High stability and high efficiency chemiluminescent acridinium compounds obtained from 9-acridine carboxylic esters of hydroxamic and sulphohydroxamic acids

Autor:	R, Renotte, G, Sarlet, L, Thunus, R, Lejeune
Rok vydání:	2000
Předmět:	Structure-Activity Relationship Drug Stability Molecular Structure Drug Design Luminescent Measurements Acridines Thermodynamics Indicators and Reagents Hydroxamic Acids
Zdroj:	Luminescence : the journal of biological and chemical luminescence. 15(5)
ISSN:	1522-7235
Popis:	A series of hydroxamic acids and sulphohydroxamic acids were prepared and linked to 9-acridinecarboxylic acid through a pseudo-ester function. After N-methylation of the heterocyclic ring, the different compounds were tested for their chemiluminescent properties. Substituents on the hydroxamic functions have shown various effects (steric or electronic) on the luminescence yield or stability of the molecule. The most interesting derivatives were selected in terms of chemical stability and chemiluminescence efficiency. 9-[(N-hydroxysuccinimidyl-4-oxo-4-N-phenylaminobutanoate)N-carb oxylat e]-10-methyl-acridinium (FA6), 9-(N-phenylpivalamide-N-carboxylate)-10-methylacridinium (FA17) and 9-(N-phenylpivalamide N-carboxylate)-10-carboxymethyl-acridinium (FA18) iodomercurates are very promising as chemiluminescent labels. These compounds can be detected at very low levels (10(-16)-10(-17) mol/L) and in our stability evaluation, FA6, FA17 and FA18 showed similar results to the acridinium ester DMAE. Their half-lives at 20 degrees C are greater than 2 weeks.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=pmid________::a7c236c2a7eee0f7b458c2b89bac861c https://pubmed.ncbi.nlm.nih.gov/11038489 Zobrazit plný text záznamu Plný text