title: Selective acylation of cholic acid derivatives with multiple methacrylate groups.
abstract: Bile acids in the family of steroid compounds can be chemically modified for biochemical and other applications. Derivatives of cholic acid with multiple methacrylate groups can be prepared by the use of methacrylic acid, methacryloyl chloride and methacryloyl anhydride as the acylating agents. The hydroxyl groups of cholic acid methyl ester and cholic acid ethylene glycol ester have been selectively acylated by changing the acylating agents and the number of substitutions have been varied by changing the amount of the acylating agents used. In the acylation reactions with methacryloyl chloride, the reactivity of secondary hydroxyl groups on the steroid skeleton of cholic acid derivatives follows the order of C3>C12>C7.
authors.affiliation: The Key Laboratory of Functional Polymer Materials for Adsorption and Separation, Institute of Polymer Chemistry, Nankai University, Tianjin 300071, China.
authors.forename: Xiangzheng
authors.initials: X
authors.lastname: Hu
authors.forename: Zhao
authors.initials: Z
authors.lastname: Zhang
authors.forename: Xu
authors.initials: X
authors.lastname: Zhang
authors.forename: Zhanyong
authors.initials: Z
authors.lastname: Li
authors.forename: X X
authors.initials: XX
authors.lastname: Zhu
mesh_terms: D000215:Acylation; D019826:Cholic Acid / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D004951:Esterification; D006859:Hydrogen; D017665:Hydroxyl Radical / Q000737:chemistry; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008689:Methacrylates / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D008689:Methacrylates; D017665:Hydroxyl Radical; D006859:Hydrogen; D019826:Cholic Acid; C031264:methacryloyl chloride