Journal article
Synthesis and application of a photoaffinity analog of dehydroepiandrosterone (DHEA)
Bioorganic & medicinal chemistry letters, Vol.20(3), pp.1153-1155
2010
DOI: 10.1016/j.bmcl.2009.12.019
PMCID: PMC2818606
PMID: 20031404
Abstract
A novel analog of DHEA, carrying both benzophenone and biotin groups, retains the biological activity of DHEA and can be used for analysis and isolation of cellular DHEA binding sites.
We have synthesized an analog of dehydroepiandrosterone (DHEA,
1) containing both a benzophenone (BP) and a biotin (Bt) group (DHEA–BP–Bt,
8). Compound
8 was prepared by functionalization on C-17 of
1. Biocytin was reacted with 4-benzoylbenzoic acid and the product was condensed with
1 containing a diamine–hexane linker. We detected specific protein bands of approximately 55, 80, and 150
kDa by SDS–PAGE analysis of vascular endothelial cell plasma membranes which had been photoirradiated in the presence of
8.
Details
- Title: Subtitle
- Synthesis and application of a photoaffinity analog of dehydroepiandrosterone (DHEA)
- Creators
- Horacio F Olivo - Division of Medicinal and Natural Products Chemistry, College of Pharmacy, University of Iowa, USANury Perez-Hernandez - Division of Medicinal and Natural Products Chemistry, College of Pharmacy, University of Iowa, USADongmin Liu - Division of Endocrinology, Department of Internal Medicine, Roy J. and Lucille A. Carver College of Medicine, University of Iowa, USAMary Iruthayanathan - Division of Endocrinology, Department of Internal Medicine, Roy J. and Lucille A. Carver College of Medicine, University of Iowa, USABrianne O’Leary - Research Service, Department of Veterans Affairs Medical Center, Iowa City, Iowa, USALaurie L Homan - Division of Endocrinology, Department of Internal Medicine, Roy J. and Lucille A. Carver College of Medicine, University of Iowa, USAJoseph S Dillon - Division of Endocrinology, Department of Internal Medicine, Roy J. and Lucille A. Carver College of Medicine, University of Iowa, USA
- Resource Type
- Journal article
- Publication Details
- Bioorganic & medicinal chemistry letters, Vol.20(3), pp.1153-1155
- DOI
- 10.1016/j.bmcl.2009.12.019
- PMID
- 20031404
- PMCID
- PMC2818606
- NLM abbreviation
- Bioorg Med Chem Lett
- ISSN
- 0960-894X
- eISSN
- 1464-3405
- Publisher
- Elsevier Ltd
- Language
- English
- Date published
- 2010
- Academic Unit
- Surgery; Fraternal Order of Eagles Diabetes Research Center; Endocrinology and Metabolism; Internal Medicine
- Record Identifier
- 9984094617302771
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