rdf:type |
|
lifeskim:mentions |
umls-concept:C0031330,
umls-concept:C0182400,
umls-concept:C0205314,
umls-concept:C0220781,
umls-concept:C0220825,
umls-concept:C0242402,
umls-concept:C0243072,
umls-concept:C0679622,
umls-concept:C1707689,
umls-concept:C1883254,
umls-concept:C2603343
|
pubmed:issue |
12
|
pubmed:dateCreated |
2008-12-18
|
pubmed:abstractText |
A generally applicable strategy of chemically labeling (-)-morphine (1) is described. The synthesis starts from commercially available starting materials and can be completed in two steps with an overall yield of 23%. In silico simulation and NMR results show that the binding of (-)-morphine to one of its molecular targets, toll-like receptor 4 (TLR4), was not affected by the modification. Secreted embryonic alkaline phosphatase (SEAP) reporter assay results demonstrate that C(3) biotinylated and unmodified (-)-morphine show similar biological activities in live cells. To our knowledge, these studies provide the first practical and concise method to label various opioid derivatives, a group of important therapeutics in pain management, for biochemical/pharmacological studies.
|
pubmed:grant |
|
pubmed:commentsCorrections |
|
pubmed:language |
eng
|
pubmed:journal |
|
pubmed:citationSubset |
IM
|
pubmed:chemical |
|
pubmed:status |
MEDLINE
|
pubmed:month |
Dec
|
pubmed:issn |
1520-4812
|
pubmed:author |
|
pubmed:issnType |
Electronic
|
pubmed:volume |
19
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
2585-9
|
pubmed:dateRevised |
2011-8-1
|
pubmed:meshHeading |
pubmed-meshheading:19090701-Analgesics, Opioid,
pubmed-meshheading:19090701-Animals,
pubmed-meshheading:19090701-Biotinylation,
pubmed-meshheading:19090701-Cattle,
pubmed-meshheading:19090701-Cell Line,
pubmed-meshheading:19090701-Computational Biology,
pubmed-meshheading:19090701-Drug Design,
pubmed-meshheading:19090701-Humans,
pubmed-meshheading:19090701-Magnetic Resonance Spectroscopy,
pubmed-meshheading:19090701-Models, Molecular,
pubmed-meshheading:19090701-Molecular Conformation,
pubmed-meshheading:19090701-Morphine,
pubmed-meshheading:19090701-Toll-Like Receptor 4
|
pubmed:year |
2008
|
pubmed:articleTitle |
Design, synthesis, and evaluation of biotinylated opioid derivatives as novel probes to study opioid pharmacology.
|
pubmed:affiliation |
Department of Chemistry and Biochemistry, 215 UCB, University of Colorado at Boulder, Boulder, Colorado 80309-0215, USA.
|
pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't,
Research Support, N.I.H., Extramural
|