Chemiluminescent 2,6-diphenylimidazo[1,2-a]pyrazin-3(7H)-ones: a new entry to Cypridina luciferin analogues.
Photochem Photobiol Sci
; 13(2): 182-9, 2014 Feb.
Article
en En
| MEDLINE
| ID: mdl-24057509
ABSTRACT
An investigation of the chemiluminescent properties of 2,6-diphenylimidazo[1,2-a]pyrazin-3(7H)-one derivatives (1), having substituted phenyl groups, is described. Among the derivatives 1, the 6-[4-(dimethylamino)phenyl] derivatives (1a,d-f) gave a high quantum yield (Φ(CL) ≥ 0.0025) in diglyme/acetate buffer, which is a model reaction condition for the Cypridina bioluminescence. Their efficient chemiluminescence is mainly caused by the electronic effect of the substituent at C6. In particular, the electron-donating 4-(dimethylamino)phenyl group at C6 of 1a,d-f plays an essential role in increasing the chemiexcitation efficiency (ΦS) by the charge transfer-induced luminescence (CTIL) mechanism. The results provide useful information for designing new Cypridina luciferin analogues showing efficient chemiluminescence.
Texto completo:
1
Colección:
01-internacional
Banco de datos:
MEDLINE
Asunto principal:
Pirazinas
/
Cyprinidae
/
Sustancias Luminiscentes
Límite:
Animals
Idioma:
En
Revista:
Photochem Photobiol Sci
Asunto de la revista:
BIOLOGIA
/
QUIMICA
Año:
2014
Tipo del documento:
Article
País de afiliación:
Japón