An Integrated Spectral Data Base System Including IR, MS, 1H-NMR, 13C-NMR, ESR and Raman Spectra

Yamamoto, Osamu; Someno, Kazuo; Wasada, Nobuhide; Hiraishi, Jiro; Hayamizu, Kikuko; Tanabe, K.; Tamura, Tadao; Yanagisawa, Miho

doi:10.2116/analsci.4.233

Cited by 42 publications

(22 citation statements)

References 5 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The signals were assigned using a 13 C NMR spectral database. 21 Although the C2 and C6 carbons show single peaks, distinct splittings are observed for the signals of C1, C3, C4 and methyl carbons in the solid-state spectra. This is the evidence of crystallographic inequivalence of the two phenyl rings in a molecule, which agrees with the x-ray analysis of the crystals; 15 the two phenyl rings are not coplanar but are twisted around the linkage between them.…”

Section: Resultsmentioning

confidence: 97%

“…The DEPT sequence was used to observe the protonated carbons. Signals in the solution spectra were assigned using the internet NMR spectral database operated by the National Institute of Materials and Chemical Research of Japan (http://www:aist.go.jp/RIODB/SDBS/) 21 and substituent shielding parameters collected for substituted benzenes by Ewing.…”

Section: Nmr Measurementsmentioning

confidence: 99%

See 1 more Smart Citation

13C NMR chemical shift as a probe for estimating the conformation of aromatic groups in the solid state. 1. Biphenyls

et al. 2000

View full text Add to dashboard Cite

The relationships between 13C NMR chemical shifts of aromatic carbons and the inter‐ring torsion angles (θ) of two phenyl rings in biphenyl and its substituted derivatives were systematically examined. The chemical shifts of C1, C2 and C6 carbons (δC1, δC2 and δC6) of the biphenyl group in the solid state show systematic correlations with θ when the substituent shielding effects are removed from the solid chemical shifts by subtracting the solution chemical shifts or subtracting the substituent shielding parameters. The substituent parameters deduced from substituted benzenes are utilized for the calculation. An increase in δC1, δC2 or δC6 (high‐frequency displacement of the signals) corresponds to an increase in θ. In particular, δC6 can be a good measure of θ when no substituents are attached to C6. The isotropic nuclear shielding calculated using ab initio molecular orbital theory with the GIAO‐CHF method for the biphenyl agree well with the experimental results. The relationships between the 13C chemical shifts and the inter‐ring torsion angle can be used to estimate the conformation of biphenyl groups incorporated into aromatic and/or liquid crystalline compounds and polymers. Copyright © 2000 John Wiley & Sons, Ltd.

show abstract

Section: Resultsmentioning

confidence: 97%

Section: Nmr Measurementsmentioning

confidence: 99%

13C NMR chemical shift as a probe for estimating the conformation of aromatic groups in the solid state. 1. Biphenyls

et al. 2000

View full text Add to dashboard Cite

show abstract

“…These combined capabilities have not yet been integrated into other databases. SDBS (Yamamoto et al, 1988), for example, allows multiple spectra for the same compound to be searched together, but sorting according to goodness of match to the input is not enabled. The strategy of searching combinations of spectroscopic data and sorting hits by combined similarity was first proposed by Clerc and Erni (1973), and has been implemented in various tools, including SPECTRA (Masui and Yoshida, 1996) and MMCD (Cui et al, 2008).…”

Section: Resultsmentioning

confidence: 99%

“…Nuclear magnetic resonance (NMR) spectroscopy is another essential technique, complementary to HPLC-MS, for PNP structure elucidation. Several online NMR spectroscopicdatabases and theirprediction tools are now available, including SDBS (Yamamoto et al, 1988), NMRShiftDB (Steinbeck et al, 2003; Steinbeck and Kuhn, 2004), HMDB (Wishart et al, 2007), nmrdb.org (Banfi and Patiny, 2008), MMCD (Cui et al, 2008), and BML-NMR (Ludwig et al, 2012). However, these web-based NMR resources focus on synthetic organic compounds or human metabolites, and coverage of PNPs, in particular those of low abundance in the source plant(s), is very limited.…”

Section: Introductionmentioning

confidence: 99%

NMR spectroscopic search module for Spektraris, an online resource for plant natural product identification – Taxane diterpenoids from Taxus×media cell suspension cultures as a case study

et al. 2015

View full text Add to dashboard Cite

Development and testing of Spektraris-NMR an online spectral resource, is reported for the NMR-based structural identification of plant natural products (PNPs). Spektraris-NMRallows users to search with multiple spectra at once and returns a table with alist of hits arranged according to the goodness of fit between query data and database entries. For each hit, a link to a tabulated alignment of 1H-NMR and 13C-NMR spectroscopic peaks (query versus database entry) is provided. Furthermore, full spectroscopic records and experimental meta information about each database entry can be accessed online. To test the utility of Spektraris-NMR for PNP identification, the database was populated with NMR data (total of 466 spectra) for ∼250 taxanes, which are structurally complex diterpenoids (including the anticancer drug taxol) commonly found in the genus Taxus. NMR data generated used was then generated with metabolites purified from Taxus cell suspension cultures to search Spektraris-NMR, and were able to identify eight taxanes with high confidence. A ninth isolated metabolite could be assigned, based on spectral searches, to a taxane skeletal class, but no high confidence hit was produced. Using various spectroscopic methods, this metabolite was characterized as the taxane 2-deacetylbaccatin IV, a novel taxane. These results indicate that Spektraris-NMR is a valuable resource for rapid and reliable identification of known metabolites and has the potential to contribute to de-replication efforts in the search for novel PNPs.

show abstract

“…The integrated online “Spectrum Database System” [ 6 ], which includes collections of NMR, ESR, IR, Raman, and mass spectra has both 1 H NMR spectra (6,000 compounds) and 13 C NMR spectra (5,700 compounds) along with search software enabling a user to look up a particular spectrum (and conditions under which it was run) or to match an unknown spectrum. All spectra were determined at the NCLI under carefully controlled conditions.…”

Section: Brief Survey Of Automated Analytical Databasesmentioning

confidence: 99%

Numeric databases for chemical analysis

Lias¹

1989

J. RES. NATL. BUR. STAN.

View full text Add to dashboard Cite

Databases for use with analytical chemistry instrumental techniques are surveyed, with attention to existing databases and collection efforts now underway, as well as needs for new data-bases. Collections of spectra for use in NMR, infrared spectroscopy, and mass spectroscopy are described. Using mass spectral databases as an example, a critique is presented of automated quality control procedures used to evaluate individual spectra in large collections; the kinds of problems which have been en-countered in using these procedures are discussed. Finally, a brief critical review is presented covering the application of computers to the identification of unknown compounds using spectral data-bases; again, algorithms used with mass spectrometry are taken as the example. Ongoing work at NIST with the NIST/EPA/MSDC Mass Spectral Database is concerned with many of these problems; recent developments are described.

show abstract

An Integrated Spectral Data Base System Including IR, MS, 1H-NMR, 13C-NMR, ESR and Raman Spectra

Cited by 42 publications

References 5 publications

13C NMR chemical shift as a probe for estimating the conformation of aromatic groups in the solid state. 1. Biphenyls

13C NMR chemical shift as a probe for estimating the conformation of aromatic groups in the solid state. 1. Biphenyls

NMR spectroscopic search module for Spektraris, an online resource for plant natural product identification – Taxane diterpenoids from Taxus×media cell suspension cultures as a case study

Numeric databases for chemical analysis

Contact Info

Product

Resources

About