Complex Mixture Analysis of Organic Compounds in Yogurt by NMR Spectroscopy

NMR measurements do not require separation and chemical modification of samples and therefore rapidly and directly provide non-targeted information on chemical components in complex mixtures. In this study, one-dimensional (1H, 13C, and 31P) and two-dimensional (1H-13C and 1H-31P) NMR spectroscopy w...

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Main Authors: Yi Lu, Fangyu Hu, Takuya Miyakawa, Masaru Tanokura
Format: Article
Language:English
Published: MDPI AG 2016-06-01
Series:Metabolites
Subjects:
Online Access:http://www.mdpi.com/2218-1989/6/2/19
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author Yi Lu
Fangyu Hu
Takuya Miyakawa
Masaru Tanokura
author_facet Yi Lu
Fangyu Hu
Takuya Miyakawa
Masaru Tanokura
author_sort Yi Lu
collection DOAJ
description NMR measurements do not require separation and chemical modification of samples and therefore rapidly and directly provide non-targeted information on chemical components in complex mixtures. In this study, one-dimensional (1H, 13C, and 31P) and two-dimensional (1H-13C and 1H-31P) NMR spectroscopy were conducted to analyze yogurt without any pretreatment. 1H, 13C, and 31P NMR signals were assigned to 10 types of compounds. The signals of α/β-lactose and α/β-galactose were separately observed in the 1H NMR spectra. In addition, the signals from the acyl chains of milk fats were also successfully identified but overlapped with many other signals. Quantitative difference spectra were obtained by subtracting the diffusion ordered spectroscopy (DOSY) spectra from the quantitative 1H NMR spectra. This method allowed us to eliminate interference on the overlaps; therefore, the correct intensities of signals overlapped with those from the acyl chains of milk fat could be determined directly without separation. Moreover, the 1H-31P HMBC spectra revealed for the first time that N-acetyl-d-glucosamine-1-phosphate is contained in yogurt.
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spelling doaj.art-a2695d4722564b71a1ed58973c9807c52022-12-21T19:42:01ZengMDPI AGMetabolites2218-19892016-06-01621910.3390/metabo6020019metabo6020019Complex Mixture Analysis of Organic Compounds in Yogurt by NMR SpectroscopyYi Lu0Fangyu Hu1Takuya Miyakawa2Masaru Tanokura3Department of Applied Biological Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113-8657, JapanDepartment of Applied Biological Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113-8657, JapanDepartment of Applied Biological Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113-8657, JapanDepartment of Applied Biological Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113-8657, JapanNMR measurements do not require separation and chemical modification of samples and therefore rapidly and directly provide non-targeted information on chemical components in complex mixtures. In this study, one-dimensional (1H, 13C, and 31P) and two-dimensional (1H-13C and 1H-31P) NMR spectroscopy were conducted to analyze yogurt without any pretreatment. 1H, 13C, and 31P NMR signals were assigned to 10 types of compounds. The signals of α/β-lactose and α/β-galactose were separately observed in the 1H NMR spectra. In addition, the signals from the acyl chains of milk fats were also successfully identified but overlapped with many other signals. Quantitative difference spectra were obtained by subtracting the diffusion ordered spectroscopy (DOSY) spectra from the quantitative 1H NMR spectra. This method allowed us to eliminate interference on the overlaps; therefore, the correct intensities of signals overlapped with those from the acyl chains of milk fat could be determined directly without separation. Moreover, the 1H-31P HMBC spectra revealed for the first time that N-acetyl-d-glucosamine-1-phosphate is contained in yogurt.http://www.mdpi.com/2218-1989/6/2/19NMRassignmentyogurtcomplex mixture analysisexisting stateDOSYquantification
spellingShingle Yi Lu
Fangyu Hu
Takuya Miyakawa
Masaru Tanokura
Complex Mixture Analysis of Organic Compounds in Yogurt by NMR Spectroscopy
Metabolites
NMR
assignment
yogurt
complex mixture analysis
existing state
DOSY
quantification
title Complex Mixture Analysis of Organic Compounds in Yogurt by NMR Spectroscopy
title_full Complex Mixture Analysis of Organic Compounds in Yogurt by NMR Spectroscopy
title_fullStr Complex Mixture Analysis of Organic Compounds in Yogurt by NMR Spectroscopy
title_full_unstemmed Complex Mixture Analysis of Organic Compounds in Yogurt by NMR Spectroscopy
title_short Complex Mixture Analysis of Organic Compounds in Yogurt by NMR Spectroscopy
title_sort complex mixture analysis of organic compounds in yogurt by nmr spectroscopy
topic NMR
assignment
yogurt
complex mixture analysis
existing state
DOSY
quantification
url http://www.mdpi.com/2218-1989/6/2/19
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AT fangyuhu complexmixtureanalysisoforganiccompoundsinyogurtbynmrspectroscopy
AT takuyamiyakawa complexmixtureanalysisoforganiccompoundsinyogurtbynmrspectroscopy
AT masarutanokura complexmixtureanalysisoforganiccompoundsinyogurtbynmrspectroscopy