Discipline:
Mechanism-of-action of biotin, green organic synthesis, synthesis of superconducting organic polymers
Research Interests
Our group is interested in understanding and utilizing 3-dimensional electronic effects. With regard to the enzyme cofactor biotin, we are interested in the possibility that the sulfur atom in ring-B could modulate the reactivity at N1 of the urea as a result of a conformation dependent thru-bond/thru-space interaction; the proper transition-state conformation being accessed as a result of a binding energy-induced movement of atoms. Our studies involve a combination of MO calculations, design and synthesis of biotin analogues, enzyme inhibition and physical organic studies on the synthesized analogues.
Our interest in electronic effects has taken us into the area of conducting
organic polymers. We are currently examining the synthesis of novel
polymers that have the potential to superconduct at liquid nitrogen
temperature.
Recent Publications
"Synthesis and Surface Investigations of N-Substituted 2,5-Dithio-7-azabicyclo[2.2.1]heptanes on Gold Surfaces" Sharwatie Ramsaywack, Sanela Martic, Scott Milton, Lisa Gates, Andrew S Grant,* Mahmoud Labib,
Andreas Decken, and Heinz-Bernhard Kraatz*, J.Phys.Chem.C, 116, 7886-7896 (2012).
“A Convenient One-step Synthesis of 1,4-Dithiin” Andrew S.
Grant, Sara Faraji-Dana, Erin Graham, Journal of Sulfur Chemistry, 30(2),
135-136 (2009).
“Synthesis of a ‘twisted’ transition-state analogue
of biotin”, A.S. Grant, K. Chaudhary, L. Stewart, A. Peters, S.
Delisle and A. Decken, Tetrahedron Letters, 45, 1777-1780 (2004).
“Bromination/Debromination of Cholesterol: A Self-Enquiry Based
Lab involving Structure Elucidation, Reaction Mechanism and 1H NMR”,
A.S. Grant, D. Latimer, J. Chem. Ed. 80, 670-671 (2003).