| pubmed-article:2480940 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:2480940 | lifeskim:mentions | umls-concept:C0022947 | lld:lifeskim |
| pubmed-article:2480940 | lifeskim:mentions | umls-concept:C0030956 | lld:lifeskim |
| pubmed-article:2480940 | lifeskim:mentions | umls-concept:C0333051 | lld:lifeskim |
| pubmed-article:2480940 | lifeskim:mentions | umls-concept:C0220781 | lld:lifeskim |
| pubmed-article:2480940 | lifeskim:mentions | umls-concept:C1883254 | lld:lifeskim |
| pubmed-article:2480940 | lifeskim:mentions | umls-concept:C0439596 | lld:lifeskim |
| pubmed-article:2480940 | pubmed:issue | 3 | lld:pubmed |
| pubmed-article:2480940 | pubmed:dateCreated | 1990-2-2 | lld:pubmed |
| pubmed-article:2480940 | pubmed:abstractText | The N,O-acyl shift was investigated as a method for the synthesis of an O-peptide or peptide lactone from a linear or cyclic peptide respectively. Protected derivatives of glycyl-L-threonine could be converted to O-peptides by the action of HCl/dioxane at room temperature and N-acylated under conditions which precluded a reverse O,N-acyl shift. For effecting N,O-acyl shift in cyclo(Thr-D-Val-Pro-Sar-MeAla) this reagent was unsatisfactory and p-toluenesulfonic acid in dioxane at 80 degrees was used instead. The resulting crystalline peptide lactone p-toluenesulfonate salt was N-acylated with 3-benzyloxy-4-methyl-2-nitrobenzoyl chloride to afford a known intermediate in the synthesis of 5,5'-MeAla actinomycin D. This approach constitutes a novel synthetic route to actinomycins and potentially to other peptide lactone antibiotics. | lld:pubmed |
| pubmed-article:2480940 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:2480940 | pubmed:language | eng | lld:pubmed |
| pubmed-article:2480940 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:2480940 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:2480940 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:2480940 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:2480940 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:2480940 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:2480940 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:2480940 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:2480940 | pubmed:month | Sep | lld:pubmed |
| pubmed-article:2480940 | pubmed:issn | 0367-8377 | lld:pubmed |
| pubmed-article:2480940 | pubmed:author | pubmed-author:MaugerA BAB | lld:pubmed |
| pubmed-article:2480940 | pubmed:author | pubmed-author:StuartO AOA | lld:pubmed |
| pubmed-article:2480940 | pubmed:issnType | Print | lld:pubmed |
| pubmed-article:2480940 | pubmed:volume | 34 | lld:pubmed |
| pubmed-article:2480940 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:2480940 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:2480940 | pubmed:pagination | 196-9 | lld:pubmed |
| pubmed-article:2480940 | pubmed:dateRevised | 2008-11-21 | lld:pubmed |
| pubmed-article:2480940 | pubmed:meshHeading | pubmed-meshheading:2480940-... | lld:pubmed |
| pubmed-article:2480940 | pubmed:meshHeading | pubmed-meshheading:2480940-... | lld:pubmed |
| pubmed-article:2480940 | pubmed:meshHeading | pubmed-meshheading:2480940-... | lld:pubmed |
| pubmed-article:2480940 | pubmed:meshHeading | pubmed-meshheading:2480940-... | lld:pubmed |
| pubmed-article:2480940 | pubmed:meshHeading | pubmed-meshheading:2480940-... | lld:pubmed |
| pubmed-article:2480940 | pubmed:meshHeading | pubmed-meshheading:2480940-... | lld:pubmed |
| pubmed-article:2480940 | pubmed:meshHeading | pubmed-meshheading:2480940-... | lld:pubmed |
| pubmed-article:2480940 | pubmed:meshHeading | pubmed-meshheading:2480940-... | lld:pubmed |
| pubmed-article:2480940 | pubmed:meshHeading | pubmed-meshheading:2480940-... | lld:pubmed |
| pubmed-article:2480940 | pubmed:meshHeading | pubmed-meshheading:2480940-... | lld:pubmed |
| pubmed-article:2480940 | pubmed:meshHeading | pubmed-meshheading:2480940-... | lld:pubmed |
| pubmed-article:2480940 | pubmed:meshHeading | pubmed-meshheading:2480940-... | lld:pubmed |
| pubmed-article:2480940 | pubmed:year | 1989 | lld:pubmed |
| pubmed-article:2480940 | pubmed:articleTitle | Synthesis of an actinomycin-related peptide lactone from the corresponding cyclic pentapeptide by N,O-acyl shift. | lld:pubmed |
| pubmed-article:2480940 | pubmed:affiliation | Medlantic Research Foundation, Washington, D.C. | lld:pubmed |
| pubmed-article:2480940 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:2480940 | pubmed:publicationType | Research Support, U.S. Gov't, P.H.S. | lld:pubmed |
