Anthony Serianni

Research Interests

Professor Serianni's research focuses on the use of stable isotopically-labeled compounds to examine structure, conformation and reactivity of carbohydrates and nucleic acids in solution using modern multidimensional NMR methods and computational techniques. His group is interested in developing and improving chemical and chemi-enzymic methods to prepare carbohydrate-containing biomolecules containing one or more sites of isotopic enrichment, with ¹³C, ²H and ¹⁵N of primary concern. NMR studies of these labeled biomolecules permit a more detailed assessment of their 3-D structures in solution, information which is critical to understanding the fundamental factors controlling molecular recognition in biological processes.

Of current interest is the use of stable isotopes in the assessment of DNA and RNA structure in solution. Research is under way to: a) develop efficient chemical, chemi-enzymic, and/or biological methods to introduce isotopes selectively or uniformly into nucleosides and oligonucleotides, b) apply 2-D and 3-D NMR methods to decipher the NMR spectra of labeled oligonucleotides, and c) assess the merits of ¹³C-¹H and ¹³C-¹³C spin-coupling constants within the furanose rings of RNA and DNA as structural probes. NMR data are complemented and extended by ab initio molecular orbital calculations which can assess the energetics and structural features of furanose ring pseudorotation and predict ¹³C-¹H and ¹³C-¹³C spin-couplings for various pathways in these rings, and by X-ray crystallography. The long range objective is to apply this information to NMR solution studies of CCAAT-containing oligonucleotides involved in the NF-1 recognition site at the origin of replication of human adenovirus, and other biologically-important DNA and RNA oligomers.

Other work involves studies of carbohydrate metabolism via in vivo ¹³C and ¹⁹F NMR spectroscopy, and the development of automated devices for chemical and biological synthesis of labeled biomolecules.

Selected Publications

• Tetrault, T.; Meredith, R. J.; Yoon, M. K.; Canizares, C.; Oliver, A. G.; Carmichael, I. and Serianni, A. S. "One-Bond C-13-C-13 Spin-Coupling Constants in Saccharides: A Comparison of Experimental and Calculated Values by Density Functional Theory using Solid-State C-13 NMR and X-Ray Crystallography" 2023 Physical Chemistry Chemical Physics, 25 (23), pp.16048-16059. DOI: 10.1039/d2cp05363b.
• Tetrault, T.; Meredith, R. J.; Zhang, W. H.; Carmichael, I. and Serianni, A. S. "One-Bond 13C-1H and 13C-13C Spin-Coupling Constants as Constraints in MA'AT Analysis of Saccharide Conformation" 2022 Journal of Physical Chemistry B, 126 (46), pp.9506-9515. DOI: 10.1021/acs.jpcb.2c04986.
• Meredith, R. J.; Carmichael, I. and Serianni, A. S. "Nonconventional NMR Spin-Coupling Constants in Oligosaccharide Conformational Modeling: Structural Dependencies Determined from Density Functional Theory Calculations" 2022 ACS Omega, 7 (27), pp.23950-23966. DOI: 10.1021/acsomega.2c02793.
• Meredith, R. J.; Sernau, L. and Serianni, A. S. "MA'AT: A Web-Based Application to Determine Rotamer Population Distributions in Solution from Nuclear Magnetic Resonance Spin-Coupling Constants" 2022 Journal of Chemical Information and Modeling, 62 (13), pp.3135-3141. DOI: 10.1021/acs.jcim.1c01166.
• Meredith, R. J.; Tetrault, T.; Yoon, M. K.; Zhang, W. H.; Carmichael, I. and Serianni, A. S. "N-Acetyl Side-Chain Conformation in Saccharides: Solution Models obtained from MA ' AT Analysis" 2022 Journal of Organic Chemistry, 87 (13), pp.8368-8379. DOI: 10.1021/acs.joc.2c00189.
• Lin, J.; Oliver, A. G. and Serianni, A. S. "D-Mannosamine Hydrochloride (2-Amino-2-Deoxy-D-Mannose Hydrochloride): Ionic Hydrogen Bonding in Saccharides Involving Chloride and Aminium Ions" 2022 Acta Crystallographica Section C-Structural Chemistry, 78, pp.223. DOI: 10.1107/S2053229622002121.