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Article: Enzymatic synthesis and bioactivity of estradiol derivative conjugates with different amino acids

TitleEnzymatic synthesis and bioactivity of estradiol derivative conjugates with different amino acids
Authors
KeywordsChemoselectivity
Conjugate
Enzymatic Synthesis
Estrogen Receptor
Steroids
Issue Date2005
PublisherPergamon. The Journal's web site is located at http://www.elsevier.com/locate/tet
Citation
Tetrahedron, 2005, v. 61 n. 24, p. 5933-5941 How to Cite?
AbstractA series of N-protected amino acid-estradiol derivative conjugates have been synthesized by coupling of 17β-aminoestra-1,3,5 (10)-trien-3-ol (1) or 17β-hydrazonoestra-1,3,5 (10)-trien-3-ol (2) with different amino acids via the catalysis of subtilisin Carlsberg in organic solvent. Various factors, including the structure of amino acid residue, different N-protecting groups of amino acids, different esters of carboxyl group and water content of the reaction media that influence the efficiency of enzymatic reactions were systematically studied. In vitro biological activity studies revealed that the binding interactions between estradiol derivative conjugates and estrogen receptor can be affected by the properties of the conjugated amino acid, but the effects of the change in binding properties did not result in changes in biological activities in both MCF-7 and HeLa cell lines. © 2005 Elsevier Ltd. All rights reserved.
Persistent Identifierhttp://hdl.handle.net/10722/178884
ISSN
2015 Impact Factor: 2.645
2015 SCImago Journal Rankings: 0.991
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorYan, AXen_US
dc.contributor.authorChan, RYKen_US
dc.contributor.authorLau, WSen_US
dc.contributor.authorLee, KSen_US
dc.contributor.authorWong, MSen_US
dc.contributor.authorXing, GWen_US
dc.contributor.authorTian, GLen_US
dc.contributor.authorYe, YHen_US
dc.date.accessioned2012-12-19T09:50:24Z-
dc.date.available2012-12-19T09:50:24Z-
dc.date.issued2005en_US
dc.identifier.citationTetrahedron, 2005, v. 61 n. 24, p. 5933-5941en_US
dc.identifier.issn0040-4020en_US
dc.identifier.urihttp://hdl.handle.net/10722/178884-
dc.description.abstractA series of N-protected amino acid-estradiol derivative conjugates have been synthesized by coupling of 17β-aminoestra-1,3,5 (10)-trien-3-ol (1) or 17β-hydrazonoestra-1,3,5 (10)-trien-3-ol (2) with different amino acids via the catalysis of subtilisin Carlsberg in organic solvent. Various factors, including the structure of amino acid residue, different N-protecting groups of amino acids, different esters of carboxyl group and water content of the reaction media that influence the efficiency of enzymatic reactions were systematically studied. In vitro biological activity studies revealed that the binding interactions between estradiol derivative conjugates and estrogen receptor can be affected by the properties of the conjugated amino acid, but the effects of the change in binding properties did not result in changes in biological activities in both MCF-7 and HeLa cell lines. © 2005 Elsevier Ltd. All rights reserved.en_US
dc.languageengen_US
dc.publisherPergamon. The Journal's web site is located at http://www.elsevier.com/locate/teten_US
dc.relation.ispartofTetrahedronen_US
dc.subjectChemoselectivityen_US
dc.subjectConjugateen_US
dc.subjectEnzymatic Synthesisen_US
dc.subjectEstrogen Receptoren_US
dc.subjectSteroidsen_US
dc.titleEnzymatic synthesis and bioactivity of estradiol derivative conjugates with different amino acidsen_US
dc.typeArticleen_US
dc.identifier.emailYan, AX: ayan8@hku.hken_US
dc.identifier.authorityYan, AX=rp00823en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1016/j.tet.2005.02.090en_US
dc.identifier.scopuseid_2-s2.0-19744364985en_US
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-19744364985&selection=ref&src=s&origin=recordpageen_US
dc.identifier.volume61en_US
dc.identifier.issue24en_US
dc.identifier.spage5933en_US
dc.identifier.epage5941en_US
dc.identifier.isiWOS:000229671600027-
dc.publisher.placeUnited Kingdomen_US
dc.identifier.scopusauthoridYan, AX=8621667000en_US
dc.identifier.scopusauthoridChan, RYK=22233369800en_US
dc.identifier.scopusauthoridLau, WS=7402933267en_US
dc.identifier.scopusauthoridLee, KS=7501499950en_US
dc.identifier.scopusauthoridWong, MS=23394345200en_US
dc.identifier.scopusauthoridXing, GW=7103115645en_US
dc.identifier.scopusauthoridTian, GL=7202950710en_US
dc.identifier.scopusauthoridYe, YH=7401627480en_US

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