Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Patent
1978-10-26
1981-05-05
Brown, Johnnie R.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
536 28, 536 29, 435 72, C07H 1920, C07H 1700, C12D 1306
Patent
active
042660483
ABSTRACT:
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.
REFERENCES:
patent: 3268416 (1966-08-01), Igarasi et al.
patent: 4169011 (1979-09-01), Horwitz
Cherniak et al., J. Biol. Chem., 239(9), 2986-2990 (1964).
Simoncsits et al., Biochem. Biophys. Acta, 395, (1975).
Horwitz, et al., Biochem. Biophys. Acta., 480, 376-381 (1977).
Horwitz Jerome P.
Huo Anne
Misra Radhey S.
Neenan John P.
Philips, deceased Kerstin D.
Brown Johnnie R.
Hazel Blondel
The United States of America as represented by the Department of
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