메뉴 건너뛰기




Volumn 22, Issue 1, 2010, Pages 42-49

NMR studies of dextromethorphan in both isotropic and anisotropic states

Author keywords

Configuration; Conformation; Dextromethorphan; NMR; Polystyrene gel; Residual dipolar coupling; Stereo assignment

Indexed keywords

DEXTROMETHORPHAN; POLYSTYRENE; PROTON;

EID: 75449107737     PISSN: 08990042     EISSN: 1520636X     Source Type: Journal    
DOI: 10.1002/chir.20703     Document Type: Article
Times cited : (5)

References (24)
  • 1
    • 34247892220 scopus 로고    scopus 로고
    • Dextromethorphan; a review of N-methyl-D- aspartate receptor antagonist in the management of pain
    • Siu A, Drachtman R. Dextromethorphan; a review of N-methyl-D- aspartate receptor antagonist in the management of pain. CNS Drug Rev 2007;13:96-106.
    • (2007) CNS Drug Rev , vol.13 , pp. 96-106
    • Siu, A.1    Drachtman, R.2
  • 2
    • 0141863206 scopus 로고    scopus 로고
    • Inter- and intramolecular C-H⋯π interactions in morphine bis(1-naphthoate)
    • Gathergood N, Scammells PJ, Fallon GD. Inter- and intramolecular C-H⋯π interactions in morphine bis(1-naphthoate). Acta Crystallogr C 2003;59:485.
    • (2003) Acta Crystallogr C , vol.59 , pp. 485
    • Gathergood, N.1    Scammells, P.J.2    Fallon, G.D.3
  • 3
    • 4644294413 scopus 로고    scopus 로고
    • Residual dipolar couplings in protein structure determination
    • de Alba E, Tjandra N. Residual dipolar couplings in protein structure determination. Methods Mol Biol 2004;278:89-106.
    • (2004) Methods Mol Biol , vol.278 , pp. 89-106
    • de Alba, E.1    Tjandra, N.2
  • 4
    • 23044516641 scopus 로고    scopus 로고
    • Residual dipolar couplings - a valuable NMR parameter for small organic molecules
    • Gschwind RM. Residual dipolar couplings - a valuable NMR parameter for small organic molecules. Angew Chem Int Ed Engl 2005;44: 4666-4668.
    • (2005) Angew Chem Int Ed Engl , vol.44 , pp. 4666-4668
    • Gschwind, R.M.1
  • 5
    • 16644373145 scopus 로고    scopus 로고
    • Application of residual dipolar couplings in organic compounds
    • Yan J, Zartler ER. Application of residual dipolar couplings in organic compounds. Magn Reson Chem 2005;43:53-64.
    • (2005) Magn Reson Chem , vol.43 , pp. 53-64
    • Yan, J.1    Zartler, E.R.2
  • 6
    • 0033145058 scopus 로고    scopus 로고
    • Order matrix analysis of residual dipolar couplings using singular value decomposition
    • Losonczi JA, Andrec M, Fischer MW, Prestegard JH. Order matrix analysis of residual dipolar couplings using singular value decomposition. J Magn Reson 1999;138:334-342.
    • (1999) J Magn Reson , vol.138 , pp. 334-342
    • Losonczi, J.A.1    Andrec, M.2    Fischer, M.W.3    Prestegard, J.H.4
  • 7
    • 0037424410 scopus 로고    scopus 로고
    • A novel method for the determination of stereochemistry in six-membered chairlike rings using residual dipolar couplings
    • Yan J. Kline AD, Mo H, Shapiro MJ, Zartler ER. A novel method for the determination of stereochemistry in six-membered chairlike rings using residual dipolar couplings. J Org Chem 2003;68:1768-1795.
    • (2003) J Org Chem , vol.68 , pp. 1768-1795
    • Yan, J.1    Kline, A.D.2    Mo, H.3    Shapiro, M.J.4    Zartler, E.R.5
  • 8
    • 34748914846 scopus 로고    scopus 로고
    • Stereochemical identification of (R)- and (S)-ibuprofen using residual dipolar couplings, NMR, and modeling
    • Marathias V, Tawa GJ, Goljer I, Bach ACII. Stereochemical identification of (R)- and (S)-ibuprofen using residual dipolar couplings, NMR, and modeling. Chirality 2007;19:741-750.
    • (2007) Chirality , vol.19 , pp. 741-750
    • Marathias, V.1    Tawa, G.J.2    Goljer, I.3    ACII, B.4
  • 9
    • 0031851289 scopus 로고    scopus 로고
    • New techniques in structural NMR-anisotropic interactions
    • Prestegard JH. New techniques in structural NMR-anisotropic interactions. Nat Struct Biol 1998;5:517-522.
    • (1998) Nat Struct Biol , vol.5 , pp. 517-522
    • Prestegard, J.H.1
  • 10
    • 0031760503 scopus 로고    scopus 로고
    • Tunable alignment of macromolecules by filamentous phage yields dipolar coupling interactions
    • Hansen MR, Mueller L, Pardi A. Tunable alignment of macromolecules by filamentous phage yields dipolar coupling interactions. Nat Struct Biol 1998;5:1065-1074.
    • (1998) Nat Struct Biol , vol.5 , pp. 1065-1074
    • Hansen, M.R.1    Mueller, L.2    Pardi, A.3
  • 11
    • 0037551646 scopus 로고    scopus 로고
    • NMR experiments for the sign determination of homonuclear scalar and residual dipolar couplings
    • Ruckert M, Otting G. NMR experiments for the sign determination of homonuclear scalar and residual dipolar couplings. J Am Chem Soc 2000;122:7793-7797.
    • (2000) J Am Chem Soc , vol.122 , pp. 7793-7797
    • Ruckert, M.1    Otting, G.2
  • 12
    • 0034755357 scopus 로고    scopus 로고
    • Controlling residual dipolar couplings in high-resolution NMR of proteins by strain induced alignment in a gel
    • Ishii Y, Markus MA, Tycko R. Controlling residual dipolar couplings in high-resolution NMR of proteins by strain induced alignment in a gel. J Biomol NMR 2001;21:141-151.
    • (2001) J Biomol NMR , vol.21 , pp. 141-151
    • Ishii, Y.1    Markus, M.A.2    Tycko, R.3
  • 13
    • 12344272041 scopus 로고    scopus 로고
    • Stretched poly(vinyl acetate) gels as NMR alignment media for the measurement of residual dipolar couplings in polar organic solvents
    • Freudenberger JC, Knör S, Kobzar K, Heckmann D, Paululat T, Kessler H, Luy B. Stretched poly(vinyl acetate) gels as NMR alignment media for the measurement of residual dipolar couplings in polar organic solvents. Angew Chem 2005;117:427-430.
    • (2005) Angew Chem , vol.117 , pp. 427-430
    • Freudenberger, J.C.1    Knör, S.2    Kobzar, K.3    Heckmann, D.4    Paululat, T.5    Kessler, H.6    Luy, B.7
  • 14
    • 12344270236 scopus 로고    scopus 로고
    • A DMSO-compatible orienting medium: Towards the investigation of the stereochemistry of natural products
    • Haberz P, Farjon J, Griesinger C. A DMSO-compatible orienting medium: towards the investigation of the stereochemistry of natural products. Angew Chem 2005;117:431-433.
    • (2005) Angew Chem , vol.117 , pp. 431-433
    • Haberz, P.1    Farjon, J.2    Griesinger, C.3
  • 15
    • 34249017265 scopus 로고    scopus 로고
    • Stretched poly(acrylonitrile) as a scalable alignment medium for DMSO
    • Kummerlöwe G, Auernheimer J, Lendlein A, Luy B. Stretched poly(acrylonitrile) as a scalable alignment medium for DMSO. J Am Chem Soc 2007;129:6080-6081.
    • (2007) J Am Chem Soc , vol.129 , pp. 6080-6081
    • Kummerlöwe, G.1    Auernheimer, J.2    Lendlein, A.3    Luy, B.4
  • 16
    • 0141757140 scopus 로고    scopus 로고
    • Weakly oriented liquid-crystal NMR solvents as a general tool to determine relative configurations
    • Aroulanda C, Boucard V, Guibé F, Courtieu J, Merlet D. Weakly oriented liquid-crystal NMR solvents as a general tool to determine relative configurations. Chem - Eur J 2003;9:4536-4539.
    • (2003) Chem - Eur J , vol.9 , pp. 4536-4539
    • Aroulanda, C.1    Boucard, V.2    Guibé, F.3    Courtieu, J.4    Merlet, D.5
  • 17
    • 0037132627 scopus 로고    scopus 로고
    • Sensitive through-space dipolar correlations between nuclei of small organic molecules by partial alignment in a deuterated liquid solvent
    • Bendiak B. Sensitive through-space dipolar correlations between nuclei of small organic molecules by partial alignment in a deuterated liquid solvent. J Am Chem Soc 2002;124:14862-14863.
    • (2002) J Am Chem Soc , vol.124 , pp. 14862-14863
    • Bendiak, B.1
  • 18
    • 8844230985 scopus 로고    scopus 로고
    • Stretched poly(dimethylsiloxane) gels as NMR alignment media for apolar and weakly polar organic solvents: An ideal tool for measuring RDCs at low molecular concentrations
    • Freudenberger JC, Spiteller P, Bauer R, Kessler H, Luy B. Stretched poly(dimethylsiloxane) gels as NMR alignment media for apolar and weakly polar organic solvents: an ideal tool for measuring RDCs at low molecular concentrations. J Am Chem Soc 2004;126:14690-14691.
    • (2004) J Am Chem Soc , vol.126 , pp. 14690-14691
    • Freudenberger, J.C.1    Spiteller, P.2    Bauer, R.3    Kessler, H.4    Luy, B.5
  • 19
    • 4544321761 scopus 로고    scopus 로고
    • An easy and scalable method for the partial alignment of organic molecules for measuring residual dipolar couplings
    • Luy B, Kobzar K, Kessler H. An easy and scalable method for the partial alignment of organic molecules for measuring residual dipolar couplings. Angew Chem Int Ed Engl 2004;43:1092-1094.
    • (2004) Angew Chem Int Ed Engl , vol.43 , pp. 1092-1094
    • Luy, B.1    Kobzar, K.2    Kessler, H.3
  • 20
    • 18244383284 scopus 로고    scopus 로고
    • Heteronuclear two-bond correlation: Suppressing heteronuclear three-bond or higher NMR correlations while enhancing two-bond correlations even for vanishing 2J(CH)
    • Nyberg NT, Duus JØ, Sørensen OW. Heteronuclear two-bond correlation: suppressing heteronuclear three-bond or higher NMR correlations while enhancing two-bond correlations even for vanishing 2J(CH). J Am Chem Soc 2005;127:6154-6155.
    • (2005) J Am Chem Soc , vol.127 , pp. 6154-6155
    • Nyberg, N.T.1    Duus, J.2    Sørensen, O.W.3
  • 23
    • 0034685436 scopus 로고    scopus 로고
    • Prediction of sterically induced alignment in a dilute liquid crystalline phase: Aid to protein structure determination by NMR
    • Zweckstetter M, Bax A. Prediction of sterically induced alignment in a dilute liquid crystalline phase: aid to protein structure determination by NMR. J Am Chem Soc 2000;122:3791-3792.
    • (2000) J Am Chem Soc , vol.122 , pp. 3791-3792
    • Zweckstetter, M.1    Bax, A.2
  • 24
    • 0042029732 scopus 로고    scopus 로고
    • Measurement of long range H,C couplings in natural products in orienting media: A tool for structure elucidation of natural products
    • Verdier L, Sakhaii P, Zweclstetter M, Griesinger C. Measurement of long range H,C couplings in natural products in orienting media: a tool for structure elucidation of natural products. J Magn Res 2003;163:353-359.
    • (2003) J Magn Res , vol.163 , pp. 353-359
    • Verdier, L.1    Sakhaii, P.2    Zweclstetter, M.3    Griesinger, C.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.