A facile and efficient synthesis of (Purin-6-yl)alanines.
(Purin-6-yl)alanines, a new class of amino acid-nucleobase conjugates, were synthesized by palladium-catalyzed cross-coupling reactions of protected iodozincalanines with 6-iodopurines (9-Bn-6-iodopurine and 9-THP-6-iodopurine as well as acyl-protected 6-iodopurine ribonucleoside and 2-deoxyribonucleoside). Free purine base and nucleosides bearing alanine in position 6 were obtained after complete deprotection of the products of cross-coupling reactions.
Capek
Petr
P
Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, CZ-16610 Prague 6, Czech Republic.
Pohl
Radek
R
Hocek
Michal
M
D000409:Alanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D002384:Catalysis; D004354:Drug Screening Assays, Antitumor; D018922:HL-60 Cells; D006367:HeLa Cells; D006801:Humans; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D011684:Purine Nucleosides / Q000737:chemistry; D011687:Purines / Q000138:chemical synthesis* / Q000494:pharmacology
D006845:Hydrocarbons, Fluorinated; D011684:Purine Nucleosides; D011687:Purines; D010165:Palladium; D000409:Alanine