Essential parameters for structural analysis and dereplication by (1)H NMR spectroscopy.
Essential parameters for structural analysis and dereplication by (1)H NMR spectroscopy.
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DOI：
10.1021/np5002384
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发表时间：
2014-06-27
影响因子：
5.1
通讯作者：
Niemitz, Matthias
中科院分区：
文献类型：
--
作者：
Pauli, Guido F.;Chen, Shao-Nong;Lankin, David C.;Bisson, Jonathan;Case, Ryan J.;Chadwick, Lucas R.;Goedecke, Tanja;Inui, Taichi;Krunic, Aleksej;Jaki, Birgit U.;McAlpine, James B.;Mo, Shunyan;Napolitano, Jose G.;Orjala, Jimmy;Lehtivarjo, Juuso;Korhonen, Samuli-Petrus;Niemitz, Matthias
本研究证明了在报告频域1H NMR（HNMR）数据的δ和J参数时，足够的精度的重要性。使用来自不同分类群（植物，蓝藻）的各种结构类别（萜类化合物，酚类化合物，生物碱），本研究开发了解释NMR光谱分析中提高精度的重要性的原理，并合理化了分别在0.1-1 ppb和10 mHz水平报告Δδ和ΔJ值的必要性。光谱模拟与迭代配对被证明是必不可少的工具，完整的光谱解释，足够的精度，和明确的HNMR驱动的去复制和代谢组学分析。该建议的更广泛适用性涉及氢（1H）的物理化学性质及其在有机分子中的普遍存在，使HNMR光谱成为结构解析和验证的组成部分。无论来源或分子量如何，化合物的HNMR光谱可能非常复杂，并编码了大量的结构信息，这些信息通常被有限的光谱色散和高阶效应的发生所掩盖。这完全限制了光谱解释，限制了对潜在自旋参数的解码，并解释了与将HNMR光谱转化为列表信息相关的主要挑战。另一方面，任何（新的）化学实体的光谱数据集的再现性对于其结构解析和随后的去复制是必不可少的。以足够的精度处理和记录HNMR数据对于在化学结构、分析数据、代谢组和生物活性之间建立明确的联系至关重要。利用HNMR谱的全部潜力将促进生物活性化学品，特别是从陆地和海洋生物多样性中获得的化合物的未来研究的一般再现性。
The present study demonstrates the importance of adequate precision when reporting the δ and J parameters of frequency domain 1H NMR (HNMR) data. Using a variety of structural classes (terpenoids, phenolics, alkaloids) from different taxa (plants, cyanobacteria), this study develops rationales that explain the importance of enhanced precision in NMR spectroscopic analysis and rationalizes the need for reporting Δδ and ΔJ values at the 0.1–1 ppb and 10 mHz level, respectively. Spectral simulations paired with iteration are shown to be essential tools for complete spectral interpretation, adequate precision, and unambiguous HNMR-driven dereplication and metabolomic analysis. The broader applicability of the recommendation relates to the physicochemical properties of hydrogen (1H) and its ubiquity in organic molecules, making HNMR spectra an integral component of structure elucidation and verification. Regardless of origin or molecular weight, the HNMR spectrum of a compound can be very complex and encode a wealth of structural information that is often obscured by limited spectral dispersion and the occurrence of higher order effects. This altogether limits spectral interpretation, confines decoding of the underlying spin parameters, and explains the major challenge associated with the translation of HNMR spectra into tabulated information. On the other hand, the reproducibility of the spectral data set of any (new) chemical entity is essential for its structure elucidation and subsequent dereplication. Handling and documenting HNMR data with adequate precision is critical for establishing unequivocal links between chemical structure, analytical data, metabolomes, and biological activity. Using the full potential of HNMR spectra will facilitate the general reproducibility for future studies of bioactive chemicals, especially of compounds obtained from the diversity of terrestrial and marine organisms.
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DOI：
10.1107/s0108270100012403
发表时间：
2000-12-01
期刊：
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS
影响因子：
--
作者：
Fröhlich, R;Pauli, GF
通讯作者：
Pauli, GF
影响因子：
7.4
作者：
Mihaleva, Velitchka V.;te Beek, Tim A. H.;Vervoort, Jacques
通讯作者：
Vervoort, Jacques
DOI：
10.1021/jo402627s
发表时间：
2014-01-17
期刊：
The Journal of organic chemistry
影响因子：
--
作者：
Marell DJ;Emond SJ;Kulshrestha A;Hoye TR
通讯作者：
Hoye TR
影响因子：
5.1
作者：
Mo, Shunyan;Krunic, Aleksej;Chlipala, George;Orjala, Jimmy
通讯作者：
Orjala, Jimmy
影响因子：
1.2
作者：
Banfi, Damiano;Patiny, Luc
通讯作者：
Patiny, Luc