Identification of C-glycopyranosides and C-glycofuranosides by 13C NMR and 1H NMR. Complete assignment of their spectral data using carbon-proton chemical shift correlation spectroscopy
C‐Glycopyranosides and C‐glycofuranosides were identified using 13C and 1H chemical shift and coupling constant data. Full assignments for all α‐ and β‐anomers were made possible by recourse to carbon–proton chemical shift correlation spectroscopy. Greater steric shielding effects were observed on t...
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Veröffentlicht in: | Magnetic resonance in chemistry 1988-12, Vol.26 (12), p.1062-1067 |
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creator | Wright, Brian Hughes, Leslie R. Qureshi, Sheila S. Davidson, Alan H. |
description | C‐Glycopyranosides and C‐glycofuranosides were identified using 13C and 1H chemical shift and coupling constant data. Full assignments for all α‐ and β‐anomers were made possible by recourse to carbon–proton chemical shift correlation spectroscopy. Greater steric shielding effects were observed on the carbon atoms in cis‐1,2‐substituted compounds compared with their trans counterparts. Consistent proton chemical shift differences were also noted in that the anomeric protons resonate at lower field in all cis‐1,2‐isomers. |
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Complete assignment of their spectral data using carbon-proton chemical shift correlation spectroscopy</title><source>Wiley Journals</source><creator>Wright, Brian ; Hughes, Leslie R. ; Qureshi, Sheila S. ; Davidson, Alan H.</creator><creatorcontrib>Wright, Brian ; Hughes, Leslie R. ; Qureshi, Sheila S. ; Davidson, Alan H.</creatorcontrib><description>C‐Glycopyranosides and C‐glycofuranosides were identified using 13C and 1H chemical shift and coupling constant data. Full assignments for all α‐ and β‐anomers were made possible by recourse to carbon–proton chemical shift correlation spectroscopy. Greater steric shielding effects were observed on the carbon atoms in cis‐1,2‐substituted compounds compared with their trans counterparts. Consistent proton chemical shift differences were also noted in that the anomeric protons resonate at lower field in all cis‐1,2‐isomers.</description><identifier>ISSN: 0749-1581</identifier><identifier>EISSN: 1097-458X</identifier><identifier>DOI: 10.1002/mrc.1260261206</identifier><identifier>CODEN: MRCHEG</identifier><language>eng</language><publisher>Chichester, UK: John Wiley & Sons, Ltd</publisher><subject>13C NMR 2D NMR ; Atomic and molecular physics ; C-Glycofuranosides ; C-Glycopyranosides ; Exact sciences and technology ; Molecular properties and interactions with photons ; Nuclear resonance and relaxation ; Physics</subject><ispartof>Magnetic resonance in chemistry, 1988-12, Vol.26 (12), p.1062-1067</ispartof><rights>Copyright © 1988 John Wiley & Sons, Ltd.</rights><rights>1989 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fmrc.1260261206$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fmrc.1260261206$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=7114394$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Wright, Brian</creatorcontrib><creatorcontrib>Hughes, Leslie R.</creatorcontrib><creatorcontrib>Qureshi, Sheila S.</creatorcontrib><creatorcontrib>Davidson, Alan H.</creatorcontrib><title>Identification of C-glycopyranosides and C-glycofuranosides by 13C NMR and 1H NMR. Complete assignment of their spectral data using carbon-proton chemical shift correlation spectroscopy</title><title>Magnetic resonance in chemistry</title><addtitle>Magn. Reson. Chem</addtitle><description>C‐Glycopyranosides and C‐glycofuranosides were identified using 13C and 1H chemical shift and coupling constant data. Full assignments for all α‐ and β‐anomers were made possible by recourse to carbon–proton chemical shift correlation spectroscopy. Greater steric shielding effects were observed on the carbon atoms in cis‐1,2‐substituted compounds compared with their trans counterparts. Consistent proton chemical shift differences were also noted in that the anomeric protons resonate at lower field in all cis‐1,2‐isomers.</description><subject>13C NMR 2D NMR</subject><subject>Atomic and molecular physics</subject><subject>C-Glycofuranosides</subject><subject>C-Glycopyranosides</subject><subject>Exact sciences and technology</subject><subject>Molecular properties and interactions with photons</subject><subject>Nuclear resonance and relaxation</subject><subject>Physics</subject><issn>0749-1581</issn><issn>1097-458X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1988</creationdate><recordtype>article</recordtype><recordid>eNpFkU-P0zAQxS0EEmXhytkHrikex47rI4rY7UrtIq34Jy7W1HFaQxJHtleQj8a3IyWwPdkevzfzGz1CXgNbA2P8bR_tGnjFeAWcVU_ICphWhZCbr0_JiimhC5AbeE5epPSdMaa1Klfk923jhuxbbzH7MNDQ0ro4dpMN4xRxCMk3LlEcmv_l9uFSPkwUypre7e__KmB7vq5pHfqxc9lRTMkfh34ecO6bT85HmkZnc8SONpiRPiQ_HKnFeAhDMcaQZwR7cv2M09F08m2mNsTouoVuMYd0pntJnrXYJffq33lFPl2__1hvi92Hm9v63a7wAKoqNpsKNChkHJpWc4FKorJSM3bQpTxUGhEsFwyFEhVI7USrQDSgnWSScyivyJul74hppmrn9a1PZoy-xzgZBSBKLWaZXmQ_feemx29g5hyOmcMxl3DM_r6-vGZvsXh9yu7XoxfjD1OpUknz5e7G6Otviu-2n82-_APeCpav</recordid><startdate>198812</startdate><enddate>198812</enddate><creator>Wright, Brian</creator><creator>Hughes, Leslie R.</creator><creator>Qureshi, Sheila S.</creator><creator>Davidson, Alan H.</creator><general>John Wiley & Sons, Ltd</general><general>Wiley</general><scope>BSCLL</scope><scope>IQODW</scope></search><sort><creationdate>198812</creationdate><title>Identification of C-glycopyranosides and C-glycofuranosides by 13C NMR and 1H NMR. 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Complete assignment of their spectral data using carbon-proton chemical shift correlation spectroscopy</atitle><jtitle>Magnetic resonance in chemistry</jtitle><addtitle>Magn. Reson. Chem</addtitle><date>1988-12</date><risdate>1988</risdate><volume>26</volume><issue>12</issue><spage>1062</spage><epage>1067</epage><pages>1062-1067</pages><issn>0749-1581</issn><eissn>1097-458X</eissn><coden>MRCHEG</coden><abstract>C‐Glycopyranosides and C‐glycofuranosides were identified using 13C and 1H chemical shift and coupling constant data. Full assignments for all α‐ and β‐anomers were made possible by recourse to carbon–proton chemical shift correlation spectroscopy. Greater steric shielding effects were observed on the carbon atoms in cis‐1,2‐substituted compounds compared with their trans counterparts. Consistent proton chemical shift differences were also noted in that the anomeric protons resonate at lower field in all cis‐1,2‐isomers.</abstract><cop>Chichester, UK</cop><pub>John Wiley & Sons, Ltd</pub><doi>10.1002/mrc.1260261206</doi><tpages>6</tpages></addata></record> |
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subjects | 13C NMR 2D NMR Atomic and molecular physics C-Glycofuranosides C-Glycopyranosides Exact sciences and technology Molecular properties and interactions with photons Nuclear resonance and relaxation Physics |
title | Identification of C-glycopyranosides and C-glycofuranosides by 13C NMR and 1H NMR. Complete assignment of their spectral data using carbon-proton chemical shift correlation spectroscopy |
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