NMR Studies of Purines

被引:18
作者
Dracinsky, Martin [1 ]
Pohl, Radek [1 ]
机构
[1] Acad Sci Czech Republ, Inst Organ Chem & Biochem, Prague, Czech Republic
来源
ANNUAL REPORTS ON NMR SPECTROSCOPY, VOL 82 | 2014年 / 82卷
关键词
Purines; NMR spectroscopy; Chemical shifts; DFT calculations; Tautomerism; Hydrogen bonding; Base pairing; Protonation; Metal ions; SPIN COUPLING-CONSTANTS; SOLID-STATE NMR; NUCLEIC-ACID BASES; ACYCLIC NUCLEOSIDE PHOSPHONATES; PROTON-MAGNETIC-RESONANCE; CHEMICAL-SHIFT TENSORS; X-RAY STRUCTURES; C-H ARYLATION; FUNCTIONAL THEORY CALCULATIONS; ELECTRON DEFORMATION DENSITY;
D O I
10.1016/B978-0-12-800184-4.00002-3
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
The experimental NMR methods and theoretical calculations of NMR parameters used in the studies of purine derivatives are reviewed. The first part of this chapter brings an overview of the experimental techniques that are commonly used for hydrogen, carbon and nitrogen NMR signal detection and assignment, followed by a detailed discussion of the influence of purine substitution on NMR parameters. The applications of solid-state NMR methods and the calculations of chemical shifts and indirect coupling constants of purines are also reviewed. The second part of this chapter summarises recent applications (since 2005) of these techniques in the studies of purine structure and interactions.
引用
收藏
页码:59 / 113
页数:55
相关论文
共 221 条
[1]   15N-multilabeled adenine and guanine nucleosides.: Syntheses of [1,3,NH2-15N3]- and [2-13C-1,3,NH2-15N3]-labeled adenosine, guanosine, 2′-deoxyadenosine, and 2′-deoxyguanosine [J].
Abad, JL ;
Gaffney, BL ;
Jones, RA .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (18) :6575-6582
[2]   8-Purinyl versus 2-benzimidazolyl carbanions: Charge demands of the heterocycles and ligand properties of the bis(heteroaryl)methanes [J].
Abbotto, A ;
Facchetti, A ;
Bradamante, S ;
Pagani, GA .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (03) :436-444
[3]   An overview of diazine nucleoside analogues [J].
Agrofoglio, LA .
CURRENT ORGANIC CHEMISTRY, 2006, 10 (03) :333-362
[4]   Solvent effects on NMR isotropic shielding constants.: A comparison between explicit polarizable discrete and continuum approaches [J].
Aidas, Kestutis ;
Mogelhoj, Andreas ;
Kjaer, Hanna ;
Nielsen, Christian B. ;
Mikkelsen, Kurt V. ;
Ruud, Kenneth ;
Christiansen, Ove ;
Kongsted, Jacob .
JOURNAL OF PHYSICAL CHEMISTRY A, 2007, 111 (20) :4199-4210
[5]   Synthesis of 6-cyanopurines and the isolation and X-ray structure of novel 2H-pyrroles [J].
Alves, MJ ;
Carvalho, MA ;
Proenca, MFJRP ;
Booth, BL ;
Pritchard, RG .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1997, 34 (03) :739-743
[6]   Organosilicas based on purine-pyrimidine base pair assemblies: a solid state NMR point of view [J].
Arrachart, Guilhem ;
Carcel, Carole ;
Moreau, Joel J. E. ;
Hartmeyer, Geoffrey ;
Alonso, Bruno ;
Massiot, Dominique ;
Creff, Gaelle ;
Bantignies, Jean-Louis ;
Dieudonne, Philippe ;
Man, Michel Wong Chi ;
Althoff, Gerhard ;
Babonneau, Florence ;
Bonhomme, Christian .
JOURNAL OF MATERIALS CHEMISTRY, 2008, 18 (04) :392-399
[7]   Relativistic Computations of NMR Parameters from First Principles: Theory and Applications [J].
Autschbach, J. ;
Zheng, S. .
ANNUAL REPORTS ON NMR SPECTROSCOPY, VOL 67, 2009, 67 :1-95
[8]   Solvent effects on heavy atom nuclear spin-spin coupling constants: A theoretical study of Hg-C and Pt-P couplings [J].
Autschbach, J ;
Ziegler, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (14) :3341-3349
[9]  
Autschbach J., 2012, ENCY OF NMR
[10]   Interpretation of Crystal Effects on NMR Chemical Shift Tensors: Electron and Shielding Deformation Densities [J].
Babinsky, Martin ;
Bouzkova, Katerina ;
Pipiska, Matej ;
Novosadova, Lucie ;
Marek, Radek .
JOURNAL OF PHYSICAL CHEMISTRY A, 2013, 117 (02) :497-503