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| Process for producing yeast cells |
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Facile synthesis of 3'-phosphoadenosine 5'-phosphosulfate (PAPS)
| Details |
Inventors: Horwitz, Jerome P.; Neenan, John P.; Misra, Radhey S.; Rozhin, Jurij; Huo, Anne L.; Philips, deceased, Kirsten D.;
Assignee: The United States of America as represented by the Department of Health, (Washington, DC)
Primary Examiner: Tanenholtz; Alvin E.
Assistant Examiner:
Attorney, Agent or Firm: Roberts, Jr.; John S.
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. |
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DETAILED DESCRIPTION I claim: 1.
The preparation of 3'-phosphoadenosine 5'-phosphosulfate (IV) by a process which comprises reacting adenosine (I) with pyrophosphoryl chloride to produce pure adenosine 2',3'-cyclic phosphate 5'-phosphate (II) and subsequently reacting said cyclic phosphate (II) with triethylamine-N-sulfonic acid to produce adenosine 2',3'-cyclic phosphate 5'-phosphosulfate (III) and treating (III) with the enzyme ribonuclease-T.
sub.
2 to produce the desired 3'-phosphoadenosine 5'-phosphosulfate (IV).
2.
The preparation of 2'-phosphoadenosine 5'-phosphosulfate (V) by a process which comprises reacting adenosine (I) with pyrophosphoryl chloride to produce pure adenosine 2',3'-cyclic phosphate 5'-phosphate (II) and subsequently reacting said cyclic phosphate (II) with triethylamine-N-sulfonic acid to produce adenosine 2',3'-cyclic phosphate 5'-phosphosulfate (III) and treating (III) with the enzyme spleen PDase to produce 2'-phosphoadenosine 5'-phosphosulfate (V).
3.
The process according to claim 1 wherein the pyrophosphoryl chloride is substantially pure pyrophosphoryl chloride.
4.
The process according to claim 2 wherein the pyrophosphoryl chloride is substantially pure pyrophosphoryl chloride.
Description:
The present invention relates to a practical chemical synthesis of 3'-phosphoadenosine 5'-phosphosulfate ##STR1## in yields of 68-72% from adenosine 2', 3'-cyclic phosphate 5'-phosphate ##STR2## which is designated the starting material for this process.
Compound II may be conveniently prepared by reacting adenosine ##STR3## with pyrophosphoryl chloride under hydrolysis conditions at pH 7.
5 to provide a pure starting material.
Reaction of II with triethylamine-N-sulfonic acid affords adenosine 2', 3'-cyclic phosphate 5'-phosphosulfate ##STR4## which, on treatment with ribonuclease T.
sub.
2 -RNase, provides the desired compound, 3'-phosphoadenosine 5'-phosphosulfate (PAPS) (IV).
The iso or II isomer may be prepared by treating III with spleen phosphodiesterase (PDase) which converts III to the 2'-phosphoadenosine 5'-phosphosulfate ##STR5## The biological activity of IV (PAPS) may be measured by sulfate transfer to [6,7-
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Molecular Biology 
