Carbocyclic 3'-deoxyadenosine-based highly potent bisubstrate-analog inhibitor of basophilic protein kinases.
Carbocyclic analogs of 3'-deoxyadenosine were synthesized as racemates and the resulting stereoisomers were separated by chromatography on a chiral column. The conjugation of obtained compounds with hexa-(D-arginine) via 6-aminohexanoic acid linker led to a highly potent inhibitor of several basophilic protein kinases with some selectivity towards cAMP-dependent protein kinase.
Enkvist
Erki
E
Institute of Organic and Bioorganic Chemistry, University of Tartu, 2 Jakobi Street, 51014 Tartu, Estonia.
Raidaru
Gerda
G
Vaasa
Angela
A
Pehk
Tõnis
T
Lavogina
Darja
D
Uri
Asko
A
D000225:Adenine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D000255:Adenosine Triphosphate / Q000378:metabolism; D015119:Aminocaproic Acid / Q000737:chemistry; D001120:Arginine / Q000737:chemistry; D017868:Cyclic AMP-Dependent Protein Kinases / Q000037:antagonists & inhibitors; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000494:pharmacology*; D005470:Fluorometry; D007700:Kinetics; D047428:Protein Kinase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013379:Substrate Specificity
D003517:Cyclopentanes; D047428:Protein Kinase Inhibitors; C113082:carbocyclic deoxyadenosine; D000255:Adenosine Triphosphate; D001120:Arginine; D017868:Cyclic AMP-Dependent Protein Kinases; D000225:Adenine; D015119:Aminocaproic Acid