1H and 13C NMR Assignments for the Cyanine Dyes SYBR Safe and Thiazole Orange

摘要

Analysis of 1H and 13C NMR and mass spectral data for the fluorescent nucleic acid stain SYBR Safe indicates thatnit contains a cyanine-based cationic core structure identical to thiazole orange. The difference between these two compounds isnthe type of N-substitution on the quinolinium ring system (SYBR Safe, n-Pr; thiazole orange, Me). The 1H and 13C NMRnresonances for both compounds were assigned on the basis of one- and two-dimensional (COSY, ROESY, HSQC, and HMBC)nexperiments. The preferred conformation of these compounds was computed by ab initio methods and found to be consistentnwith the NMR data.