Aminopropylation of vitamin D hormone (1 alpha,25-dihydroxyvitamin D3), its biological precursors, and other steroidal alcohols: an anchoring moiety for affinity studies of sterols.
In this communication we describe a simple two-step procedure for the conversion of several steroidal alcohols to their aminopropyl ether derivatives. To demonstrate the usefulness of this procedure we synthesized a second-generation photoaffinity labeling analog of 1 alpha,25-dihydroxyvitamin D3, and a 25-hydroxyvitamin D3 derivative containing a long and chemically stable tether. Utilities of these aminopropyl ether derivatives of steroids in various affinity studies of receptor proteins are discussed.
Roy
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A
Vitamin D Laboratory, Boston University School of Medicine, Massachusetts 02118, USA.
Ray
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R
D000438:Alcohols / Q000737:chemistry*; D000478:Alkylation; D002117:Calcitriol / Q000737:chemistry*; D004987:Ethers / Q000138:chemical synthesis*; D009570:Nitriles / Q000737:chemistry*; D010084:Oxidation-Reduction; D013256:Steroids / Q000737:chemistry*
D000438:Alcohols; D004987:Ethers; D009570:Nitriles; D013256:Steroids; D002117:Calcitriol