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Query: CAS:62061-49-8 (
Discadenine
)
3
document(s) hit in 31,850,051 MEDLINE articles (0.00 seconds)
The cytokinin N6-(delta 2-isopentenyl)adenine (i6Ade) is produced during the development of the cellular slime mold,
Dictyostelium
discoideum, and functions in this organism as the immediate precursor of the spore germination inhibitor, discadenine. The metabolism of i6Ade in axenic cultures of D. discoideum Ax-3 amoebae has been investigated in the present study. An enzyme activity that specifically catalyzes the degradation of i6Ade has been detected in Ax-3 amoebae. This enzyme is similar to the cytokinin oxidases present in higher plant systems and cleaves the N6-side chain of i6Ade to form adenine.
Discadenine
synthase activity was also detected in axenically cultured Ax-3 amoebae. The cytokinin oxidase activity detected in
Dictyostelium
decreased during aggregation and development of Ax-3 amoebae and in starving Ax-3 amoebae maintained under either fast-shake (230 rpm) or slow-shake (70 rpm) conditions. In the latter case, the fall in enzyme activity was accelerated by treatment with cyclic AMP. In contrast to these results, discadenine synthase activity in Ax-3 amoebae rose sharply during the culmination phase of development, exhibited little change in starving Ax-3 amoebae maintained under fast-shake conditions, and fell under slow-shake conditions unless the amoebae were treated with cyclic AMP. Possible functions of the
Dictyostelium
cytokinin oxidase and the significance of the i6Ade metabolism observed in vegetative
Dictyostelium
amoebae are discussed.
...
PMID:Cytokinin oxidase activity in the cellular slime mold, Dictyostelium discoideum. 255 36
Discadenine
,3-(3-amino-3-carboxypropyl)-N6-delta 2-isopentenyladenine, which inhibits spore germination, was previously found in
Dictyostelium
discoideum. Studies on the distribution of discadenine in different species of cellular slime molds by high-pressure liquid chromatography showed that discadenine is present in D. discoideum,
Dictyostelium
purpureum, and
Dictyostelium
mucoroides, but not in
Dictyostelium
minutum, Polysphondylium violaceum, or Polysphondylium pallidum.
Discadenine
synthetase, which is involved in biosynthesis of discadenine with N6-delta 2-isopentenyladenine as substrate, was only detected in cells of the former three species. In addition, discadenine inhibited spore germination only in these three species. These results clearly demonstrate that discadenine is produced as an inhibitor of spore germination in the species of cellular slime molds in which the acrasin is cyclic adenosine 5'-monophosphate (AMP). This means that there is a structural and biochemical correlation between the spore germination inhibitor and the acrasin, since 5'-AMP, a direct precursor in discadenine biosynthesis, can be derived from cyclic AMP by hydrolysis with cyclic AMP phosphodiesterase.
...
PMID:Correlation between acrasins and spore germination inhibitors in cellular slime molds. 625 20
Discadenine
(1), a self-spore germination inhibitor from the cellular slim mold
Dictyostelium
discoideum, is structurally related to the plant hormone cytokinin. This compound was synthesized from l-aspartic acid, and its activities were confirmed by three classical cytokinin bioassays as well as by using binding and activation assays with the Arabidopsis cytokinin receptors AHK3 and CRE1/AHK4.
...
PMID:Activity of (+)-Discadenine as a Plant Cytokinin. 2866 27