| pubmed-article:17274657 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:17274657 | lifeskim:mentions | umls-concept:C0032594 | lld:lifeskim |
| pubmed-article:17274657 | lifeskim:mentions | umls-concept:C0220781 | lld:lifeskim |
| pubmed-article:17274657 | lifeskim:mentions | umls-concept:C1883254 | lld:lifeskim |
| pubmed-article:17274657 | lifeskim:mentions | umls-concept:C1707689 | lld:lifeskim |
| pubmed-article:17274657 | pubmed:issue | 6 | lld:pubmed |
| pubmed-article:17274657 | pubmed:dateCreated | 2007-3-9 | lld:pubmed |
| pubmed-article:17274657 | pubmed:abstractText | With the hope of mimicking the chemical and biological properties of natural 3-O-methylmannose-containing polysaccharides (MMPs), synthetic 3-O-methylmannose-containing polysaccharides (sMMPs) were designed and synthesized in a convergent manner. With little modification of the Mukaiyama glycosidation, high alpha-selectivity (>50:1 approximately >20:1) and yields (79 approximately 74%) were achieved for the key glycosidation steps. The exceptionally high alpha-selectivity observed was shown to be consequent to the selective anomerization of beta- to alpha-anomer under the glycosidation conditions. This glycosidation is well suited for a highly convergent oligosaccharide synthesis, particularly because of excellent chemical yields even when using approximately equal-sized donors and acceptors in an approximately 1:1 molar ratio. An iterative reaction sequence allowed the growing oligosaccharide to double in size after each cycle and led to an efficient synthesis of sMMP 8-, 12-, and 16-mers 18-20. | lld:pubmed |
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| pubmed-article:17274657 | pubmed:language | eng | lld:pubmed |
| pubmed-article:17274657 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:17274657 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:17274657 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:17274657 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
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| pubmed-article:17274657 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:17274657 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:17274657 | pubmed:month | Mar | lld:pubmed |
| pubmed-article:17274657 | pubmed:issn | 0022-3263 | lld:pubmed |
| pubmed-article:17274657 | pubmed:author | pubmed-author:KishiYoshitoY | lld:pubmed |
| pubmed-article:17274657 | pubmed:author | pubmed-author:LeeJinhwaJ | lld:pubmed |
| pubmed-article:17274657 | pubmed:author | pubmed-author:HsuMargaret... | lld:pubmed |
| pubmed-article:17274657 | pubmed:issnType | Print | lld:pubmed |
| pubmed-article:17274657 | pubmed:day | 16 | lld:pubmed |
| pubmed-article:17274657 | pubmed:volume | 72 | lld:pubmed |
| pubmed-article:17274657 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:17274657 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:17274657 | pubmed:pagination | 1931-40 | lld:pubmed |
| pubmed-article:17274657 | pubmed:dateRevised | 2009-11-18 | lld:pubmed |
| pubmed-article:17274657 | pubmed:meshHeading | pubmed-meshheading:17274657... | lld:pubmed |
| pubmed-article:17274657 | pubmed:meshHeading | pubmed-meshheading:17274657... | lld:pubmed |
| pubmed-article:17274657 | pubmed:meshHeading | pubmed-meshheading:17274657... | lld:pubmed |
| pubmed-article:17274657 | pubmed:meshHeading | pubmed-meshheading:17274657... | lld:pubmed |
| pubmed-article:17274657 | pubmed:meshHeading | pubmed-meshheading:17274657... | lld:pubmed |
| pubmed-article:17274657 | pubmed:meshHeading | pubmed-meshheading:17274657... | lld:pubmed |
| pubmed-article:17274657 | pubmed:year | 2007 | lld:pubmed |
| pubmed-article:17274657 | pubmed:articleTitle | Synthetic 3-O-methylmannose-containing polysaccharides (sMMPs): design and synthesis. | lld:pubmed |
| pubmed-article:17274657 | pubmed:affiliation | Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA. | lld:pubmed |
| pubmed-article:17274657 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:17274657 | pubmed:publicationType | Research Support, N.I.H., Extramural | lld:pubmed |
