Display options
Cite
Tan Y, Zhao N, Liu J, et al. Vibrational Signatures of Isomeric Lithiated N-acetyl-D-hexosamines by Gas-Phase Infrared Multiple-Photon Dissociation (IRMPD) Spectroscopy. J Am Soc Mass Spectrom. 2017;28(3):539-550doi: 10.1007/s13361-016-1575-x.
Tan, Y., Zhao, N., Liu, J., Li, P., Stedwell, C. N., Yu, L., & Polfer, N. C. (2017). Vibrational Signatures of Isomeric Lithiated N-acetyl-D-hexosamines by Gas-Phase Infrared Multiple-Photon Dissociation (IRMPD) Spectroscopy. Journal of the American Society for Mass Spectrometry, 28(3), 539-550. https://doi.org/10.1007/s13361-016-1575-x
Tan, Yanglan, et al. "Vibrational Signatures of Isomeric Lithiated N-acetyl-D-hexosamines by Gas-Phase Infrared Multiple-Photon Dissociation (IRMPD) Spectroscopy." Journal of the American Society for Mass Spectrometry vol. 28,3 (2017): 539-550. doi: https://doi.org/10.1007/s13361-016-1575-x
Tan Y, Zhao N, Liu J, Li P, Stedwell CN, Yu L, Polfer NC. Vibrational Signatures of Isomeric Lithiated N-acetyl-D-hexosamines by Gas-Phase Infrared Multiple-Photon Dissociation (IRMPD) Spectroscopy. J Am Soc Mass Spectrom. 2017 Mar;28(3):539-550. doi: 10.1007/s13361-016-1575-x. Epub 2017 Jan 03. PMID: 28050874.
Copy Download .nbib Format: NLM
Share it on

J Am Soc Mass Spectrom. 2017 Mar;28(3):539-550. doi: 10.1007/s13361-016-1575-x. Epub 2017 Jan 03.

Vibrational Signatures of Isomeric Lithiated N-acetyl-D-hexosamines by Gas-Phase Infrared Multiple-Photon Dissociation (IRMPD) Spectroscopy.

Journal of the American Society for Mass Spectrometry

Yanglan Tan, Ning Zhao, Jinfeng Liu, Pengfei Li, Corey N Stedwell, Long Yu, Nicolas C Polfer

Affiliations

  1. Department of Chemistry, University of Florida, Gainesville, FL, 32611, USA.
  2. Institute for Nutritional Sciences, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, 200031, China.
  3. State Key Laboratory of Precision Spectroscopy, Institute of Theoretical and Computational Science, East China Normal University, Shanghai, 200062, China.
  4. Department of Chemistry, Michigan State University, East Lansing, MI, 48824, USA.
  5. Department of Chemistry, University of Florida, Gainesville, FL, 32611, USA. [email protected].

PMID: 28050874 DOI: 10.1007/s13361-016-1575-x

Abstract

Three lithiated N-acetyl-D-hexosamine (HexNAc) isomers, N-acetyl-D-glucosamine (GlcNAc), N-acetyl-D-galactosamine (GalNAc), and N-acetyl-D-mannosamine (ManNAc) are investigated as model monosaccharide derivatives by gas-phase infrared multiple-photon dissociation (IRMPD) spectroscopy. The hydrogen stretching region, which is attributed to OH and NH stretching modes, reveals some distinguishing spectral features of the lithium-adducted complexes that are useful in terms of differentiating these isomers. In order to understand the effect of lithium coordination on saccharide structure, and therefore anomericity, chair configuration, and hydrogen bonding networks, the conformational preferences of lithiated GlcNAc, GalNAc, and ManNAc are studied by comparing the experimental measurements with density functional theory (DFT) calculations. The experimental results of lithiated GlcNAc and GalNAc show a good match to the theoretical spectra of low-energy structures adopting a

Keywords: Gas-phase conformations; IRMPD spectroscopy; Lithiated N-acetyl-D-hexosamine; Mass spectrometry; Vibrational signatures

References

  1. Phys Chem Chem Phys. 2011 Nov 7;13(41):18671-8 - PubMed
  2. J Comput Chem. 2011 Jan 15;32(1):174-82 - PubMed
  3. J Am Soc Mass Spectrom. 2014 Mar;25(3):444-53 - PubMed
  4. Glycobiology. 1993 Apr;3(2):97-130 - PubMed
  5. Chem Rev. 2016 May 11;116(9):5642-87 - PubMed
  6. J Org Chem. 2004 Jan 9;69(1):18-25 - PubMed
  7. J Mass Spectrom. 2006 Aug;41(8):1096-104 - PubMed
  8. Anal Chem. 2006 Feb 1;78(3):670-9 - PubMed
  9. Carbohydr Res. 2002 Nov 19;337(21-23):2301-10 - PubMed
  10. Anal Chem. 2016 Feb 16;88(4):2335-44 - PubMed
  11. Rev Sci Instrum. 2011 May;82(5):054101 - PubMed
  12. Carbohydr Res. 2004 Feb 25;339(3):537-51 - PubMed
  13. Rapid Commun Mass Spectrom. 2005;19(16):2313-20 - PubMed
  14. Chem Rev. 1996 Mar 28;96(2):683-720 - PubMed
  15. Anal Chem. 2014 Jan 7;86(1):326-30 - PubMed
  16. J Magn Reson. 2006 Jul;181(1):79-88 - PubMed
  17. Mol Cell Proteomics. 2013 Apr;12(4):979-90 - PubMed
  18. J Phys Chem B. 2015 Oct 15;119(41):12970-81 - PubMed
  19. Phys Chem Chem Phys. 2014 Oct 28;16(40):22131-8 - PubMed
  20. Glycobiology. 1994 Dec;4(6):759-67 - PubMed
  21. Glycobiology. 2011 Dec;21(12):1651-62 - PubMed
  22. Carbohydr Res. 2002 Feb 18;337(4):353-67 - PubMed
  23. Adv Drug Deliv Rev. 2016 Feb 1;97:237-49 - PubMed
  24. Phys Chem Chem Phys. 2010 Apr 14;12(14):3474-9 - PubMed
  25. J Phys Chem B. 2008 May 8;112(18):5728-35 - PubMed
  26. J Pharm Sci. 2013 May;102(5):1447-57 - PubMed
  27. Glycobiology. 2000 Nov;10(11):1147-56 - PubMed
  28. Rapid Commun Mass Spectrom. 2012 Jun 15;26(11):1259-64 - PubMed
  29. Anal Chem. 2012 Apr 3;84(7):3231-9 - PubMed
  30. Carbohydr Res. 2011 Nov 8;346(15):2469-81 - PubMed
  31. Annu Rev Biophys Biomol Struct. 1999;28:269-93 - PubMed
  32. J Am Soc Mass Spectrom. 2015 Feb;26(2):359-68 - PubMed
  33. Anal Chem. 2009 Feb 1;81(3):1224-7 - PubMed
  34. Anal Chem. 2006 Jul 15;78(14):4990-7 - PubMed
  35. J Mol Biol. 1988 May 20;201(2):365-78 - PubMed
  36. Carbohydr Res. 2005 Feb 28;340(3):459-68 - PubMed
  37. J Am Soc Mass Spectrom. 2014 Feb;25(2):248-57 - PubMed
  38. Carbohydr Res. 2006 Mar 20;341(4):525-37 - PubMed
  39. J Phys Chem A. 2008 Oct 16;112(41):10156-67 - PubMed
  40. Anal Chem. 1999 May 15;71(10):1997-2002 - PubMed

Publication Types