Effective methods for the biotinylation of azamacrocycles.
The biotin-(strept)avidin interaction remains a gold standard of model biological recognition events. The biotinylation of azamacrocycles permits the investigation of signal transduction between this recognition event and the metal center of an azamacrocycle complex, of wide potential interest in biosensing. There are no generally applicable procedures in the literature for such functionalizations. We report here a comprehensive investigation into the attachment of biotin to TACN, cyclen, and cyclam. Effective methods have been found for each ring. The efficacy of the functionalization is critically dependent on the nature of the azamacrocycle.
Krivickas
Sara J
SJ
School of Biological and Chemical Sciences, Queen Mary, University of London, Mile End Road, London, E1 4NS, United Kingdom.
Tamanini
Emiliano
E
Todd
Matthew H
MH
Watkinson
Michael
M
D000478:Alkylation; D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D001710:Biotin / Q000737:chemistry*; D019921:Biotinylation; D000080027:Cyclams; D006571:Heterocyclic Compounds / Q000737:chemistry; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D001372:Aza Compounds; D000080027:Cyclams; D006571:Heterocyclic Compounds; D047028:Macrocyclic Compounds; C024560:cyclam; D001710:Biotin; C038072:cyclen