Switch to
Predicate | Object |
---|---|
rdf:type | |
lifeskim:mentions | |
pubmed:dateCreated |
1994-8-24
|
pubmed:abstractText |
In the 1H NMR spectra of methyl 2,3,4- tri-O-acetyl-beta-D-glucopyranosyluronate-(1-->3)- 1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranose (6) and methyl 2,3,4-tri-O-acetyl-beta-D-glucopyranosyluronate-(1-->6)- 1,2:3,5-di-O-isopropylidene-alpha-D-glucofuranose (7), which were obtained by the reaction of 1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranose (1) with methyl 2,3,4-tri-O-acetyl-alpha-D-glucopyranosyluronate bromide (5) in the presence of Hg(CN)2 in 1:1 benzene-nitromethane at 45 degrees C, protons on both beta-D-glucopyranosyluronate rings were observed as very complex signals that could not be interpreted by first-order analysis. Similar complex signals were also observed for the protons on the beta-D-glucopyranosyluronate rings that were sugar components of some triterpenoidal glycosides (13-15). These complex signals were determined to be due to virtual long-range spin-spin coupling in the linear five-spin system on the glucopyranosyluronate rings of the glucuronides by 1H, 13C, H-C COSY, 1D HOHAHA, and spin-simulation spectroscopies.
|
pubmed:language |
eng
|
pubmed:journal | |
pubmed:citationSubset |
IM
|
pubmed:chemical | |
pubmed:status |
MEDLINE
|
pubmed:month |
May
|
pubmed:issn |
0008-6215
|
pubmed:author | |
pubmed:issnType |
Print
|
pubmed:day |
20
|
pubmed:volume |
258
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
59-75
|
pubmed:dateRevised |
2006-11-15
|
pubmed:meshHeading |
pubmed-meshheading:8039187-Carbohydrate Conformation,
pubmed-meshheading:8039187-Carbohydrate Sequence,
pubmed-meshheading:8039187-Disaccharides,
pubmed-meshheading:8039187-Glucuronates,
pubmed-meshheading:8039187-Hydrogen,
pubmed-meshheading:8039187-Indicators and Reagents,
pubmed-meshheading:8039187-Magnetic Resonance Spectroscopy,
pubmed-meshheading:8039187-Molecular Sequence Data,
pubmed-meshheading:8039187-Spectrometry, Mass, Fast Atom Bombardment,
pubmed-meshheading:8039187-Structure-Activity Relationship
|
pubmed:year |
1994
|
pubmed:articleTitle |
Virtual 1H-1H spin-spin coupling in a linear five-spin system on the pyranose rings of some glucuronides.
|
pubmed:affiliation |
Faculty of Pharmaceutical Sciences, Josai University, Saitama, Japan.
|
pubmed:publicationType |
Journal Article,
Comparative Study
|