[1]杨 应,黄筱珂,赵丽红*,等.水液相下Phe分子与Na+配合物对映异构的DFT研究[J].江西师范大学学报(自然科学版),2023,(02):154-163.[doi:10.16357/j.cnki.issn1000.5862.2023.02.06]
　YANG Ying,HUANG Xiaoke,ZHAO Lihong*,et al.The Density Functional Theory Study on Enantiomeric Isomerization of Phenylalanine with Na+ Complex in Aqueous Liquid Phase[J].Journal of Jiangxi Normal University:Natural Science Edition,2023,(02):154-163.[doi:10.16357/j.cnki.issn1000.5862.2023.02.06]
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水液相下Phe分子与Na+配合物对映异构的DFT研究()
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《江西师范大学学报》（自然科学版）[ISSN:1006-6977/CN:61-1281/TN]

卷:
期数:
2023年02期
页码:
154-163
栏目:
出版日期:
2023-03-25

文章信息/Info

Title:
The Density Functional Theory Study on Enantiomeric Isomerization of Phenylalanine with Na+ Complex in Aqueous Liquid Phase
文章编号:
1000-5862(2023)02-0154-10
作者:
杨 应1; 黄筱珂2; 赵丽红3*; 郝成欣3; 王佐成1; 3; 李蒙召4*
(1.白城师范学院理论计算中心,吉林 白城 137000; 2.吉林省前郭县第三中学物理组,吉林 松原 138000; 3.白城医学高等专科学校药学院,吉林 白城 137000; 4.长治学院化学系,山西 长治 046011)
Author(s):
YANG Ying1; HUANG Xiaoke2; ZHAO Lihong3*; HAO Chengxin3; WANG Zuocheng1; 3; LI Mengzhao4*
(1.College of Computer Science,Baicheng Normal University,Baicheng Jilin 137000,China; 2.Qianguo County of Jilin Province,Phy-sics Group of No.3 Middle School,Songyuan Jilin 138000,China; 3.College of Pharmacy,Baicheng Medical College,Baicheng Jilin 137000,China; 4.Department of Chemistry,Changzhi University,Changzhi Shanxi 046011,China)
关键词:
苯丙氨酸;  钠;  配合物;  溶剂效应;  密度泛函理论;  对映异构;  自由能垒
Keywords:
phenylalanine;  sodium;  complex;  solvent effect;  density functional theory(DFT);  enantiomeric isomerization;  free energy barrier
分类号:
O 641.12
DOI:
10.16357/j.cnki.issn1000.5862.2023.02.06
文献标志码:
A
摘要:
该文采用DFT(密度泛函理论)的M06-2X、MN15方法和处理溶剂效应的SMD模型方法,研究了在水液相下苯丙氨酸与钠离子配合物(Phe·Na+)的对映异构.研究结果发现:手性Phe·Na+的对映异构可在质子只以氧为桥、以氧和氮联合为桥和只以氮为桥迁移的3个通道上实现.反应势能面计算结果表明:质子只以氮为桥迁移的反应通道最优势,其余2个反应通道处于劣势.在隐性水溶剂效应下优、劣通道的速度决定步骤的自由能垒分别为228.0和255.8 kJ·mol-1,在显性水溶剂效应下优、劣通道的速度决定步骤的自由能垒分别降至111.7～122.0 kJ·mol-1和142.2～145.8 kJ·mol-1.研究结果表明:在水液相下手性Phe·Na +的消旋速度极慢,苯丙氨酸钠短期用于生命体同补苯丙氨酸和钠元素比较安全.
Abstract:
The enantiomeric isomerization of phenylalanine with sodium complex(Phe·Na+)in aqueous liquid is studied by using M06-2X and MN15 methods of DFT(density functional theory)and SMD model method dealing with solvent effect.It is found that the enantiomeric isomerization of chiral Phe·Na+ can be realized in three channels where protons use only oxygen as bridge, oxygen and nitrogen as bridge and nitrogen only as bridge.The calculation of reaction potential energy surface shows that the reaction channel of proton transfer only with nitrogen as bridge is the most dominant, and the other two reaction channels are at a disadvantage.The free energy barriers for determining the speed step of the superior and inferior channels under the recessive water solvent effect are 228.0 and 255.8 kJ·mol-1,respectively,and under the dominant water solvent effect the two barriers are reduced to between 111.7—122.0 kJ·mol-1 and 142.2—145.8 kJ·mol-1,respectively.The results show that the racemization rate of chiral Phe·Na+ in aqueous liquid phase is very slow,and sodium phenylalanine is safe to be used as supplement of phenylalanine and sodium in short term.

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相似文献/References:

[1]董雷刚,杨 应,黄筱珂,等.水溶液环境下Phe→Mg(Ⅱ)配合物对映异构的理论研究[J].江西师范大学学报(自然科学版),2023,(04):412.[doi:10.16357/j.cnki.issn1000-5862.2023.04.12]
　DONG Leigang,YANG Ying,HUANG Xiaoke,et al.The Theoretical Study on the Enantiomerism of Phe→Mg(II)Complex in Aqueous Solution[J].Journal of Jiangxi Normal University:Natural Science Edition,2023,(02):412.[doi:10.16357/j.cnki.issn1000-5862.2023.04.12]

备注/Memo

备注/Memo:
收稿日期:2022-10-06
基金项目:山西省科技创新课题(2021L518),吉林省自然科学基金(20160101308C),白城医学高等专科学校科研平台重点课题(BYKPT202207)和白城医学高等专科学校高层次人才团队建设课题(BCYZ20220408)资助项目.
作者简介:杨 应(1982—),男,河南虞城人,讲师,主要从事手性材料研究.E-mail:158074398@qq.com
通信作者:李蒙召(1991—),女,山西永和人,讲师,博士,主要从事计算化学研究.E-mail:1324832856@qq.com
赵丽红(1970—),女,吉林大安人,教授,主要从事手性药物化学研究.E-mail:1035213648@qq.com
更新日期/Last Update: 2023-03-25