Facile synthesis of 3'-phosphoadenosine 5'-phosphosulfate (PAPS)

Chemistry: molecular biology and microbiology – Micro-organism – tissue cell culture or enzyme using process... – Preparing compound containing saccharide radical

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C12D 1306

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041690117

ABSTRACT:
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.

REFERENCES:
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Cherniak, et al., J. Biol. Chem. 239:2986-2990 (1964).
Simonscits, et al., Biochim. Biophys. Acta 395:74-79 (1975).
Rozhin et al., J. Biol. Chem. 249:2079-2087 (1974).
Horwitz et al., Biochim. Biophys. Acta, 480:376-381 (1977).

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