Electronic Resource
Weinheim
:
Wiley-Blackwell
Berichte der deutschen chemischen Gesellschaft
113 (1980), S. 2043-2048
ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Discadenine Derivatives without Cytokinine Active Δ2-Isopentenyl ResidueAlkylation of adenine with ethyl 4-bromo-2-L-phthalimidobutyrate yields the N-3-alkylated derivative 4a. After removal of the protecting groups in 4a L-(+)-discadenine without cytokinine active N6-Δ2-isopentenyl residue (3a) is obtained. It shows similar inhibition of the spore germination as L-(+)-discadenine (1). The derivatives 3b and c with modifications in the N-3 side chain are prepared analogously. The pKa value of 5.67 implies that protonation around the physiological pH value plays a key role in the biosynthesis and the regulatory function of discadenine.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19801130542
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