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Volumn 34, Issue 4, 2010, Pages 667-675

Fully deprotected β-(1→2)-mannotetraose forms a contorted α-helix in solution: Convergent synthesis and conformational characterization by NMR and DFT

(3) Ekholm, Filip S a Sinkkonen, Jari b Leino, Reko a

a ÅBO AKADEMI UNIVERSITY (Finland)

b UNIVERSITY OF TURKU (Finland)

Author keywords

[No Author keywords available]

Indexed keywords

DISACCHARIDE; MANNOSE; MANNOSE OLIGOSACCHARIDE; OLIGOSACCHARIDE;

ALPHA HELIX; ARTICLE; CANDIDA ALBICANS; CARBOHYDRATE ANALYSIS; CARBON NUCLEAR MAGNETIC RESONANCE; CONFORMATION; DENSITY FUNCTIONAL THEORY; DEPROTECTION REACTION; ENERGY; GLYCOSYLATION; MOLECULAR MODEL; NUCLEAR OVERHAUSER EFFECT; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; QUANTUM YIELD; SIMULATION; SYNTHESIS;

EID: 77950355549 PISSN: 11440546 EISSN: 13699261 Source Type: Journal
DOI: 10.1039/b9nj00702d Document Type: Article

Times cited : (18)

References (41)

1
- 33746880320
- M. Martinez-Esparza A. Sarazin N. Jouy D. Poulain T. Jouault J. Immunol. Methods 2006 314 90 102
- (2006) J. Immunol. Methods , vol.314 , pp. 90-102
- Martinez-Esparza, M.¹ Sarazin, A.² Jouy, N.³ Poulain, D.⁴ Jouault, T.⁵

2
- 0344420124
- F. Dalle T. Jouault P. A. Trinel J. Esnault J. M. Mallet P. d'Athis D. Poulain A. Bonnin Infect. Immun. 2003 71 7061 7068
- (2003) Infect. Immun. , vol.71 , pp. 7061-7068
- Dalle, F.¹ Jouault, T.² Trinel, P.A.³ Esnault, J.⁴ Mallet, J.M.⁵ D'Athis, P.⁶ Poulain, D.⁷ Bonnin, A.⁸

3
- 2042489656
- J. Masuoka Clin. Microbiol. Rev. 2004 17 281 310
- (2004) Clin. Microbiol. Rev. , vol.17 , pp. 281-310
- Masuoka, J.¹

4
- 77950354562
- M. B. Edmond S. E. Wallace D. K. McClish M. A. Pfaller R. N. Jones R. P. Wenzel Clin. Infect. Dis. 1999 142 2741 2746
- (1999) Clin. Infect. Dis. , vol.142 , pp. 2741-2746
- Edmond, M.B.¹ Wallace, S.E.² McClish, D.K.³ Pfaller, M.A.⁴ Jones, R.N.⁵ Wenzel, R.P.⁶

5
- 0026737730
- V. J. Fraser M. Jones J. Dunkel S. Storfer G. Medoff W. C. Dunagan Clin. Infect. Dis. 1992 15 414 421
- (1992) Clin. Infect. Dis. , vol.15 , pp. 414-421
- Fraser, V.J.¹ Jones, M.² Dunkel, J.³ Storfer, S.⁴ Medoff, G.⁵ Dunagan, W.C.⁶

6
- 34250695423
- N. Shibata A. Suzuki H. Kobayashi Y. Okawa Biochem. J. 2007 404 365 372
- (2007) Biochem. J. , vol.404 , pp. 365-372
- Shibata, N.¹ Suzuki, A.² Kobayashi, H.³ Okawa, Y.⁴

7
- 0031910192
- H. Kobayashi H. Oyamada N. Iwadate H. Suzuki H. Mitobe K. Takahashi N. Shibata S. Suzuki Y. Okawa Arch. Microbiol. 1998 169 188 194
- (1998) Arch. Microbiol. , vol.169 , pp. 188-194
- Kobayashi, H.¹ Oyamada, H.² Iwadate, N.³ Suzuki, H.⁴ Mitobe, H.⁵ Takahashi, K.⁶ Shibata, N.⁷ Suzuki, S.⁸ Okawa, Y.⁹

8
- 0026723084
- N. Shibata M. Arai E. Haga T. Kikuchi M. Najima T. Satoh H. Kobayashi S. Suzuki Infect. Immun. 1992 60 4100 4110
- (1992) Infect. Immun. , vol.60 , pp. 4100-4110
- Shibata, N.¹ Arai, M.² Haga, E.³ Kikuchi, T.⁴ Najima, M.⁵ Satoh, T.⁶ Kobayashi, H.⁷ Suzuki, S.⁸

9
- 0024720498
- See, for example:
- H. Kobayashi N. Shibata H. Mitobe Y. Ohkubo S. Suzuki Arch. Biochem. Biophys. 1989 272 364 375
- (1989) Arch. Biochem. Biophys. , vol.272 , pp. 364-375
- Kobayashi, H.¹ Shibata, N.² Mitobe, H.³ Ohkubo, Y.⁴ Suzuki, S.⁵

10
- 0028052028
- T. Jouault A. Bernigaud G. Lepage P. A. Trinel D. Poulain Immunology 1994 83 268 273
- (1994) Immunology , vol.83 , pp. 268-273
- Jouault, T.¹ Bernigaud, A.² Lepage, G.³ Trinel, P.A.⁴ Poulain, D.⁵

11
- 0028285889
- A. Louie A. L. Baltch R. P. Smith A. M. Franke W. J. Ritz J. K. Singh Infect. Immun. 1994 62 2761 2772
- (1994) Infect. Immun. , vol.62 , pp. 2761-2772
- Louie, A.¹ Baltch, A.L.² Smith, R.P.³ Franke, A.M.⁴ Ritz, W.J.⁵ Singh, J.K.⁶

12
- 0028989043
- For a review, see:
- T. Jouault G. Lepage A. Bernigaud P. A. Trinel C. Fradin J.-M. Wieruszeski G. Strecker D. Poulain Infect. Immun. 1995 63 2378 2381
- (1995) Infect. Immun. , vol.63 , pp. 2378-2381
- Jouault, T.¹ Lepage, G.² Bernigaud, A.³ Trinel, P.A.⁴ Fradin, C.⁵ Wieruszeski, J.-M.⁶ Strecker, G.⁷ Poulain, D.⁸

13
- 0034697437
- J. J. Gridley H. M. I. Osborn J. Chem. Soc., Perkin Trans. 1 2000 1471 1491
- (2000) J. Chem. Soc., Perkin Trans. 1 , pp. 1471-1491
- Gridley, J.J.¹ Osborn, H.M.I.²

14
- 33645300541
- H. M. I. Osborn, Academic Press-Elsevier, Oxford, 239-276
- S. C. Ennis and H. M. I. Osborn, in Carbohydrates, ed., H. M. I. Osborn, Academic Press-Elsevier, Oxford, 2003, pp. 239-276
- (2003) Carbohydrates, Ed.
- Ennis, S.C.¹ Osborn In, H.M.I.²

15
- 0000335136
- See, for example
- See, for example: F. Barresi O. Hindsgaul Can. J. Chem. 1994 72 1447 1465
- (1994) Can. J. Chem. , vol.72 , pp. 1447-1465
- Barresi, F.¹ Hindsgaul, O.²

16
- 0034699271
- M. Nitz B. W. Purse D. R. Bundle Org. Lett. 2000 2 2939 2942
- (2000) Org. Lett. , vol.2 , pp. 2939-2942
- Nitz, M.¹ Purse, B.W.² Bundle, D.R.³

17
- 53849098956
- J. D. C. Codée L. Kröck B. Castagner P. H. Seeberger Chem.-Eur. J. 2008 14 3987 3994
- (2008) Chem.-Eur. J. , vol.14 , pp. 3987-3994
- Codée, J.D.C.¹ Kröck, L.² Castagner, B.³ Seeberger, P.H.⁴

18
- 0036895520
- F. Dromer R. Chevalier B. Sendid L. Improvisi T. Jouault R. Robert J. M. Mallet D. Poulain Antimicrob. Agents Chemother. 2002 46 3869 3876
- (2002) Antimicrob. Agents Chemother. , vol.46 , pp. 3869-3876
- Dromer, F.¹ Chevalier, R.² Sendid, B.³ Improvisi, L.⁴ Jouault, T.⁵ Robert, R.⁶ Mallet, J.M.⁷ Poulain, D.⁸

19
- 8844269044
- D. Crich A. Banerjee Q. J. Yao J. Am. Chem. Soc. 2004 126 14930 14934
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 14930-14934
- Crich, D.¹ Banerjee, A.² Yao, Q.J.³

20
- 0035861619
- M. Nitz D. R. Bundle J. Org. Chem. 2001 66 8411 8423
- (2001) J. Org. Chem. , vol.66 , pp. 8411-8423
- Nitz, M.¹ Bundle, D.R.²

21
- 0038442248
- F. Mathew M. Mach K. C. Hazen B. Fraser-Reid Synlett 2003 1319 1322
- (2003) Synlett , pp. 1319-1322
- Mathew, F.¹ MacH, M.² Hazen, K.C.³ Fraser-Reid, B.⁴

22
- 0034801559
- D. Crich H. Li Q. Yao D. J. Wink D. R. Sommer A. L. Rheingold J. Am. Chem. Soc. 2001 123 5826 5828
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 5826-5828
- Crich, D.¹ Li, H.² Yao, Q.³ Wink, D.J.⁴ Sommer, D.R.⁵ Rheingold, A.L.⁶

23
- 0036479303
- M. Nitz C. C. Ling A. Otter J. E. Cutler D. R. Bundle J. Biol. Chem. 2002 277 3440 3446
- (2002) J. Biol. Chem. , vol.277 , pp. 3440-3446
- Nitz, M.¹ Ling, C.C.² Otter, A.³ Cutler, J.E.⁴ Bundle, D.R.⁵

24
- 37049134708
- D. A. Rees W. E. Scott J. Chem. Soc. B 1971 469 479
- (1971) J. Chem. Soc. B , pp. 469-479
- Rees, D.A.¹ Scott, W.E.²

25
- 60849126676
- M. Poláková M. U. Roslund F. S. Ekholm T. Saloranta R. Leino Eur. J. Org. Chem. 2009 870 888
- (2009) Eur. J. Org. Chem. , pp. 870-888
- Poláková, M.¹ Roslund, M.U.² Ekholm, F.S.³ Saloranta, T.⁴ Leino, R.⁵

26
- 63849164401
- For a more detailed discussion on the mechanism, see:
- F. S. Ekholm M. Poláková A. J. Pawłowicz R. Leino Synthesis 2009 567 576
- (2009) Synthesis , pp. 567-576
- Ekholm, F.S.¹ Poláková, M.² Pawłowicz, A.J.³ Leino, R.⁴

27
- 7244245511
- D. Crich N. S. Chandrasekera Angew. Chem., Int. Ed. 2004 43 5386 5389
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 5386-5389
- Crich, D.¹ Chandrasekera, N.S.²

28
- 0030894278
- See, for example:
- D. Crich S. Sun J. Org. Chem. 1997 62 1198 1199
- (1997) J. Org. Chem. , vol.62 , pp. 1198-1199
- Crich, D.¹ Sun, S.²

29
- 0004083157
- Academic Press, London, 179-183
- R. V. Stick, Carbohydrates: The Sweet Molecules of Life, Academic Press, London, 2001, pp. 179-183
- (2001) Carbohydrates: The Sweet Molecules of Life
- Stick, R.V.¹

30
- 0003561055
- Sheffield Academic Press, Sheffield
- G.-J. Boons and K. J. Hale, Organic Synthesis with Carbohydrates, Sheffield Academic Press, Sheffield, 2000, pp. 131-135
- (2000) Organic Synthesis with Carbohydrates , pp. 131-135
- Boons, G.-J.¹ Hale, K.J.²

31
- 77950361529
- Note
- For a more detailed discussion on the synthesis of compounds 1 and 2, and the NMR spectroscopic characterization of the building blocks, see ref. 7 For experimental details, see the Experimental section

32
- 0032537702
- D. Crich S. Sun Tetrahedron 1998 54 8321 8348
- (1998) Tetrahedron , vol.54 , pp. 8321-8348
- Crich, D.¹ Sun, S.²

33
- 0002764056
- ed. G. A. Webb, Academic Press-Elsevier, London
- K. Bock and H. Thøgersen, in Annual Reports on NMR Spectroscopy, ed., G. A. Webb, Academic Press-Elsevier, London, 1982, pp. 2-49
- (1982) Annual Reports on NMR Spectroscopy , pp. 2-49
- Bock, K.¹ Thøgersen, H.²

34
- 4244144203
- K. Bock C. Pedersen J. Chem. Soc., Perkin Trans. 2 1974 293 299
- (1974) J. Chem. Soc., Perkin Trans. 2 , pp. 293-299
- Bock, K.¹ Pedersen, C.²

35
- 0013063867
- ed. J. Jiménez-Barbero and T. Peters, Wiley-VCH, Weinheim
- NMR Spectroscopy of Glycoconjugates, ed., J. Jiménez-Barbero, and, T. Peters, Wiley-VCH, Weinheim, 2003
- (2003) NMR Spectroscopy of Glycoconjugates

36
- 13244286326
- See for example: Prentice Hall, New Jersey
- See for example: J. B. Lambert and E. P. Mazzola, Nuclear Magnetic Resonance Spectroscopy: An Introduction to Principles, Applications and Experimental Methods, Prentice Hall, New Jersey, 2004, pp. 270-271
- (2004) Nuclear Magnetic Resonance Spectroscopy: An Introduction to Principles, Applications and Experimental Methods , pp. 270-271
- Lambert, J.B.¹ Mazzola, E.P.²

37
- 14644396847
- Wiley-VCH, Weinheim
- S. Berger and S. Braun, 200 and More NMR Experiments, Wiley-VCH, Weinheim, 1998, pp. 488-491
- (1998) 200 and More NMR Experiments , pp. 488-491
- Berger, S.¹ Braun, S.²

38
- 0001929604
- R. Laatikainen M. Niemitz U. Weber J. Sundelin T. Hassinen J. Vepsäläinen J. Magn. Reson., Ser. A 1996 120 1 10
- (1996) J. Magn. Reson., Ser. A , vol.120 , pp. 1-10
- Laatikainen, R.¹ Niemitz, M.² Weber, U.³ Sundelin, J.⁴ Hassinen, T.⁵ Vepsäläinen, J.⁶

39
- 0003395607
- For detailed information on the software, see: See, for example: Wiley & Sons, Chichester
- For detailed information on the software, see: See, for example: C. J. Cramer, Essentials of Computational Chemistry: Theories and Models, Wiley & Sons, Chichester, 2002
- (2002) Essentials of Computational Chemistry: Theories and Models
- Cramer, C.J.¹

40
- 39149101471
- See, for example
- See, for example: S. I. van Kasteren H. B. Kramer D. P. Gamblin B. G. Davis Nat. Protoc. 2007 2 3185 3194
- (2007) Nat. Protoc. , vol.2 , pp. 3185-3194
- Van Kasteren, S.I.¹ Kramer, H.B.² Gamblin, D.P.³ Davis, B.G.⁴

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