Radhey S Misra

41690117, Sep 25, 1979

Oct 11, 1977

5/840783

Jerome P. Horwitz - Detroit MI
John P. Neenan - Detroit MI
Radhey S. Misra - Detroit MI
Jurij Rozhin - Detroit MI
Anne L. Huo - Detroit MI
Kirsten D. Philips - late of Detroit MI

The United States of America as represented by the Department of Health,
Education and Welfare - Washington DC

C12D 1306

435 72

3'-Phosphoadenosine 5'-phosphosulfate, also known as PAPS, is useful in establishing sulfate transfer mechanisms in animals and may be produced by a chemical process yielding 68-72% product from a pure adenosine 2',3'-cyclic phosphate 5'-phosphate, which compound is initially prepared from the reaction of adenosine and pyrophosphoryl chloride. In the present procedure the pure cyclic phosphate is reacted with triethylamine-N-sulfonic acid to produce 2',3'-cyclic phosphate 5'-phosphosulfate. Subsequently, by hydrolysis with the enzyme ribonuclease-T. sub. 2, the desired compound is produced. Alternatively, the 2'-phosphoadenosine 5'-phosphosulfate, known as iso-PAPS, may be produced from 2',3'-cyclic phosphate 5'-phosphosulfate by treatment with a different enzyme, PDase or spleen phosphodiesterase. This latter compound, iso-PAPS, biologically has only one-third the activity of PAPS, the natural isomer.

42660483, May 5, 1981

Oct 26, 1978

5/954876

Jerome P. Horwitz - Detroit MI
John P. Neenan - Detroit MI
Radhey S. Misra - Detroit MI
Jurij Rozhin - Detroit MI
Anne Huo - Detroit MI
Kerstin D. Philips - late of Detroit MI

The United States of America as represented by the Department of Health,
Education and Welfare - Washington DC

C07H 1920
C07H 1700
C12D 1306

536 27

Analogs of 3'-phosphoadenosine 5'-phosphosulfate, also known as PAPS, are useful in establishing sulfate transfer mechanisms in animals and may be produced by a chemical process yielding an analog B of a pure adenosine 2',3'-cyclic phosphate 5'-phosphate, which compound is initially prepared from the reaction of adenosine and pyrophosphoryl chloride. In the present process an analog B is selected from 8-bromoadenine, purine, hypoxanthine, 4-aminopyrrolo[2,3-d]pyrimidine (tubercidin), and 7-amino-pyrazolopyrimidine (formycin). In the pilot procedure the pure cyclic phosphate is reacted with triethylamine-N-sulfonic acid to produce 2',3'-cyclic phosphate 5'-phosphosulfate. Subsequently, by hydrolysis with the enzyme ribonuclease-T. sub. 2, the desired compound, an analog of PAPS, is produced. Alternatively, the 2'-phosphoadenosine 5'-phosphosulfate, known as iso-PAPS, may be produced from 2',3'-cyclic phosphate 5'-phosphosulfate by treatment with a different enzyme, PDase II or spleen phosphodiesterase.