1.白城师范学院传媒学院,吉林 白城 137000
2.白城师范学院理论计算中心,吉林 白城 137000
3.东丰县鹿乡中学物理组,吉林 四平 136000
李斌(1977年生),男;研究方向:计算机应用化学;E-mail:libin@bcnu.edu.cn
姜春旭(1988年生), 男;研究方向:计算机应用化学;E-mail:jcx@bcnu.edu.cn
王佐成(1963年生),男;研究方向:计算化学;E-mail:wzc@bcnu.edu.cn
纸质出版日期:2023-03-25,
网络出版日期:2022-11-07,
收稿日期:2022-04-16,
录用日期:2022-06-12
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李斌,刘芳,张雪娇等.水液相下羟基负离子催化两性赖氨酸分子手性反转的理论研究[J].中山大学学报(自然科学版),2023,62(02):73-82.
LI Bin,LIU Fang,ZHANG Xuejiao,et al.Theoretical study on the chiral flip of amphoteric lysine molecule catalyzed by hydroxyl anion in water-liquid phase environment[J].Acta Scientiarum Naturalium Universitatis Sunyatseni,2023,62(02):73-82.
李斌,刘芳,张雪娇等.水液相下羟基负离子催化两性赖氨酸分子手性反转的理论研究[J].中山大学学报(自然科学版),2023,62(02):73-82. DOI: 10.13471/j.cnki.acta.snus.2022C006.
LI Bin,LIU Fang,ZHANG Xuejiao,et al.Theoretical study on the chiral flip of amphoteric lysine molecule catalyzed by hydroxyl anion in water-liquid phase environment[J].Acta Scientiarum Naturalium Universitatis Sunyatseni,2023,62(02):73-82. DOI: 10.13471/j.cnki.acta.snus.2022C006.
采用密度泛函理论的M06-2X和MN15方法,结合自洽反应场理论的SMD模型方法,研究了水液相下羟基负离子催化两性赖氨酸分子的手性反转。反应过程研究发现:经过羟基负离子水分子簇抽取
α
-H质子和碳负离子的
α
-C抽取水分子簇的H质子过程,赖氨酸分子实现手性反转。势能面计算表明:羟基负离子水分子簇与
α
-H和羰基O氢键作用,赖氨酸分子实现手性反转的决速步能垒为51.1~59.9 kJ/mol;羟基负离子水分子簇与
α
-H和氨基N氢键作用,赖氨酸分子实现手性反转的决速步能垒为52.8~58.0 kJ/mol,均远低于水液相下两性赖氨酸分子手性反转的能垒110.0 kJ/mol。结果表明,水液相下羟基负离子对赖氨酸的手性反转有催化作用,碱性环境不利于健康。
Using M06-2X and MN15 methods of density functional theory, combining with SMD model method of self consistent reaction field theory, the chiral flip of amphoteric lysine molecule catalyzed by hydroxyl anion in water-liquid phase environment was investigated. The study of reaction process shows that through the process of extracting
α
-H proton from hydroxyl anion water clusters and extracting H proton of water clusters from carbanion
α
-C, lysine molecules could achieve chiral flip. The potential energy surface shows that the energy barrier of the lysine molecules chiral flip rate-determining step is between 51.1 kJ/mol and 59.9 kJ/mol when the clusters of hydroxyl anion water molecules interact with
α
-H and carbonyl O hydrogen bonds; the energy barrier of the lysine molecules chiral flip rate-determining step is between 52.8 and 58.0 kJ/mol when the clusters of hydroxyl anion water molecules interact with
α
-H and amino group N hydrogen bonds, they are much lower than the energy barrier 110 kJ/mol of chiral flip of amphoteric lysine molecule in water-liquid phase environment. The results show that the hydroxyl anions play a catalytic role on the chiral flip of lysine molecules in water-liquid phase environment, alkaline environment is insalubrious.
赖氨酸手性反转密度泛函理论自洽反应场理论过渡态能垒
lysinechiral flipdensity functional theoryself consistent reaction field theorytransition stateenergy barrier
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