Is Enantiomer Assignment Possible by NMR Spectroscopy Using Residual Dipolar Couplings from Chiral Nonracemic Alignment Media?uA Critical Assessment

被引：52

作者：

Berger, Robert ^{[2
]}

Courtieu, Jacques ^{[3
]}

Gil, Roberto R. ^{[4
]}

Griesinger, Christian ^{[1
]}

Koeck, Matthias ^{[5
]}

Lesot, Philippe ^{[3
]}

Luy, Burkhard ^{[6
,7
]}

Merlet, Denis ^{[3
]}

Navarro-Vazquez, Armando ^{[8
]}

Reggelin, Michael ^{[2
]}

Reinscheid, Uwe M. ^{[1
]}

Thiele, Christina M. ^{[2
]}

Zweckstetter, Markus ^{[1
]}

机构：

[1] Max Planck Inst Biophys Chem, Dept NMR Based Struct Biol, D-37077 Gottingen, Germany

[2] Tech Univ Darmstadt, Darmstadt, Germany

[3] Univ Paris 11, UMR 8182, ICMMO, Orsay, France

[4] Carnegie Mellon Univ, Pittsburgh, PA 15213 USA

[5] Alfred Wegener Inst, Bremerhaven, Germany

[6] KIT, Inst Organ Chem, D-76131 Karlsruhe, Germany

[7] Inst Biol Interfaces, D-76131 Karlsruhe, Germany

[8] Univ Vigo, Vigo, Spain

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 33期

关键词：

alignment media; chirality; configuration; NMR spectroscopy; residual dipolar couplings; ABSOLUTE-CONFIGURATION; CHEMICAL-SHIFTS; LIQUID-CRYSTALS; DEUTERIUM NMR; MOLECULES; GELATIN; PHASE;

D O I：

10.1002/anie.201107626

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Insensitive towards inversion: Can residual dipolar couplings (RDCs) and other anisotropic NMR observables be used to determine absolute configuration? A critical assessment of recent approaches is provided to determine the absolute configuration from RDCs. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：8388 / 8391

页数：4

共 25 条

[1] PARITY NONCONSERVATION AND NMR OBSERVABLES - CALCULATION OF TL RESONANCE FREQUENCY DIFFERENCES IN ENANTIOMERS [J].

BARRA, AL ;

ROBERT, JB ;

WIESENFELD, L .

PHYSICS LETTERS A, 1986, 115 (09) :443-447

[2] DETERMINATION OF THE ABSOLUTE CONFIGURATION OF OPTICALLY ACTIVE COMPOUNDS BY MEANS OF X-RAYS [J].

BIJVOET, JM ;

PEERDEMAN, AF ;

VANBOMMEL, AJ .

NATURE, 1951, 168 (4268) :271-272

[3] Chirality in NMR spectroscopy [J].

Buckingham, AD .

CHEMICAL PHYSICS LETTERS, 2004, 398 (1-3) :1-5

[4] Validation of protein structure from anisotropic carbonyl chemical shifts in a dilute liquid crystalline phase [J].

Cornilescu, G ;

Marquardt, JL ;

Ottiger, M ;

Bax, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (27) :6836-6837

[5] Collagen fibers as a chiral agent: A demonstration of stereochemistry effects [J].

Eliav, Uzi ;

Navon, Gil .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (50) :15956-15957

[6] The use of X-ray crystallography to determine absolute configuration [J].

Flack, H. D. ;

Bernardinelli, G. .

CHIRALITY, 2008, 20 (05) :681-690

[7]

GORSHKOV VG, 1982, ZH EKSP TEOR FIZ+, V82, P1807

[8] ATROPISOMERIC DIPHENYL DERIVATIVES WITH PSEUDOASYMMETRICAL AXIS [J].

HELMCHEN, G ;

PRELOG, V .

HELVETICA CHIMICA ACTA, 1972, 55 (07) :2599-&

[9]

JOHNSON CR, 1966, ORG SYN, V46, P78

[10] HOST SPECIFICITY OF DNA PRODUCED BY ESCHERICHIA COLI .8. ITS ACQUISITION BY PHAGE LAMBDA AND ITS PERSISTENCE THROUGH CONSECUTIVE GROWTH CYCLES [J].

KELLENBERGER, G ;

SYMONDS, N ;

ARBER, W .

ZEITSCHRIFT FUR VERERBUNGSLEHRE, 1966, 98 (03) :247-+

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