine nucleotides of the general formula: ##STR1## wherein R is a --PO₃ H₂, --P₂ O₆ H₃ or --P₃ O₉ H₄ residue or an alkali metal, alkaline earth metal or ammonium salt of the phosphate groups.

The present invention also provides processes for the preparation of these nucleotides and is also concerned with the use thereof in the sequencing of DNA.

Claims

1. A compound of the formula ##STR4## wherein R is PO₃ H₂, P₂ O₆ H₃ or an alkali metal, alkaline earth metal, or ammonium salt thereof.

2. The compound of claim 1, designated 7-deaza-2'"'"'-deoxyguanosine 5'"'"'-diphosphate.

3. The compound of claim 1, designated 7-deaza-2'"'"'-deoxyguanosine 5'"'"'-monophosphate.

4. A desoxyribonucleic acid sequence comprising 7-deazaguanine as a nucleic base, wherein said base has the formula:

##STR5##

5. A nucleic acid sequence having a terminal nucleotide derived from a nucleotide of the formula:

##STR6## where R is PO₃ H₂ or an alkali metal, alkaline earth metal or ammonia salt thereof.

6. A nucleic acid sequence having incorporated therein at least one nucleotide of the formula ##STR7## wherein R is PO₃ H₂, or an alkali metal, alkaline earth metal or ammonium salt thereof.

7. A nucleic acid sequence having a terminal nucleotide derived from a nucleotide of the formula:

##STR8## where R is P₂ O₆ H₃ or P₃ O₉ H₄ or an alkali metal, alkaline earth metal or ammonia salt thereof.

8. The nucleic acid sequence of claim 7 wherein R is P₃ O₉ H₄.

9. The nucleic acid sequence of claim 7, wherein R is P₂ O₆ H₃.