Human Metabolome Database: 1H NMR Spectrum (1D, 500 MHz, H2O
HMDB ID: HMDB0000660. Compound name: D-Fructose. Spectrum type: 1 H NMR Spectrum (1D, 500 MHz, H 2 O, experimental) Disclaimer: While we have made our best-effort to label most spectral peaks, certain spectral features may not be fully annotated in all NMR spectra.
Assignment of 13 C NMR spectrum of D-fructose in D 2 O
Figure 2 shows the assignment of the 13 C NMR spectrum of D-Fructose which has a number of tautomers present in exchange when dissolved in D 2 O. From the D-fructose anomeric carbon region (C-2 ...
Analysis of Carbohydrates by Nuclear Magnetic Resonance ...
NMR spectroscopy has shown to be extremely useful for the characterization of glycan structures. Carbohydrates have two natural NMR-active nuclei: 1 H and 13 C. This chapter describes the identification of monosaccharides and glycans by the assignment of their protons and carbons, using the structural-reporter group concept and 2D NMR techniques, which additionally provide linkage and sequence ...
Complete 1H and 13C NMR spectral assignment of d-glucofuranose
Abstract. Although d -glucose is the most common sugar in nature, only a few NMR studies have focused on its minor furanose forms, and they have been limited to the anomeric position. Here, complete 1 H and 13 C NMR spectral analysis of α- and β- d -glucofuranose was performed, including signal assignment, chemical shifts, and coupling constants.
13 C NMR spectra of fructose (a), glucose (b), sucrose (c), and
Characteristics of SFS. 13 C NMR has been an important tool for the structural elucidation of carbohydrates. 16, 17 Figure 2 shows the 13 C NMR spectra of various sugars, such as fructose, glucose ...
A 13C NMR spectrometric method for the determination of intramolecular
Recent developments in 13 C NMR spectrometry have allowed the determination of intramolecular 13 C/ 12 C ratios with high precision. However, the analysis of carbohydrates requires their derivatization to constrain the anomeric carbon. Fructose has proved to be particularly problematic because of a byproduct occurring during derivatization and the complexity of the NMR spectrum of the derivative.
bmse000010 D-(-)-Fructose at BMRB
Set 1 Sample: multiple; see NMR-STAR file Conditions: temperature: 298K, pH: 7.4 Spectrometer: Bruker DMX - 500MHz
PDF A Solution NMR Approach To Determine the Chemical Structures of
NMR technique, HSQC-TOCSY, is then applied to fully define the covalent structure (i.e., the topological relationship between C−C, C−H, and O−H bonds) that must be established for a novel carbohydrate before proceeding to further conformational studies. This process also leads to complete assignment of all 1H and 13C resonances.
Metabolism of fructose in B-cells: A 13C NMR ...
In this study, using 13 C NMR spectroscopy and [U-13 C]fructose and [U-13 C]glucose as stable 13 C isotope tracers, we investigated the metabolic fate of fructose and glucose in B-cells. B-cells showed mitochondrial oxidation of fructose when administered alone, but showed diminished oxidation of fructose in the presence of glucose. On the ...
13 C NMR spectra of (a) fructose, (b) glucose, (c) sucrose, (d
Figure 2 shows the 13 C NMR spectra of various sugars, such as fructose, glucose, sucrose, raffinose, stachyose, and the SFS obtained in this study. As seen in Figure 2, all pure sugars showed ...
Analysis of the hydrolysis of inulin using real time 1H NMR
Glucose and fructose 1 H NMR spectroscopic assignments in D 2 O are also available in the literature, 42,47-49 demonstrating that glucose consists of two anomers in solution while fructose equilibrates into at least 5 different tautomers. 50-53 Despite the number of detectable species in solution, sufficiently separated resonances for each ...
Observation of the keto tautomer of D-fructose in D2O using 1H NMR
D-Fructose was analysed by NMR spectroscopy and previously unidentified 1 H NMR resonances were assigned to the keto and α-pyranose tautomers. The full assignment of shifts for the various fructose tautomers enabled the use of 1 H NMR spectroscopy in studies of the mutarotation (5 - 25 °C) and tautomeric composition at equilibrium (5 - 50 °C). ). The mutarotation of β-pyranose to ...
Prediction of the 1H and 13C NMR Spectra of α-d-Glucose in Water by DFT
We have applied computational protocols based on DFT and molecular dynamics simulations to the prediction of the alkyl 1H and 13C chemical shifts of α-d-glucose in water. Computed data have been compared with accurate experimental chemical shifts obtained in our laboratory. 13C chemical shifts do not show a marked solvent effect. In contrast, the results for 1H chemical shifts provided by ...
Primary Structure of Glycans by NMR Spectroscopy
1.2. Scope of the Review. Structural analysis of glycans by NMR spectroscopy described herein refers to the "primary structure" of carbohydrates being of natural origin, such as biological samples, or synthesized by chemical or enzymatic methods.
Human Metabolome Database: 13C NMR Spectrum (1D, 125 MHz, H2O
Spectrum Details. HMDB ID: HMDB0000660. Compound name: D-Fructose. Spectrum type: 13 C NMR Spectrum (1D, 125 MHz, H 2 O, experimental) Disclaimer: While we have made our best-effort to label most spectral peaks, certain spectral features may not be fully annotated in all NMR spectra.
Observation of the keto tautomer of d-fructose in D2O using 1H NMR
NIH-PA Author Manuscript Confirmation of the 1H NMR peak assignments for H1a, H1b and H3 was provided by heteronuclear 2D NMR techniques (HMBC and HMQC) for which correlations between the 1H NMR shifts and 13C NMR shifts agreed with literature 13C NMR assignments for the keto tautomer.15,24 This analysis, combined with further 2D NMR ...
A Solution NMR Approach To Determine the Chemical Structures of
1 H NMR assignments of the 10 −OH resonances (red) and 14 C-H resonances (bold) for the α- and β-anomers of glucose (100 mM) ... are both composed of glucose and fructose and have been included to illustrate a second kind of "missing" hydroxyl group that can be encountered in the −OH region of the HSQC-TOCSY spectrum.
Development of a 13 C NMR spectroscopic method for the ...
A simple, cost-effective, and environmentally friendly 13 C NMR method was developed and validated for the determination of sucrose, fructose, and glucose in aqueous extracts of the flesh, peel, and seed parts of pumpkin. The 13 C NMR method was validated to determine individual sugars using chemical shifts at δ 103.58, 98.07, and 96.45 ppm for sucrose, fructose, and glucose, respectively ...
Advanced NMR Approaches for a Detailed Structure Analysis of Natural
Nuclear magnetic resonance (NMR) spectroscopy is one of the most important instrumental analysis methods for natural products. Routine one-dimensional (1D) and two-dimensional (2D) NMR methods could be used to determine the complex structure of a compound by both an improvement to the hardware and the development of multi-pulse sequences.
An in Situ NMR Study of the Mechanism for the Catalytic Conversion of
The pathways for the formation of 5-hydroxymethylfurfural (HMF) by dehydration of d-fructose and for the formation of levulinic acid and formic acid from HMF by rehydration were investigated by in situ 13 C and 1 H NMR using both unlabeled and 13 C-labeled fructose. Water or DMSO was used as the solvent with Amberlyst 70, PO 4 3- /niobic acid, or sulfuric acid as catalysts.
Observation of the keto tautomer of d-fructose in D2O using 1H NMR
d-Fructose was analysed by NMR spectroscopy and previously unidentified 1 H NMR resonances were assigned to the keto and α-pyranose tautomers. The full assignment of shifts for the various fructose tautomers enabled the use of 1 H NMR spectroscopy in studies of the mutarotation (5-25 °C) and tautomeric composition at equilibrium (5-50 °C). The mutarotation of β-pyranose to furanose ...
Human Metabolome Database: 1H NMR Spectrum (1D, 500 MHz, H2O
Spectrum Details. HMDB ID: HMDB0000174. Compound name: L-Fucose. Spectrum type: 1 H NMR Spectrum (1D, 500 MHz, H 2 O, experimental) Disclaimer: While we have made our best-effort to label most spectral peaks, certain spectral features may not be fully annotated in all NMR spectra.
Maize Grain Metabolite Profiling by NMR: Effects of Growing Year ...
Assignments of 1 H NMR spectra of water-soluble maize grain extracts in D 2 O/phosphate buffer, Table 1, were based on 2D NMR experiments (1 H-1 H TOCSY, ... Traces of fructose and galactose were observed in the NMR spectra but were not quantified as they were below the limits of quantification. 3.1.3. Organic Acids
Human Metabolome Database: 13C NMR Spectrum (1D, 125 MHz, H2O
Spectrum Details. HMDB ID: HMDB0304632. Compound name: Glucose. Spectrum type: 13 C NMR Spectrum (1D, 125 MHz, H 2 O, experimental) Disclaimer: While we have made our best-effort to label most spectral peaks, certain spectral features may not be fully annotated in all NMR spectra.
COMMENTS
HMDB ID: HMDB0000660. Compound name: D-Fructose. Spectrum type: 1 H NMR Spectrum (1D, 500 MHz, H 2 O, experimental) Disclaimer: While we have made our best-effort to label most spectral peaks, certain spectral features may not be fully annotated in all NMR spectra.
Figure 2 shows the assignment of the 13 C NMR spectrum of D-Fructose which has a number of tautomers present in exchange when dissolved in D 2 O. From the D-fructose anomeric carbon region (C-2 ...
NMR spectroscopy has shown to be extremely useful for the characterization of glycan structures. Carbohydrates have two natural NMR-active nuclei: 1 H and 13 C. This chapter describes the identification of monosaccharides and glycans by the assignment of their protons and carbons, using the structural-reporter group concept and 2D NMR techniques, which additionally provide linkage and sequence ...
Abstract. Although d -glucose is the most common sugar in nature, only a few NMR studies have focused on its minor furanose forms, and they have been limited to the anomeric position. Here, complete 1 H and 13 C NMR spectral analysis of α- and β- d -glucofuranose was performed, including signal assignment, chemical shifts, and coupling constants.
Characteristics of SFS. 13 C NMR has been an important tool for the structural elucidation of carbohydrates. 16, 17 Figure 2 shows the 13 C NMR spectra of various sugars, such as fructose, glucose ...
Recent developments in 13 C NMR spectrometry have allowed the determination of intramolecular 13 C/ 12 C ratios with high precision. However, the analysis of carbohydrates requires their derivatization to constrain the anomeric carbon. Fructose has proved to be particularly problematic because of a byproduct occurring during derivatization and the complexity of the NMR spectrum of the derivative.
Set 1 Sample: multiple; see NMR-STAR file Conditions: temperature: 298K, pH: 7.4 Spectrometer: Bruker DMX - 500MHz
NMR technique, HSQC-TOCSY, is then applied to fully define the covalent structure (i.e., the topological relationship between C−C, C−H, and O−H bonds) that must be established for a novel carbohydrate before proceeding to further conformational studies. This process also leads to complete assignment of all 1H and 13C resonances.
In this study, using 13 C NMR spectroscopy and [U-13 C]fructose and [U-13 C]glucose as stable 13 C isotope tracers, we investigated the metabolic fate of fructose and glucose in B-cells. B-cells showed mitochondrial oxidation of fructose when administered alone, but showed diminished oxidation of fructose in the presence of glucose. On the ...
Figure 2 shows the 13 C NMR spectra of various sugars, such as fructose, glucose, sucrose, raffinose, stachyose, and the SFS obtained in this study. As seen in Figure 2, all pure sugars showed ...
Glucose and fructose 1 H NMR spectroscopic assignments in D 2 O are also available in the literature, 42,47-49 demonstrating that glucose consists of two anomers in solution while fructose equilibrates into at least 5 different tautomers. 50-53 Despite the number of detectable species in solution, sufficiently separated resonances for each ...
D-Fructose was analysed by NMR spectroscopy and previously unidentified 1 H NMR resonances were assigned to the keto and α-pyranose tautomers. The full assignment of shifts for the various fructose tautomers enabled the use of 1 H NMR spectroscopy in studies of the mutarotation (5 - 25 °C) and tautomeric composition at equilibrium (5 - 50 °C). ). The mutarotation of β-pyranose to ...
We have applied computational protocols based on DFT and molecular dynamics simulations to the prediction of the alkyl 1H and 13C chemical shifts of α-d-glucose in water. Computed data have been compared with accurate experimental chemical shifts obtained in our laboratory. 13C chemical shifts do not show a marked solvent effect. In contrast, the results for 1H chemical shifts provided by ...
1.2. Scope of the Review. Structural analysis of glycans by NMR spectroscopy described herein refers to the "primary structure" of carbohydrates being of natural origin, such as biological samples, or synthesized by chemical or enzymatic methods.
Spectrum Details. HMDB ID: HMDB0000660. Compound name: D-Fructose. Spectrum type: 13 C NMR Spectrum (1D, 125 MHz, H 2 O, experimental) Disclaimer: While we have made our best-effort to label most spectral peaks, certain spectral features may not be fully annotated in all NMR spectra.
NIH-PA Author Manuscript Confirmation of the 1H NMR peak assignments for H1a, H1b and H3 was provided by heteronuclear 2D NMR techniques (HMBC and HMQC) for which correlations between the 1H NMR shifts and 13C NMR shifts agreed with literature 13C NMR assignments for the keto tautomer.15,24 This analysis, combined with further 2D NMR ...
1 H NMR assignments of the 10 −OH resonances (red) and 14 C-H resonances (bold) for the α- and β-anomers of glucose (100 mM) ... are both composed of glucose and fructose and have been included to illustrate a second kind of "missing" hydroxyl group that can be encountered in the −OH region of the HSQC-TOCSY spectrum.
A simple, cost-effective, and environmentally friendly 13 C NMR method was developed and validated for the determination of sucrose, fructose, and glucose in aqueous extracts of the flesh, peel, and seed parts of pumpkin. The 13 C NMR method was validated to determine individual sugars using chemical shifts at δ 103.58, 98.07, and 96.45 ppm for sucrose, fructose, and glucose, respectively ...
Nuclear magnetic resonance (NMR) spectroscopy is one of the most important instrumental analysis methods for natural products. Routine one-dimensional (1D) and two-dimensional (2D) NMR methods could be used to determine the complex structure of a compound by both an improvement to the hardware and the development of multi-pulse sequences.
The pathways for the formation of 5-hydroxymethylfurfural (HMF) by dehydration of d-fructose and for the formation of levulinic acid and formic acid from HMF by rehydration were investigated by in situ 13 C and 1 H NMR using both unlabeled and 13 C-labeled fructose. Water or DMSO was used as the solvent with Amberlyst 70, PO 4 3- /niobic acid, or sulfuric acid as catalysts.
d-Fructose was analysed by NMR spectroscopy and previously unidentified 1 H NMR resonances were assigned to the keto and α-pyranose tautomers. The full assignment of shifts for the various fructose tautomers enabled the use of 1 H NMR spectroscopy in studies of the mutarotation (5-25 °C) and tautomeric composition at equilibrium (5-50 °C). The mutarotation of β-pyranose to furanose ...
Spectrum Details. HMDB ID: HMDB0000174. Compound name: L-Fucose. Spectrum type: 1 H NMR Spectrum (1D, 500 MHz, H 2 O, experimental) Disclaimer: While we have made our best-effort to label most spectral peaks, certain spectral features may not be fully annotated in all NMR spectra.
Assignments of 1 H NMR spectra of water-soluble maize grain extracts in D 2 O/phosphate buffer, Table 1, were based on 2D NMR experiments (1 H-1 H TOCSY, ... Traces of fructose and galactose were observed in the NMR spectra but were not quantified as they were below the limits of quantification. 3.1.3. Organic Acids
Spectrum Details. HMDB ID: HMDB0304632. Compound name: Glucose. Spectrum type: 13 C NMR Spectrum (1D, 125 MHz, H 2 O, experimental) Disclaimer: While we have made our best-effort to label most spectral peaks, certain spectral features may not be fully annotated in all NMR spectra.