CAJ | 학술논문

采用量子化学密度泛函理论(DFT)研究贻贝粘附单元DOPA(3,4-二羟基苯丙氨酸)的结构与性质,得分子的几何构型、原子电荷分布、反应活性及热力学等参数,表明:DOPA苯环易与HClO(次氯酸)发生亲电取代反应(1),生成3-氯4,5-二羟基苯丙氨酸,阻碍生成贻贝内超强粘附单元DOPA二联体,降低粘附蛋白间粘性;DOPA侧链易与HClO发生亲电亲核反应(2),促使DOPA侧链的断裂,降低粘附蛋白内粘性;在相同温度下,反应(1)和反应(2)的△G<0,且△G(1)<△G(2),反应(1)较易发生.
채용양자화학밀도범함이론(DFT)연구이패점부단원DOPA(3,4-이간기분병안산)적결구여성질,득분자적궤하구형、원자전하분포、반응활성급열역학등삼수,표명:DOPA분배역여HClO(차록산)발생친전취대반응(1),생성3-록4,5-이간기분병안산,조애생성이패내초강점부단원DOPA이련체,강저점부단백간점성;DOPA측련역여HClO발생친전친핵반응(2),촉사DOPA측련적단렬,강저점부단백내점성;재상동온도하,반응(1)화반응(2)적△G<0,차△G(1)<△G(2),반응(1)교역발생.
By using density functional theory (DFT) quantum mechanics procedure, the structure and properties of DOPA were theo-retically studied. The geometrical optimization, atomic electric charges, activation of reaction and thermodynamics parameters were ob-tained. The calculation shows that benzene ring in DOPA tends to have electrophonic attacking substitution reaction (1) with HClO and the product 3-chlorine-4, 5-dihydroxyphenylalanine hinders the formulation of conjuncted DOPA ～ DOPA which is the super-strongly adhesive unit in mussels, and then the stickiness among mussel adhesive proteins reduced; on the other hand, the DOPA side chain is easy to have electrophilic and nucleophilic attacking reaction (2) with HClO, which leads to the DOPA side chains broken down, so the stickiness inside mussel adhesive protein also reduced. The calculation of thermodynamics properties indicates AG < 0 for reaction (1) and (2), and under the same temperature △G (1) < △G (2), reaction (1) easily occurred.