Blue fluorescent deoxycytidine analogues: convergent synthesis, solid-state and electronic structure, and solvatochromism.
We report the synthesis and photospectroscopic characterisation of intrinsically fluorescent triazole-appended cytidines. Fluorescence was found to be highly dependent on solvent conditions. X-Ray crystallographic data show the proton of the exocyclic amine of the nucleobase and the triazole N(3) engaged in a H-bond.
Dodd
David W
DW
Department of Chemistry, The University of Western Ontario, London, Ontario, Canada N6A 5B7.
Swanick
Kalen N
KN
Price
Jacquelyn T
JT
Brazeau
Allison L
AL
Ferguson
M J
MJ
Jones
Nathan D
ND
Hudson
Robert H E
RH
D003116:Color; D018360:Crystallography, X-Ray; D003841:Deoxycytidine / Q000138:chemical synthesis / Q000737:chemistry*; D004583:Electrons; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D008163:Luminescent Measurements; D008958:Models, Molecular; D008968:Molecular Conformation; D009696:Nucleic Acids / Q000737:chemistry; D011789:Quantum Theory; D012997:Solvents / Q000737:chemistry
D005456:Fluorescent Dyes; D009696:Nucleic Acids; D012997:Solvents; D003841:Deoxycytidine