"Fleximers". Design and synthesis of a new class of novel shape-modified nucleosides(1).
A new class of shape-modified nucleosides is introduced. These novel "fleximers" feature the purine ring systems of adenosine, inosine, and guanosine split into their individual imidazole and pyrimidine components (as in 1-3). This structural modification serves to introduce flexibility into the nucleoside while still retaining the elements essential for recognition. As a consequence, these novel fleximers should find use as bioprobes for investigating enzyme-coenzyme binding sites as well as nucleic acid and protein interactions. Their design and synthesis are described.
Seley
Katherine L
KL
School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, Georgia 30332-0400, USA. katherine.seley@chemistry.gatech.edu
Zhang
Liang
L
Hagos
Asmerom
A
Quirk
Stephen
S
D000241:Adenosine / Q000737:chemistry; D043383:Adenosylhomocysteinase; D001665:Binding Sites; D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods*; D006151:Guanosine / Q000737:chemistry; D006867:Hydrolases / Q000378:metabolism; D007288:Inosine / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D009705:Nucleosides / Q000737:chemistry*
D009705:Nucleosides; D006151:Guanosine; D007288:Inosine; D006867:Hydrolases; D043383:Adenosylhomocysteinase; D000241:Adenosine