Synthesis and Binding Affinity of Hydrophobic Tail Containing Naphthalene Derivatives with Different Type of Organized Media

摘要

In this article, we are introducing the synthesis of two naphthalene derivatives (NPBU (butyl 2-(naphthalene-2-yl) acetate) and NPME (methyl 2-(naphthalene-2-yl)acetate)) hav- ing different length of aliphatic tail. These two newly synthe- sized naphthalene derivative are used as a fluorophore to understand the binding interaction with surfactants (SDS (sodium dodecyl sulfate), CTAB (cetrimonium bromide) and Triton X-100) and also with β-CD (β-cyclodextrin). Because of long hydrophobic tail, NPBU is more hydrophobic in nature and showed self-aggregation properties in aqueous medium. Whereas, the short aliphatic tail containing NPME not showed any self-aggregation property in an aqueous medium. Because of hydrophobicity NPBU could binds with the hydrophobic inner core of micelles of SDS, CTSB and Triton X-100. NPBU also formed inclusion complex with inner hydrophobic cavity of β- CD. However, because of low hydrophobicity NPME, could not able to binds with hydrophobic inner core of micelles and also it was not able to bind with hydrophobic cavity of β-CD. The calculated CMC (critical micelle concentration) values of SDS, CTAB and Triton X-100 by using NPBU fluorophore are ～12 mM, ～0.8 mM and ～0.12 mM respectively.