Synthesis of photostable amine-reactive fluorescent dyes by postsynthetic conversion of bromide dithienothiophene derivatives.
The synthesis, purification, and spectral properties of new dithienothiophene-based fluorescent dyes with a terminal alkyl bromide group are described. The bromides were easily converted to isothiocyanates and N-succinimidyl esters by appropriate chemical transformations with sodium thiocyanate or N-hydroxysuccinimide. The new fluorophores exhibited intense fluorescence emission and high photostability. Their suitability for bioanalytical applications was evaluated through conjugation with amine-reactive polystyrene microspheres and IgG anti-CD3 monoclonal antibody.
Sotgiu
Giovanna
G
Istituto per la Sintesi e la Fotoreattività (ISOF), Consiglio Nazionale delle Ricerche, Via Gobetti 101, I-40129 Bologna, Italy. sotgiu@isof.cnr.it
Barbarella
Giovanna
G
D000588:Amines / Q000737:chemistry*; D000911:Antibodies, Monoclonal / Q000737:chemistry / Q000276:immunology; D001965:Bromides / Q000737:chemistry*; D017252:CD3 Complex / Q000276:immunology; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010777:Photochemistry; D011137:Polystyrenes / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013876:Thiophenes / Q000138:chemical synthesis / Q000737:chemistry*
D000588:Amines; D000911:Antibodies, Monoclonal; D001965:Bromides; D017252:CD3 Complex; D005456:Fluorescent Dyes; D011137:Polystyrenes; D013438:Sulfhydryl Compounds; D013876:Thiophenes