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dc.creatorBjelaković, Mira
dc.creatorKrstić, Natalija
dc.creatorJuranić, Nenad
dc.creatorDabović, Milan
dc.creatorGojković, S.V.
dc.creatorKessler, M.
dc.creatorKalvoda, J.
dc.creatorPavlović, Vladimir D.
dc.date.accessioned2019-01-30T17:16:31Z
dc.date.available2019-01-30T17:16:31Z
dc.date.issued2007
dc.identifier.issn0040-4020
dc.identifier.urihttp://cer.ihtm.bg.ac.rs/handle/123456789/358
dc.description.abstractWe report herein the synthesis of a novel modified steroid with two rigidly positioned amino acids in C- and N-protected forms (Gly-OtBu and N-Fmoc-l-Phe) at the angular positions (C-18 methylamino group and C-19 carboxylic function) of the steroid nucleus via amide bonds, starting from 18-cyanopregnenolone acetate over 10 steps. In an attempt to gain more insight into the structural and conformational features of this novel 18-Phe,19-Gly-containing steroidal compound, we describe the detailed 2D NMR spectral analysis. Despite the large size and the conformational flexibility of the amino acid units in this molecule, conformational analysis by NOESY connectivities showed the existence of mainly one conformation (∼95%) in CDCl3 solution with approximately parallel orientation of the phenylalanine and glycine moieties.en
dc.publisherPergamon-Elsevier Science Ltd, Oxford
dc.relationinfo:eu-repo/grantAgreement/MESTD/MPN2006-2010/142033/RS//
dc.rightsrestrictedAccess
dc.sourceTetrahedron
dc.subject18-Cyanopregnenolone acetateen
dc.subject18-Phe,19-Gly-containing steroidal compounden
dc.subject2D NMR analysisen
dc.subjectSTAP concepten
dc.titleSteroid template associated peptides: design, synthesis and 2D NMR characterization of a novel protected 18-Phe,19-Gly-containing steroidal compounden
dc.typearticle
dc.rights.licenseARR
dcterms.abstractБјелаковић, Мира; Јуранић, Н.; Дабовић, М.М.; Гојковић, С.В.; Кесслер, М.; Калвода, Ј.; Павловић, Владимир Д.; Крстић, Наталија;
dc.citation.volume63
dc.citation.issue40
dc.citation.spage9960
dc.citation.epage9969
dc.citation.other63(40): 9960-9969
dc.citation.rankM21
dc.identifier.doi10.1016/j.tet.2007.07.056
dc.identifier.rcubConv_4073
dc.identifier.scopus2-s2.0-34547982305
dc.identifier.wos000252092100005
dc.type.versionpublishedVersion


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