Facile synthesis of 2-[(3-aminopropyl)thio]adenosine 5'-diphosphate: a key intermediate for the synthesis of molecular probes of adenosine 5'-diphosphate function.
Adenosine 5'-diphosphate (ADP) and, uniquely, its C-2 derivatized analogues are able to induce platelet activation. We here report the synthesis of 2-[(3-aminopropyl)thio]-ADP from ADP itself via 1,N6-etheno-ADP. 2-[(3-Aminopropyl)thio]-ADP induced platelet aggregation with a potency about one-seventh that of ADP itself and should prove a useful intermediate in the synthesis of other probes of platelet function.
Jefferson
J R
JR
American Red Cross Cell Biology Laboratory, Rockville, Maryland 20855.
Hunt
J B
JB
Jamieson
G A
GA
D000244:Adenosine Diphosphate / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D000255:Adenosine Triphosphate / Q000494:pharmacology*; D006801:Humans; D010974:Platelet Aggregation / Q000187:drug effects*; D013873:Thionucleotides / Q000138:chemical synthesis* / Q000494:pharmacology
D013873:Thionucleotides; C054002:2-((3-aminopropyl)thio)adenosine 5'-diphosphate; D000244:Adenosine Diphosphate; D000255:Adenosine Triphosphate