| pubmed-article:20478556 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:20478556 | lifeskim:mentions | umls-concept:C0220781 | lld:lifeskim |
| pubmed-article:20478556 | lifeskim:mentions | umls-concept:C1883254 | lld:lifeskim |
| pubmed-article:20478556 | lifeskim:mentions | umls-concept:C0243071 | lld:lifeskim |
| pubmed-article:20478556 | pubmed:issue | 11 | lld:pubmed |
| pubmed-article:20478556 | pubmed:dateCreated | 2010-7-12 | lld:pubmed |
| pubmed-article:20478556 | pubmed:abstractText | Conformationally constrained amino acid analogs are widely used to probe the bioactive conformation of peptides. In this paper we report on the synthesis of hexafunctional allose-templated L- and D-hydroxyornithine and L- and D-hydroxyarginine analogs in which the allose-based polyol scaffold constrains the side chain of hydroxyornithine and hydroxyarginine in an extended conformation. The partially protected building blocks were selected for future use in solid-phase peptide synthesis using the Fmoc-strategy. The synthesis starts from a previously prepared C-glucosyl glycine analog. Multiple chemical protection-deprotection steps and an oxidation are used to prepare 3-keto-C-glucosyl analogs that serve as a precursor to install an amino function via reductive amination. Guanidinylation of the amino group provides access to allose-templated hydroxyarginine analogs. Both hexafunctional building blocks are further chemically modified to provide suitable protection for solid-phase peptide synthesis using the Fmoc-strategy. | lld:pubmed |
| pubmed-article:20478556 | pubmed:language | eng | lld:pubmed |
| pubmed-article:20478556 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:20478556 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:20478556 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:20478556 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:20478556 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:20478556 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:20478556 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:20478556 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:20478556 | pubmed:month | Jul | lld:pubmed |
| pubmed-article:20478556 | pubmed:issn | 1873-426X | lld:pubmed |
| pubmed-article:20478556 | pubmed:author | pubmed-author:SchweizerFran... | lld:pubmed |
| pubmed-article:20478556 | pubmed:author | pubmed-author:MondalDhananj... | lld:pubmed |
| pubmed-article:20478556 | pubmed:copyrightInfo | Copyright (c) 2010 Elsevier Ltd. All rights reserved. | lld:pubmed |
| pubmed-article:20478556 | pubmed:issnType | Electronic | lld:pubmed |
| pubmed-article:20478556 | pubmed:day | 19 | lld:pubmed |
| pubmed-article:20478556 | pubmed:volume | 345 | lld:pubmed |
| pubmed-article:20478556 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:20478556 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:20478556 | pubmed:pagination | 1533-40 | lld:pubmed |
| pubmed-article:20478556 | pubmed:meshHeading | pubmed-meshheading:20478556... | lld:pubmed |
| pubmed-article:20478556 | pubmed:meshHeading | pubmed-meshheading:20478556... | lld:pubmed |
| pubmed-article:20478556 | pubmed:meshHeading | pubmed-meshheading:20478556... | lld:pubmed |
| pubmed-article:20478556 | pubmed:meshHeading | pubmed-meshheading:20478556... | lld:pubmed |
| pubmed-article:20478556 | pubmed:meshHeading | pubmed-meshheading:20478556... | lld:pubmed |
| pubmed-article:20478556 | pubmed:year | 2010 | lld:pubmed |
| pubmed-article:20478556 | pubmed:articleTitle | Synthesis of allose-templated hydroxyornithine and hydroxyarginine analogs. | lld:pubmed |
| pubmed-article:20478556 | pubmed:affiliation | Department of Chemistry, University of Manitoba, Winnipeg, Manitoba, Canada. | lld:pubmed |
| pubmed-article:20478556 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:20478556 | pubmed:publicationType | Research Support, Non-U.S. Gov't | lld:pubmed |
