Affinity and rate constants for interactions of bovine folate-binding protein and folate derivatives determined by optical biosensor technology. Effect of stereoselectivity

J Agric Food Chem. 2005 Jun 29;53(13):5473-8. doi: 10.1021/jf058017u.

Abstract

The interactions between bovine folate-binding protein (FBP) and different folate derivatives in pure diastereoisomeric forms were studied at pH 7.4 by a surface plasmon resonance technology (Biacore). The results show that folic acid had the most rapid association rate (k(a) = 1.0 x 10(6) M(-)(1) s(-)(1)), whereas (6S)-5-HCO-5,6,7,8-tetrahydrofolic acid had the most rapid dissociation rate (k(d) = 3.2 x l0(-)(3) s(-)(1)). The equilibrium dissociation constant (K(D)), calculated from the quotient of k(d)/k(a), showed that the two forms of folates not occurring in nature, that is, folic acid and (6R)-5-CH(3)-5,6,7,8-tetrahydrofolic acid, had the highest affinities for FBP, 20 and 160 pmol/L, respectively. The results thus show that there were great differences in the interactions between folate-binding protein and the major forms of folate derivatives. The nutritional implications of these differences are discussed.

Publication types

  • Comparative Study

MeSH terms

  • Carrier Proteins / metabolism*
  • Folate Receptors, GPI-Anchored
  • Folic Acid / analogs & derivatives*
  • Folic Acid / metabolism
  • Hydrogen-Ion Concentration
  • Kinetics
  • Receptors, Cell Surface / metabolism*
  • Stereoisomerism
  • Surface Plasmon Resonance
  • Tetrahydrofolates / metabolism

Substances

  • Carrier Proteins
  • Folate Receptors, GPI-Anchored
  • Receptors, Cell Surface
  • Tetrahydrofolates
  • Folic Acid
  • 5-methyltetrahydrofolate