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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
12
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pubmed:dateCreated |
2007-6-4
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pubmed:abstractText |
A regiochemical and stereochemical mixture of flexible linkers bearing terminal azide functionality was synthesized in two steps from squalene and was used to connect two high affinity NDP-alpha-MSH ligands or two low affinity MSH(4) ligands. The ligands were N-terminally acylated using N-hydroxysuccinimidoyl 5-hexynoate and were subsequently attached to the linker via copper-catalyzed 'click' 3+2 cyclization of the azide and alkyne moieties. In vitro biological evaluations showed that the binding affinity to the human melanocortin 4 receptor was not diminished for most linker-ligand combinations relative to the corresponding parental ligand. Statistical and cooperative binding effects were observed for dimeric constructs containing the low affinity ligand MSH(4), but not for dimeric NDP-alpha-MSH constructs, presumably due to slow off rates for this high affinity ligand.
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pubmed:grant |
http://linkedlifedata.com/resource/pubmed/grant/P30 CA 23074,
http://linkedlifedata.com/resource/pubmed/grant/P30 CA023074-219022,
http://linkedlifedata.com/resource/pubmed/grant/P30 CA023074-229022,
http://linkedlifedata.com/resource/pubmed/grant/P30 CA023074-22S19022,
http://linkedlifedata.com/resource/pubmed/grant/P30 CA023074-22S29022,
http://linkedlifedata.com/resource/pubmed/grant/P30 CA023074-239022,
http://linkedlifedata.com/resource/pubmed/grant/P30 CA023074-249022,
http://linkedlifedata.com/resource/pubmed/grant/P30 CA023074-259022,
http://linkedlifedata.com/resource/pubmed/grant/P30 CA023074-269022,
http://linkedlifedata.com/resource/pubmed/grant/R01 CA 97360,
http://linkedlifedata.com/resource/pubmed/grant/R01 CA097360-01A1,
http://linkedlifedata.com/resource/pubmed/grant/R01 CA097360-02,
http://linkedlifedata.com/resource/pubmed/grant/R01 CA097360-03,
http://linkedlifedata.com/resource/pubmed/grant/R01 CA097360-04,
http://linkedlifedata.com/resource/pubmed/grant/R21 CA095944-01,
http://linkedlifedata.com/resource/pubmed/grant/R33 CA 95944,
http://linkedlifedata.com/resource/pubmed/grant/R33 CA095944-02,
http://linkedlifedata.com/resource/pubmed/grant/R33 CA095944-03,
http://linkedlifedata.com/resource/pubmed/grant/R33 CA095944-04
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pubmed:commentsCorrections |
http://linkedlifedata.com/resource/pubmed/commentcorrection/17448660-11853434,
http://linkedlifedata.com/resource/pubmed/commentcorrection/17448660-12667092,
http://linkedlifedata.com/resource/pubmed/commentcorrection/17448660-14871072,
http://linkedlifedata.com/resource/pubmed/commentcorrection/17448660-15203329,
http://linkedlifedata.com/resource/pubmed/commentcorrection/17448660-15330631,
http://linkedlifedata.com/resource/pubmed/commentcorrection/17448660-15584863,
http://linkedlifedata.com/resource/pubmed/commentcorrection/17448660-16105507,
http://linkedlifedata.com/resource/pubmed/commentcorrection/17448660-2537778,
http://linkedlifedata.com/resource/pubmed/commentcorrection/17448660-2822931,
http://linkedlifedata.com/resource/pubmed/commentcorrection/17448660-6777774,
http://linkedlifedata.com/resource/pubmed/commentcorrection/17448660-6973820,
http://linkedlifedata.com/resource/pubmed/commentcorrection/17448660-8392067,
http://linkedlifedata.com/resource/pubmed/commentcorrection/17448660-8943000,
http://linkedlifedata.com/resource/pubmed/commentcorrection/17448660-9216831
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Alkynes,
http://linkedlifedata.com/resource/pubmed/chemical/Azides,
http://linkedlifedata.com/resource/pubmed/chemical/Copper,
http://linkedlifedata.com/resource/pubmed/chemical/Ligands,
http://linkedlifedata.com/resource/pubmed/chemical/N-hydroxysuccinimide suberic acid...,
http://linkedlifedata.com/resource/pubmed/chemical/Peptides,
http://linkedlifedata.com/resource/pubmed/chemical/Receptor, Melanocortin, Type 4,
http://linkedlifedata.com/resource/pubmed/chemical/Squalene,
http://linkedlifedata.com/resource/pubmed/chemical/Succinimides,
http://linkedlifedata.com/resource/pubmed/chemical/alpha-MSH
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pubmed:status |
MEDLINE
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pubmed:month |
Jun
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pubmed:issn |
0960-894X
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:day |
15
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pubmed:volume |
17
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
3310-3
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pubmed:dateRevised |
2011-5-3
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pubmed:meshHeading |
pubmed-meshheading:17448660-Alkynes,
pubmed-meshheading:17448660-Amino Acid Sequence,
pubmed-meshheading:17448660-Azides,
pubmed-meshheading:17448660-Binding Sites,
pubmed-meshheading:17448660-Catalysis,
pubmed-meshheading:17448660-Chromatography, High Pressure Liquid,
pubmed-meshheading:17448660-Copper,
pubmed-meshheading:17448660-Cyclization,
pubmed-meshheading:17448660-Dimerization,
pubmed-meshheading:17448660-Humans,
pubmed-meshheading:17448660-Ligands,
pubmed-meshheading:17448660-Mass Spectrometry,
pubmed-meshheading:17448660-Molecular Sequence Data,
pubmed-meshheading:17448660-Peptides,
pubmed-meshheading:17448660-Receptor, Melanocortin, Type 4,
pubmed-meshheading:17448660-Squalene,
pubmed-meshheading:17448660-Stereoisomerism,
pubmed-meshheading:17448660-Structure-Activity Relationship,
pubmed-meshheading:17448660-Succinimides,
pubmed-meshheading:17448660-alpha-MSH
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pubmed:year |
2007
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pubmed:articleTitle |
Squalene-derived flexible linkers for bioactive peptides.
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pubmed:affiliation |
Department of Chemistry, University of Arizona, Tucson, AZ 85721-0041, USA.
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pubmed:publicationType |
Journal Article,
Research Support, N.I.H., Extramural
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