메뉴 건너뛰기




Volumn 119, Issue 6, 1997, Pages 1336-1345

Temperature dependence of molecular conformation, dynamics, and chemical shift anisotropy of α,α-trehalose in D2O by NMR relaxation

Author keywords

[No Author keywords available]

Indexed keywords

TREHALOSE;

EID: 1842366056     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja962807q     Document Type: Article
Times cited : (54)

References (103)
  • 5
    • 84990464403 scopus 로고
    • Duda, C. A.; Stevens, E. S. J. Am. Chem. Soc. 1990, 112, 7406. Duda, C. A.; Stevens, E. S. J. Am. Chem. Soc. 1993, 115, 8487.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 7406
    • Duda, C.A.1    Stevens, E.S.2
  • 6
    • 0040292336 scopus 로고
    • Duda, C. A.; Stevens, E. S. J. Am. Chem. Soc. 1990, 112, 7406. Duda, C. A.; Stevens, E. S. J. Am. Chem. Soc. 1993, 115, 8487.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 8487
    • Duda, C.A.1    Stevens, E.S.2
  • 10
    • 0011242453 scopus 로고
    • (b) Tvaroska, I.; Vaclavik, L. Carbohydr. Res. 1987, 160, 137-149. In ref 7b calculations were carried out with 2-(tetrahydropyran-2-yloxy)tetrahydropyran which is closely related to trehalose.
    • (1987) Carbohydr. Res. , vol.160 , pp. 137-149
    • Tvaroska, I.1    Vaclavik, L.2
  • 12
    • 33646719091 scopus 로고
    • Lipari, G.; Szabo, A. J. Am. Chem. Soc. 1982, 104, 4546. Lipari, G.; Szabo, A. J. Am. Chem. Soc. 1982, 104, 4559.
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 4546
    • Lipari, G.1    Szabo, A.2
  • 13
    • 33845553743 scopus 로고
    • Lipari, G.; Szabo, A. J. Am. Chem. Soc. 1982, 104, 4546. Lipari, G.; Szabo, A. J. Am. Chem. Soc. 1982, 104, 4559.
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 4559
    • Lipari, G.1    Szabo, A.2
  • 29
    • 0010587939 scopus 로고
    • (n) Werbelow, L. J. Phys. Chem. 1990, 94, 6663. Dalvit, C. J. Magn. Reson. 1991, 95, 410.
    • (1990) J. Phys. Chem. , vol.94 , pp. 6663
    • Werbelow, L.1
  • 30
    • 0001107017 scopus 로고
    • (n) Werbelow, L. J. Phys. Chem. 1990, 94, 6663. Dalvit, C. J. Magn. Reson. 1991, 95, 410.
    • (1991) J. Magn. Reson. , vol.95 , pp. 410
    • Dalvit, C.1
  • 46
    • 43949165635 scopus 로고
    • 33 principal axis is nearly parallel to the C-O bond, and the two other perpendicular principal values are shifted downfield by ca. 30-40 ppm. The axis assigned as Y declines from the CH bond by ca. 20°, and it has the highest principal value around 90 ppm. In accordance with solid state data, our preliminary results obtained by the comparison of Grant's solid state and our liquid state CSA data show that the "quasi" axis of the carbon shift tensors with respect to the CH bond in sucrose and Me α-D-glucopyranoside may be in between 10° and 35°.
    • (1993) J. Magn. Reson. Ser. A , vol.104 , pp. 132
    • Sherwood, M.H.1    Alderman, D.W.2    Grant, D.M.3
  • 52
    • 1842400356 scopus 로고    scopus 로고
    • note
    • 13C]trehalose are identified by asterisks. NOE factors were calculated after appropriate normalization.
  • 53
    • 1842343172 scopus 로고    scopus 로고
    • note
    • 13C split doublet of H1* partially saturates the Hl center lines.
  • 59
    • 0000816491 scopus 로고
    • Tvaroska, I.; Hricovini, M.; Petrakova, E. Carbohydr. Res. 1989, 189, 359. Tvaroska, I.; Taravel, R. F. In Adv. Carbohydr. Chem. Biochem. 1996, 51, 15-57. In fact, the uncertainty range of the interglycosidic dihedral angle is independent from the slight differences in parametrization of the pertinent Karplus curve. However, insufficient experimental data between 30° and 90° dihedral angles in the literature may have caused errors in parametrization and this can bias the mean value. A comparison with concurrent parameter sets showed that an additional ±5° error is possible. In other words, the accuracy of the measured dihedral angles is ca. ±10°, but the scatter caused by temperature changes in this study is within ±5°.
    • (1989) Carbohydr. Res. , vol.189 , pp. 359
    • Tvaroska, I.1    Hricovini, M.2    Petrakova, E.3
  • 60
    • 0028889724 scopus 로고    scopus 로고
    • Tvaroska, I.; Hricovini, M.; Petrakova, E. Carbohydr. Res. 1989, 189, 359. Tvaroska, I.; Taravel, R. F. In Adv. Carbohydr. Chem. Biochem. 1996, 51, 15-57. In fact, the uncertainty range of the interglycosidic dihedral angle is independent from the slight differences in parametrization of the pertinent Karplus curve. However, insufficient experimental data between 30° and 90° dihedral angles in the literature may have caused errors in parametrization and this can bias the mean value. A comparison with concurrent parameter sets showed that an additional ±5° error is possible. In other words, the accuracy of the measured dihedral angles is ca. ±10°, but the scatter caused by temperature changes in this study is within ±5°.
    • (1996) Adv. Carbohydr. Chem. Biochem. , vol.51 , pp. 15-57
    • Tvaroska, I.1    Taravel, R.F.2
  • 61
    • 1842322049 scopus 로고    scopus 로고
    • note
    • It is possible that the interglycosidic dihedral angle slightly opens (<2°) within this range upon cooling down the solution; however, this could not be proved unequivocally because of the broadening of C1 lines at low temperature.
  • 81
    • 1842320124 scopus 로고    scopus 로고
    • note
    • It was shown in ref 4 that the number of unfreezable water molecules in trehalose is eight. It was suggested that this number must be proportional with the number of water molecules in the first hydration shell. For sucrose, for example, 25 water molecules are predicted in the first hydration shell (Engelsen, S. B.; Perez, S. Unpublished theoretical data).
  • 82
    • 1842386697 scopus 로고    scopus 로고
    • note
    • 1 values is lower than 4%, and in most cases smaller than 2%. Qualitative trends in local correlation times and order parameters were found to be independent of the selection of anisotropic or isotropic model.
  • 83
    • 1842342185 scopus 로고    scopus 로고
    • note
    • We acquired relaxation data at elevated temperatures as well, but when they are evaluated using the Lipari-Szabo method, limitations of that approach must be considered.
  • 84
    • 1842318217 scopus 로고    scopus 로고
    • note
    • 2, and NOE data were acquired. More details can be found in the error analysis section.
  • 86
    • 1842380900 scopus 로고    scopus 로고
    • Personal communication
    • Such an extension can be justified. (Akke, M. Personal communication).
    • Akke, M.1
  • 87
    • 1842346028 scopus 로고    scopus 로고
    • note
    • 2 is excluded since some data were unavailable and other fluctuations, e.g. OH groups, cannot be measured by this method.
  • 88
    • 0000483558 scopus 로고
    • In a molecular dynamics simulation study - with both pyranose rings kept rigid - it was suggested that trehalose function against water stress is probably not due to the modification of the properties of water. Necessarily, this theoretical work is unable to consider ring librational dynamics in trehalose. Donnamaria, M. C.; Howard, E. I.; Grigera, J. R. J. Chem. Soc., Faraday. Trans. 1994, 90, 2731-2735.
    • (1994) J. Chem. Soc., Faraday. Trans. , vol.90 , pp. 2731-2735
    • Donnamaria, M.C.1    Howard, E.I.2    Grigera, J.R.3
  • 89
    • 1842304817 scopus 로고    scopus 로고
    • note
    • 1 and individual model-free parameters.
  • 91
    • 1842389604 scopus 로고    scopus 로고
    • note
    • 2-6) ppm. The carbon shifts at deuterated positions were ca. 0.25-0.3 ppm upfield shifted with respect to normal trehalose.
  • 94
    • 0000809367 scopus 로고
    • Glaudemans, C. P. J.; Fletcher, H. G., Jr. Meth. Carbohydr. Chem. 1972, 5, 373. Schmidt, R. R.; Mitchel, J. Tetrahedron Lett. 1984, 25, 821.
    • (1984) Tetrahedron Lett. , vol.25 , pp. 821
    • Schmidt, R.R.1    Mitchel, J.2
  • 97
    • 0000249881 scopus 로고
    • Lemieux, R. U.; Bauer, H. F. Can. J. Chem. 1954, 32, 340. Stewart, L. C.; Richtmyer, N. K.; Hudson, C. S. J. Am. Chem. Soc. 1950, 72, 2059.
    • (1954) Can. J. Chem. , vol.32 , pp. 340
    • Lemieux, R.U.1    Bauer, H.F.2
  • 99
    • 0004220201 scopus 로고
    • Although this compound has been reported in the literature, previous reports showed that more than 70% of 3-hydrido exchange occurred. By performing the reaction at reflux for only 4 h exchange at C-3 could be avoided. Abbate, S.; Giuseppina, C.; Naffi, A. Carbohydr. Res. 1991, 210, 1-12.
    • (1991) Carbohydr. Res. , vol.210 , pp. 1-12
    • Abbate, S.1    Giuseppina, C.2    Naffi, A.3
  • 100
    • 0003753533 scopus 로고
    • Math Works, Natick, MA
    • MATLAB Reference Guide. Math Works, Natick, MA, 1992.
    • (1992) MATLAB Reference Guide
  • 101
    • 0010519476 scopus 로고
    • Kowalewski, J.; Morris, G. A. J. Magn. Reson. 1982, 47, 331. Kay, L. E.; Nicholson, L. K.; Delaglio, F.; Bax, A.; Torchia, D. A. J. Magn. Reson. 1992, 97, 359. Palmer, A. G., III; Skelton, N. J.; Chazin, W. J.; Wright, P. E.; Rance, M. Mol. Phys. 1992, 75, 699.
    • (1982) J. Magn. Reson. , vol.47 , pp. 331
    • Kowalewski, J.1    Morris, G.A.2
  • 102
    • 44049118502 scopus 로고
    • Kowalewski, J.; Morris, G. A. J. Magn. Reson. 1982, 47, 331. Kay, L. E.; Nicholson, L. K.; Delaglio, F.; Bax, A.; Torchia, D. A. J. Magn. Reson. 1992, 97, 359. Palmer, A. G., III; Skelton, N. J.; Chazin, W. J.; Wright, P. E.; Rance, M. Mol. Phys. 1992, 75, 699.
    • (1992) J. Magn. Reson. , vol.97 , pp. 359
    • Kay, L.E.1    Nicholson, L.K.2    Delaglio, F.3    Bax, A.4    Torchia, D.A.5
  • 103
    • 0000486802 scopus 로고
    • Kowalewski, J.; Morris, G. A. J. Magn. Reson. 1982, 47, 331. Kay, L. E.; Nicholson, L. K.; Delaglio, F.; Bax, A.; Torchia, D. A. J. Magn. Reson. 1992, 97, 359. Palmer, A. G., III; Skelton, N. J.; Chazin, W. J.; Wright, P. E.; Rance, M. Mol. Phys. 1992, 75, 699.
    • (1992) Mol. Phys. , vol.75 , pp. 699
    • Palmer III, A.G.1    Skelton, N.J.2    Chazin, W.J.3    Wright, P.E.4    Rance, M.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.