34
Views
10
CrossRef citations to date
0
Altmetric
Original Articles

Conformational Analysis of C-Disaccharides using Molecular Mechanics Calculations

Pages 1319-1349 | Published online: 27 Feb 2008

REFERENCES AND NOTES

  • Associated with the University Joseph Fourier , Grenoble, France . ([email protected] and [email protected]
  • Rouzaud D. Sinaÿ P. , J. Chem. Soc., Chem. Commun. , 104 , 6468 ( 1982 ).
  • Vogel , P. , Ferritto , R. , Kraehenbuehl , K. and Baudat , A. 1998 . Carbohydrate Mimics , Edited by: Chapleur , Y. 20 Wiley-VCH .
  • Ishida N. Kumagai K. Niida T. Tsuruokan H. Yumoto T. , J. Antibiot. , 20 , 66 ( 1967 ); b) D. L. Taylor, L. E. Fellows, G. H. Farrar, R. J. Nash, D. Taylor-Robinson, M. A. Mobberley, T. A. Ryder, D. J. Jeffries and A. S. Tyms, Antiviral Res., 10, 11 (1988); c) Y. Nishimura, T. Satoh, H. Adachi, S. Kondo, T. Takeuchi, M. Azetaka, H. Fukuyasu and Y. Iizuka, J. Am. Chem. Soc., 118, 3051 (1996); d) P. M. Wassarman, Science, 235, 553 (1987); e) H. Bischoff, Eur. J. Clin. Invest., 3, 3 (1994); f) P. Layer, G. L. Carlson and E. P. Di-Magno, Gastroenterology, 88, 1895 (1985) .
  • Goekjian P. G. Wu T. C. Kishi Y. , J. Org. Chem. , 56 , 6422 ( 1991 ) and references cited therein; b) Y. Wang, P. G. Goekijan, D. M. Ryckman, W. H. Miller, S. A. Babirad and Y. Kishi, J. Org. Chem., 57, 482 (1992) and references cited therein; c) T. Haneda, P. G. Goekjian, S. H. Kim and Y. Kishi, J. Org. Chem., 57, 490 (1992); d) D. J. O'Leary and Y. Kishi, J. Org. Chem., 58, 304 (1993); e) A. Wei and Y. Kishi, J. Org. Chem., 59, 88 (1994); f) A. Wei, A. Haudrechy, C. Audin, H-S. Jun, N. Haudrechy-Bretel and Y. Kishi, J. Org. Chem., 60, 2161 (1995) .
  • Espinosa J. F. Martin-Pastor M. Asensio J. L. Dietrich H. Martin-Lomas M. Schmidt R. R. Jiménez-Barbero J. , Tetrahedron Lett. , 36 , 6329 ( 1995 ); b) J. F. Espinosa, H. Dietrich, M. Martín-Lomas, R. R. Schmidt and J. Jiménez-Barbero, Tetrahedron Lett., 17, 1467 (1996) .
  • Espinosa J. F. Cañada F. J. Asensio J. L. Martín-Pastor M. Dietrich H. Martin-Lomas M. Schmidt R. R. Jiménez-Barbero J. , J. Am. Chem. Soc. , 118 , 10862 ( 1996 ); b) J. F. Espinosa, E. Montero, A. Vian, J. L. Garcia, H. Dietrich, R. R. Schmidt, M. Martín-Lomas, A. Imberty, F. J. Cañada and J. Jiménez-Barbero, J. Am. Chem. Soc., 118, 1309 (1998) .
  • IUPAC – IUBMB : Nomenclature of Carbohydrates (Recommendations 1996) Carbohydr. Res. , 297 , 1 ( 1997 )
  • The corresponding dihedral angles formed between the hydrogen atoms of each bond are also defined as following : Φ(R) = H1-C1′-Cα-HαR, Φ(S) = H1′-C1′-Cα-HαS, Ψ(R)=HαR-Cα-Ci-Hi, Ψ(S)=HαS-Cα-Ci-Hi.
  • The corresponding dihedral angles between the hydrogen atoms of the glycosidic linkage are: Φ(R)=H1′-C1′-Cα-HαR, Φ(S)=H1′-C1′-Cα-HαS, Ψ(RR)=HαR-Cα-C6-H6R, Ψ(RS)=HαR-Cα-C6-H6S,Ψ(SR)=HαS-Cα-C6-H6R, Ψ(SS)=HαS-Cα-C6-H6S, Ω(R)=H5-C5-C6-H6R, Ω(S)=H5-C5-C6-H6S.
  • Allinger N. L. Yuh Y. H. Lii J. H. , J. Am. Chem. Soc. , 111 , 8551 ( 1989 ); b) J. H. Lii and N. L. Allinger, J. Am. Chem. Soc., 111, 8566 (1989); c) N.L. Allinger, M. Rahman and J. H. Lii, J. Am. Chem. Soc., 112, 8293 (1990) .
  • Pérez S. Imberty A. Engelsen S. B. Gruza J. Mazeau K. Jiménez-Barbero J. Poveda A. Espinoza J. F. Van Eyck B. Johnson G. French A. D. Kouwijzer M. L. Grootenhuis P. D. J. Bernadi A. Raimondi L. Senderowitz H. Durier V. Vergoten G. Rasmussen K. , Carbohydr. Res. , 314 , 141 ( 1998 ).
  • van Alsenoy C. French A. D. Cao M. Newton S. Q. Schäfer L. , J. Am. Chem. , 116 , 9520 ( 1994 ); b) G. P. Rockwell and T. B. Grindley, J. Am. Chem. Soc., 120, 10953 (1998) .
  • French , A. D. , Rowland , R. S. and Allinger , N. L. 1990 . Computer Modeling of Carbohydrate Molecules” , Edited by: Brady , J. W. 120 Washington : ACS .
  • Karplus M. , J. Chem. Phys. , 30 , 11 ( 1959 ).
  • Haasnoot C. A. G. de Leuw F. A. A. M. Altona C. , Tetrahedron , 36 , 2783 ( 1980 ).
  • Dowd M. K. Zeng J. French A. D. Reilly P. J. , Carbohydr. Res. , 230 , 223 ( 1992 ).
  • Dowd M. K. French A. D. Reilly P. J. , Carbohydr. Res. , 233 , 15 ( 1992 ).
  • Dowd M. K. Reilly P. J. French A. D. , Biopolymers , 34 , 625 ( 1994 ).
  • Neuman A. Longchambon F. Abbes O. Gillier-Pandraud H. Pérez S. Rouzaud D. Sinay P. , Carbohydr. Res. , 195 , 187 ( 1990 ).

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.