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LIBRIS Formathandbok  (Information om MARC21)
FältnamnIndikatorerMetadata
00002721naa a2200289 4500
001oai:DiVA.org:umu-91165
003SwePub
008140715s2014 | |||||||||||000 ||eng|
024a https://urn.kb.se/resolve?urn=urn:nbn:se:umu:diva-911652 URI
024a https://doi.org/10.1039/c4ob00342j2 DOI
040 a (SwePub)umu
041 a engb eng
042 9 SwePub
072 7a ref2 swepub-contenttype
072 7a art2 swepub-publicationtype
100a Kindahl, Tomasu Umeå universitet,Kemiska institutionen4 aut0 (Swepub:umu)toskil02
2451 0a Efficient one-step synthesis of 4-amino substituted phthalimides and evaluation of their potential as fluorescent probes
264 1b Royal Society of Chemistry (RSC),c 2014
338 a print2 rdacarrier
520 a The phthalimide scaffold is recognized from bioactive compounds and marketed drugs, but can also be used as fluorescent probes by introducing a 4-amino substituent. Unfortunately, a general and convenient method to synthesize various 4-amino substituted phthalimides has been lacking. To overcome this, an atom efficient one-step synthesis of 4-amino substituted phthalimides in good to excellent yields that tolerate a wide range of substituents has been developed. Several of the generated compounds display interesting solvatochromic properties with high quantum yield of fluorescence in non-polar solvents that are significantly reduced in polar protic solvents. Many of these compounds displayed non-toxic properties and non-detectable unspecific binding and can thus potentially be linked to a substrate and used as fluorescent probes. Furthermore, bioactive and fluorescent 4-amino substituted phthalimides with IC50-values in the low micromolar range in cell-based assays have been identified and could be used to study uptake and distribution. The developed convenient synthetic method is thus valuable not only to construct fluorescent probes and fluorescent bioactive compounds to gain information about target binding, but also from a structure activity point of view in the various areas where the phthalimides have displayed activity.
650 7a NATURVETENSKAPx Kemix Organisk kemi0 (SwePub)104052 hsv//swe
650 7a NATURAL SCIENCESx Chemical Sciencesx Organic Chemistry0 (SwePub)104052 hsv//eng
700a Chorell, Eriku Umeå universitet,Kemiska institutionen4 aut0 (Swepub:umu)erkchl00
710a Umeå universitetb Kemiska institutionen4 org
773t Organic and biomolecular chemistryd : Royal Society of Chemistry (RSC)g 12:25, s. 4461-4470q 12:25<4461-4470x 1477-0520x 1477-0539
8564 8u https://urn.kb.se/resolve?urn=urn:nbn:se:umu:diva-91165
8564 8u https://doi.org/10.1039/c4ob00342j

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Kindahl, Tomas
Chorell, Erik
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NATURAL SCIENCES
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Umeå University

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