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Towards a New SPE Material for EDCs: Fully Automated Synthesis of a Library of Tripodal Receptors Followed by Fast Screening by Affinity LC
Author(s) -
Van der Plas Steven E.,
Van Hoeck Els,
Lynen Fréderic,
Sandra Pat,
Madder Annemieke
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200801290
Subject(s) - chemistry , solid phase synthesis , high performance liquid chromatography , estrogen receptor , combinatorial chemistry , receptor , chromatography , peptide , biochemistry , medicine , cancer , breast cancer
Abstract A series of human estrogen receptor (hER) mimics were synthesised. On the basis of the knowledge on the structure of the hormone binding domain of the hER, three different peptide chains were constructed onto a tripodal scaffold. By using a fully automated solid‐phase synthesis protocol, 120 members with known identity were synthesised in only a week. Affinity towards estrogenic compounds was checked by affinity LC. For this purpose, ethinylestradiol was “clicked” onto a modified‐silica phase, and the obtained material was packed into an HPLC column. The results stemming from the affinity LC experiments were confirmed by clicking one library member to silica and by using this solid phase to extract different endocrine‐disrupting chemicals (EDCs) from aqueous media. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)