Complexation of anthracene with folic acid studied by FTIR and UV spectroscopies

Spectrochim Acta A Mol Biomol Spectrosc. 2009 May;72(4):876-9. doi: 10.1016/j.saa.2008.12.021. Epub 2008 Dec 24.

Abstract

Toxicity and transformation process of polycyclic aromatic hydrocarbons (PAHs) is strongly depended on the interaction between PAHs and the coexisting compounds. Complexation between folic acid (FA) and a typical PAH, anthracene, was investigated using FTIR and UV spectra. Appearance of a new IR band at 2362cm(-1) demonstrates that NH(2)-CN(1)- moiety on pterin (PT) ring in FA is protonated when anthracene is introduced. The shift of the characteristic IR band of the PT ring and the emergence of two charge transfer bands at 254nm and 246nm in UV difference spectra show the presence of pi-pi complexation between folic acid and anthracene. These experiments confirm that anthracene could combine with the pterin ring of folic acid through pi-pi donor-acceptor interaction (EDA) and induce the protonation process in FA upon strengthening electron accepting ability of PT ring.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthracenes / chemistry*
  • Folic Acid / chemistry*
  • Molecular Structure
  • Spectrophotometry, Ultraviolet / methods*
  • Spectroscopy, Fourier Transform Infrared / methods*
  • Vitamin B Complex / chemistry

Substances

  • Anthracenes
  • Vitamin B Complex
  • Folic Acid
  • anthracene