Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
2
pubmed:dateCreated
2008-3-10
pubmed:abstractText
Green fluorescent protein (GFP) and homologous proteins possess a unique pathway of chromophore formation based on autocatalytic modification of their own amino acid residues. Green-to-red photoconvertible fluorescent protein Kaede carries His-Tyr-Gly chromophore-forming triad. Here, we describe synthesis of Kaede red chromophore (2-[(1E)-2-(5-imidazolyl)ethenyl]-4-(p-hydroxybenzylidene)-5-imidazolone) and its analogs that can be potentially formed by natural amino acid residues. Chromophores corresponding to the following tripeptides were obtained: His-Tyr-Gly, Trp-Tyr-Gly, Phe-Trp-Gly, Tyr-Trp-Gly, Asn-Tyr-Gly, Phe-Tyr-Gly, and Tyr-Tyr-Gly. In basic conditions they fluoresced red with relatively high quantum yield (up to 0.017 for Trp-derived compounds). The most red-shifted absorption peak at 595nm was found for the chromophore Trp-Tyr-Gly in basic DMSO. Surprisingly, in basic DMF non-aromatic Asn-derived chromophore Asn-Tyr-Gly demonstrated the most red-shifted emission maximum at 642 nm. Thus, Asn residue may be a promising substituent, which can potentially diversify posttranslational chemistry in GFP-like proteins.
pubmed:grant
pubmed:commentsCorrections
http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-11050230, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-11209050, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-11753367, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-11929996, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-11959493, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-11975619, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-12271129, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-12944297, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-14580354, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-15217617, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-15505211, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-15628861, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-15731765, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-15823036, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-15823037, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-15964985, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-16269193, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-16550175, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-16627946, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-16753144, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-16893165, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-16902090, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-16964606, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-17406330, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-17489230, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-17692334, http://linkedlifedata.com/resource/pubmed/commentcorrection/18262585-8942983
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Apr
pubmed:issn
1090-2120
pubmed:author
pubmed:issnType
Electronic
pubmed:volume
36
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
96-104
pubmed:dateRevised
2011-9-26
pubmed:meshHeading
pubmed:year
2008
pubmed:articleTitle
Synthesis and properties of the red chromophore of the green-to-red photoconvertible fluorescent protein Kaede and its analogs.
pubmed:affiliation
Institute of Bioorganic Chemistry, Lab of Molecular Techonologies, Miklukho-Maklaya 16/10, Moscow 117997, Russian Federation.
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't, Research Support, N.I.H., Extramural