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US3846402A Expired / Lapsed US ⏱️ 0.0 years remaining

Thiophosphate analogues of the nucleoside diphosphates and triphosphates and a method for the preparation thereof

Assignee: Max-Planck-Gesellschaft zur Förderung der Wissenschaften eV
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Filing: 1972-05-02
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Granted: 1974-11-05
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Expires: 1992-05-02
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Abstract

Abstract Novel thiophosphate compound of the formula IN WHICH B represents a natural or modified nucleine base, X is hydroxyl or hydrogen, m and n, independently of one another, are the integer 1 or 2; and Cat is a cation or hydrogen; and the salts thereof, are prepared by reacting a nucleoside-5''-mono- or diphosphate with diphenylphosphoric acid chloride and a compound of the General Formula II in which R represents the group CLEAVING THE GROUP R from the reaction product, and, in some cases, oxidizing the nucleoside-5''-0-thiodi- or triphosphate thus obtained to the disulfide. Such compounds are useful, e.g., in affinity chromotography of enzymes and the labeling of proteins.

Inventors

  • 👤 F Eckstein
  • 👤 R Goody

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 11:07
CPC Classifications
C; C07; C07H; C07H19/00; C07H19/02; C07H19/04; C07H21/00

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 43 words
THIOPHOSPHATE COMPOUND SELECTED FROM THE GROUP CONSISTING OF ADENOSINE-5''-0-(2-THIODIPHOSPHATE, GUANOSINE5''-0-(2-THIODIPHOSPHATE), INOSINE-5''-0-(THIODIPHOSPHATE), CYTIDINE-5''-(THIODIPHOSPHATE), CYTIDINE-5''-0-(2-THIODIPHOSPHATE), URIDINE-5''-0-(2-THIODIPHOSPHATE), THYMIDINE-5''-0-(2THIODIPHOSPHATE), 5-METHYLCYTIDINE-5''-0-(2-THIODIPHOSPHATE), 5-HYDROXYMETHYLCYTIDINE-5''-0-(2-THIODIPHOSPHATE), HYDROXYMETHYLCYTIDINE-5''-0-(2-THIODIPHOSPHATE), ADENOSINE5''-0-(2-THIODIPHOSPHATE)-DISULFIDE, GUANOSINE-5''-0-(2-THIODIPHOSPHATE)-DISULFIDE, INOSINE-5''-0-(2-THIODIPHOSPHATE)DISULFIDE, CYTIDINE-5''-0-(2-THIODIPHOSPHATE)-DISULFIDE, URIDINE5''-0-(2-THIODIPHOSPHATE)-DISULFIDE, THYMIDINE-5''0-(2-THIODIPHOSPHATE)-DISULFIDE, ADENOSINE-5''-0-(3-THIODIPHOSPHATE), GUANOSINE-5''-0-(3-THIODIPHOSPHATE), INOSINE-5''-0-(3-THITRI PHOSPHATE), CYTIDINE-5''-0-(3-THIOTRIPHOSPHATE), URIDINE-5''-0(3-THIOTRIPHOSPHATE), THYMIDINE-5''-0-(3-THIOTRIPHOSPHATE), ADENINE-5''-0-(3-THIOTRIPHOSPHATE)-DISULFIDE, GUANOSINE-5''-0(3-THIOTRIPHOSPHATE)DISULFIDE, INOSINE-5''-0-(3-THIOTRIPHOSPHATE)-DISULFIDE, CYTIDINE-5''-0-(3-THIOTRIPHOSPHATE)-DISULFIDE, URIDINE-5''-0-(3-THIOTRIPHOSPHATE)-DISULFIDE AND TYMIDINE-5''0-(3-THIOTRIPHOSPHATE)-DISULFIDE; AND THE CORRESPONDING DESOXY COMPOUNDS.
Claim 2
Dependent Claim 43 words
THIOPHOSPHATE COMPOUND SELECTED FROM THE GROUP CONSISTING OF ADENOSINE-5''-0-(2-THIODIPHOSPHATE, GUANOSINE5''-0-(2-THIODIPHOSPHATE), INOSINE-5''-0-(THIODIPHOSPHATE), CYTIDINE-5''-(THIODIPHOSPHATE), CYTIDINE-5''-0-(2-THIODIPHOSPHATE), URIDINE-5''-0-(2-THIODIPHOSPHATE), THYMIDINE-5''-0-(2THIODIPHOSPHATE), 5-METHYLCYTIDINE-5''-0-(2-THIODIPHOSPHATE), 5-HYDROXYMETHYLCYTIDINE-5''-0-(2-THIODIPHOSPHATE), HYDROXYMETHYLCYTIDINE-5''-0-(2-THIODIPHOSPHATE), ADENOSINE5''-0-(2-THIODIPHOSPHATE)-DISULFIDE, GUANOSINE-5''-0-(2-THIODIPHOSPHATE)-DISULFIDE, INOSINE-5''-0-(2-THIODIPHOSPHATE)DISULFIDE, CYTIDINE-5''-0-(2-THIODIPHOSPHATE)-DISULFIDE, URIDINE5''-0-(2-THIODIPHOSPHATE)-DISULFIDE, THYMIDINE-5''0-(2-THIODIPHOSPHATE)-DISULFIDE, ADENOSINE-5''-0-(3-THIODIPHOSPHATE), GUANOSINE-5''-0-(3-THIODIPHOSPHATE), INOSINE-5''-0-(3-THITRI PHOSPHATE), CYTIDINE-5''-0-(3-THIOTRIPHOSPHATE), URIDINE-5''-0(3-THIOTRIPHOSPHATE), THYMIDINE-5''-0-(3-THIOTRIPHOSPHATE), ADENINE-5''-0-(3-THIOTRIPHOSPHATE)-DISULFIDE, GUANOSINE-5''-0(3-THIOTRIPHOSPHATE)DISULFIDE, INOSINE-5''-0-(3-THIOTRIPHOSPHATE)-DISULFIDE, CYTIDINE-5''-0-(3-THIOTRIPHOSPHATE)-DISULFIDE, URIDINE-5''-0-(3-THIOTRIPHOSPHATE)-DISULFIDE AND TYMIDINE-5''0-(3-THIOTRIPHOSPHATE)-DISULFIDE; AND THE CORRESPONDING DESOXY COMPOUNDS.
Claim 3
Dependent Claim 12 words
Thiophosphate compound as claimed in claim 1 wherein said compound is adenosine-5''-0-(2-thiodiphosphate).
Claim 4
Dependent Claim 12 words
Thiophosphate compound as claimed in claim 1 wherein said compound is guanosine-5''-0-(2-thiodiphosphate).
Claim 5
Dependent Claim 12 words
Thiophosphate compound as claimed in claim 1 wherein said compound is inosine-5''-0-(thiodiphosphate).
Claim 6
Dependent Claim 12 words
Thiophosphate compound as claimed in claim 1 wherein said compound is cytidine-5''-(thiodiphosphate).
Claim 7
Dependent Claim 12 words
Thiophosphate compound as claimed in claim 1 wherein said compound is cytidine-5''-0-(2-thiodiphosphate).
Claim 8
Dependent Claim 12 words
Thiophosphate compound as claimed in claim 1 wherein said compound is uridine-5''-0-(2-thiodiphosphate).
Claim 9
Dependent Claim 12 words
Thiophosphate compound as claimed in claim 1 wherein said compound is thymidine-5''-0-(2-thiodiphosphate).
Claim 10
Dependent Claim 12 words
Thiophosphate compound as claimed in claim 1 wherein said compound is 5-methylcytidine-5''-0-(2-thiodiphosphate).
Claim 11
Dependent Claim 12 words
Thiophosphate compound as claimed in claim 1 wherein said compound is 5-hydroxymethylcytidine-5''-0-(2-thiodiphosphate).

References Cited (Backward Citations)

US3709873A Cited
US3687808A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1977-11-04 1978-05-06 1978-11-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1981-11-04 1982-05-06 1982-11-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1985-11-04 1986-05-06 1986-11-05 $7700.00 Window Closed / Lapsed

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