13C-labeled aldopentoses: Detection and quantitation of cyclic and acyclic forms by heteronuclear 1D and 2D NMR spectroscopy

Carbohydrate Research

Volumn 307, Issue 3-4, 1998, Pages 199-209

  Drew, Kenneth N ^a   Zajicek, Jaroslav ^a   Bondo, Gail ^b   Bose, Bidisha ^a   Serianni, Anthony S ^a  

^a UNIVERSITY OF NOTRE DAME   (United States)

^b Omicron Biochemicals Inc   (United States)

Author keywords

13C labeled aldopentoses; HCCH TOCSY; HMQC TOCSY; Quantitative ID 13C NMR; Solution composition

Indexed keywords

ALDEHYDE; ARABINOSE; CARBON 13; FURAN DERIVATIVE; OLIGONUCLEOTIDE; OLIGOSACCHARIDE; PENTOSE; PYRAN DERIVATIVE; XYLOSE;

ARTICLE; CARBOHYDRATE ANALYSIS; CHEMICAL STRUCTURE; ISOTOPE LABELING; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL;

EID: 0032004124     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0008-6215(98)00040-8     Document Type: Article

References (43)

1. S.J. Benkovic and K.J. Schray, Adv. Enzymol., 44 (1976) 139-164.
2. S.J. Angyal, Adv. Carbohydr. Chem. Biochem., 42 (1984) 15-68.
3. (a) J.R. Snyder and A.S. Serianni, J. Org. Chem., 51 (1986) 2694-2702.
4. (b) A.S. Serianni, J. Pierce, S.-G. Huang, and R. Barker, J. Am. Chem. Soc., 104 (1982) 4037-4044.
5. S.J. Angyal, Adv. Carbohydr. Chem. Biochem., 49 (1991) 19-35.
6. J.R. Snyder and A.S. Serianni, J. Am. Chem. Soc., 111 (1989) 2681-2687.
7. S.R. Maple and A. Allerhand, J. Am. Chem. Soc., 109 (1987) 3168-3169.
8. S.S. Wijmenga, K. Hallenga, and C.W. Hilbers, J. Magn. Reson., 84 (1989) 634-642.
9. (a) S.W. Fesik, H.L. Eaton, E.T. Olejniczak, E. Zuiderweg, L.P. McIntosh, and F.W. Dahlquist, J. Am. Chem. Soc., 112 (1990) 886-888.
10. (b) L.E. Kay, G.Y. Xu, A.U. Singer, D.R. Muhandiram, and J.D. Forman-Kay, J. Mag. Reson. Ser. B, 101 (1993) 333-337.
11. (c) D.J. States, R.A. Haberkorn, and D.J. Ruben, J. Mag. Reson., 48 (1982) 286-293.
12. A.S. Serianni, H.A. Nunez, and R. Barker, Carbohydr. Res., 72 (1979) 71-78.
13. A.S. Serianni, T. Vuorinen, and P.B. Bondo, J. Carbohydr. Chem., 9 (1990) 513-541.
14. (a) A.S. Serianni and P.B. Bondo, J. Biomol. Struct. Dyn., 11 (1994) 1133-1148.
15. (b) A.S. Serianni, E.L. Clark, and R. Barker, Carbohydr. Res., 72 (1979) 79-91.
16. (c) M.L. Hayes, N.J. Pennings, A.S. Serianni, and R. Barker, J. Am. Chem. Soc., 104 (1982) 6764-6769.
17. P.C. Kline and A.S. Serianni, J. Am. Chem. Soc., 112 (1990) 7373-7381.
18. P.W. Austin, F.E. Hardy, J.G. Buchanan, and J. Baddiley, J. Chem. Soc., (1963) 5350.
19. C.A. Podlasek, J. Wu, W.A. Stripe, P.B. Bondo, and A.S. Serianni, J. Am. Chem. Soc., 117 (1995) 8635-8644.
20. A.S. Perlin, Methods Carbohydr. Chem., 1 (1962) 64-66.
21. S.J. Angyal, G.S. Bethell, and R. Beveridge, Carbohydr. Res., 73 (1979) 9-18.
22. (a) R.L. Vold, J.S. Waugh, M.P. Klein, and D.E. Phelps, J. Chem. Phys., 48 (1968) 3831-3832.
23. (b) A.S. Serianni, and R. Barker, J. Magn. Reson., 49 (1982) 335-340.
24. A.S. Serianni and R. Barker, J. Org. Chem., 49 (1984) 3292-3300.
25. M.J. King-Morris and A.S. Serianni, J. Am. Chem. Soc., 109 (1987) 3501-3508.
26. G.D. Wu, A.S. Serianni, and R. Barker, J. Org. Chem., 48 (1983) 1750-1757.
27. P.M. Collins and R.J. Ferrier, Monosaccharides, J. Wiley and Sons, New York, 1995, p 534.
28. J. Wu, P.B. Bondo, T. Vuorinen, and A.S. Serianni, J. Am. Chem. Soc., 114 (1992) 3499-3505.
29. A. Bax and R. Freeman, J. Magn. Reson., 42 (1981) 164-168.
30. A. Bax, R. Freeman, and S.P Kempsell, J. Am. Chem. Soc., 102 (1980) 4849-4851.
31. (a) A. Bax and D.G. Davis, J. Magn. Reson., 65 (1985) 355-360.
32. (b) D.G. Davis and A. Bax, J. Am. Chem. Soc., 107 (1985) 2820-2821.
33. M.F. Summers, L.G. Marzilli, and A. Bax, J. Am. Chem. Soc., 108 (1986) 4285-4294.
34. J. Wu and A.S. Serianni, Carbohydr. Res., 226 (1992) 209-219.
35. J.M. Duker and A.S. Serianni, Carbohydr. Res., 249 (1993) 281-303.
36. J. Wu and A.S. Serianni, Biopolymers, 34 (1994) 1175-1186.
37. A.S. Serianni and C.A. Podlasek, Carbohydr. Res., 259 (1994) 277-282.
38. (a) C.T. Weller, J. Lustbader, K. Seshadri, J.M. Brown, C.A. Chadwick, C.E. Kolthoff, S. Ramnarain, S. Pollak, R. Canfield, and S. Homans, Biochemistry, 35 (1996) 8815-8823.
39. (b) A. Pardi and E.P. Nikonowicz, J. Am. Chem. Soc., 114 (1992) 9301-9302.
40. J. Wu, A.S. Serianni, and P.B. Bondo, Carbohydr. Res., 226 (1992) 261-269.
41. C. Biamonti, C.B. Rios, B.A. Lyons, and G.T. Montelione, Adv. Biophys. Chem., 4 (1994) 51-120.
42. J.V. Hines, S.M. Landry, G. Varani, and I. Tinoco, Jr., J. Am. Chem. Soc., 116 (1994) 5823-5831.
43. J.P Marino, H. Schwalbe, S.J. Glaser, and C. Griesinger, J. Am. Chem. Soc., 118 (1996) 4388-4395.