New steroid haptens for radioimmunoassay: synthesis of steroids substituted with thioether or ester linkages at the 2α-position
Haptens with bridge at the 2-position have not yet been explored.Radioimmunoassays with antibodies directed against 2α-alkyl bridged steroid haptens are expected to be highly specific due to greater topographical exposure and similarity in conformation to the native steroid.The 2α-alkyl bridged haptens were synthesized by first adding a cyclopropane ring to 2-methylene-4-en-3-one.Selective opening of the three-membered ring with trimethyl silyl iodide and transformation of the iodo group gave a carbocylic acid, the desired analog for conjugation with protein.Keywords: steroids; synthesis; haptens; 7-(3-oxocholest-4-en-2α-yl)-5-oxa-4-oxoheptanoic acid; 6-(3-oxocholest-4-en-2α-yl)-4-thiahexanoate acid; spiro-3-one; radioimmunoassay; 2α-(2'-hydroxyethyl)cholest-4-en-3-one; 2β-(2'-iodoethyl)-cholest-4-en-3-one; methyl 6-(3-oxocholest-4-en-2α-yl)-4-thiahexanoate
Desai, Umesh R.,Trivedi, Girish K.
p. 185 - 188
(2007/10/02)
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