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抗坏血酸硫酸酯(AsS)首先是由 Mead 和 Finamore 在海虾中发现并分离获得,后被证明该物也存在于各种动物体内。经研究认为,抗坏血酸(AsA)与体内硫酸化作用有关。AsA 经体内代谢部分生成 AsS,从而在生物硫酸化中起到硫酸根转移作用。人体因缺乏AsA 发生坏血病时,表现为骨骼发育不良和伤口愈合缓慢,这主要归因于软骨和结缔组织发育不全,可能部分地由于硫酸化作用受到阻碍所致。另外,肾上腺皮质和黄体等腺体组织产生硫酸类固醇也与其含有的 AsA 浓度有关。近年来,从人血清、胆汁、尿、肝、肾和粪便中分离出了胆固醇硫酸酯;后来由 Mumma 用硫酸与某些醇类的反应生成硫酸酯,认为这一反应机制包含形成一种烯醇式硫酸化的中间体,这种烯醇式硫酸酯是一种很好的硫酸化剂。因此 Mumma 首先由具有烯醇结构的 AsA 合成了 AsS,并研究了它的生理作用。随后,Chu 以~(35)S 标记的 AsS 与雄甾酮反应,证明了 AsS 可用作化学硫酸化剂,并制得了脱氢异雄甾酮~(35)S-硫酸酯,这对 Macdonald 等人提出的肾上腺每日分泌5~30毫克脱氢异雄
Ascorbyl sulfate (AsS) was first discovered and isolated in shrimp by Mead and Finamore and later proved to be present in various animals as well. The study suggests that ascorbic acid (AsA) and the role of sulfation in vivo. AsA is metabolized by the body to form AsS, which plays a role in sulfate sulfation in biosulfation. When scurvy occurs in the body due to lack of AsA, it exhibits skeletal dysplasia and slow wound healing, mainly due to hypoplastic cartilage and connective tissue that may be partially hindered by sulfation. In addition, the adrenal cortex and corpus luteum tissue production of steroids also related to its concentration of AsA. In recent years, cholesterol sulfate has been isolated from human serum, bile, urine, liver, kidney and faeces; sulfuric acid esters have subsequently been generated by the reaction of Mumma with certain alcohols with sulfuric acid and this reaction mechanism is believed to include the formation of an alkene Alcohol sulfated intermediates, this enol sulfate is a good sulfating agent. So Mumma first synthesized AsS from AsA with an enol structure and studied its physiological role. Subsequently, the reaction of Chu with ~ (35) S-labeled AsS with androsterone proved that AsS can be used as a chemical sulfating agent and prepared dehydroisandrosterone ~ (35) S-sulfate, Ethanol and other adrenals daily secretion of 5 to 30 mg dehydrogenated male