title: 1H and 13C NMR assignments for the cyanine dyes SYBR Safe and thiazole orange.
abstract: Analysis of (1)H and (13)C NMR and mass spectral data for the fluorescent nucleic acid stain SYBR Safe indicates that it contains a cyanine-based cationic core structure identical to thiazole orange. The difference between these two compounds is the type of N-substitution on the quinolinium ring system (SYBR Safe, n-Pr; thiazole orange, Me). The (1)H and (13)C NMR resonances for both compounds were assigned on the basis of one- and two-dimensional (COSY, ROESY, HSQC, and HMBC) experiments. The preferred conformation of these compounds was computed by ab initio methods and found to be consistent with the NMR data.
authors.affiliation: Department of Chemistry, Pomona College, 645 North College Avenue, Claremont, California 91711, USA.
authors.forename: William E
authors.initials: WE
authors.lastname: Evenson
authors.forename: Lauren M
authors.initials: LM
authors.lastname: Boden
authors.forename: Katy A
authors.initials: KA
authors.lastname: Muzikar
authors.forename: Daniel J
authors.initials: DJ
authors.lastname: O'Leary
mesh_terms: D052160:Benzothiazoles / Q000737:chemistry*; D002232:Carbocyanines / Q000737:chemistry*; D002247:Carbon Isotopes / Q000737:chemistry*; D004396:Coloring Agents / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011804:Quinolines / Q000737:chemistry*
chemical_list: D052160:Benzothiazoles; D002232:Carbocyanines; D002247:Carbon Isotopes; D004396:Coloring Agents; D011804:Quinolines; C051000:thiazole orange