Glucosylation of cytokinin analogues |
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Authors: | David S Letham Roger E Summons Barrie Entsch Bettina I Gollnow Charles W Parker John K MacLeod |
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Affiliation: | 1. Research School of Biological Sciences; Australian National University, Canberra, A.C.T., Australia;2. Research School of Chemistry, Australian National University, Canberra, A.C.T., Australia |
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Abstract: | Glucosylation of adenine and 6-methylaminopurine was not detected in derooted 10-day-old radish seedlings. However, 4-(purin-6-ylamino)butanoic amide and 6-(3,4-dimethoxybenzylamino)purine (N6-substituted adenines with negligible cytokinin activity), like the highly active cytokinin 6-benzylaminopurine, were converted to 7-glucopyranosides. The N2-substituted guanine, 2-benzylaminopurin-6-one, and 6-benzylamino-2-(2-hydroxy-ethylamino)purine were also metabolized to glucosides which were probably 7-glucopyranosides. Hence glucosylation of purines is not restricted to N6-substituted adenines with strong cytokinin activity. Although only ca 1.6% of 6-benzylamino-9-(4-chlorobutyl)purine taken up by the derooted seedlings could be accounted for as 7- and 9-glucosides, a considerable proportion was metabolized to these glucosides in cotyledons excised from 2-day-old radish seedlings. The high cytokinin activity of this 9-substituted compound may be a consequence of cleavage of the 4-chlorobutyl groud at N-9. |
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Keywords: | Cruciferae radish metabolism substituted purines cytokinins. |
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