Discovery of New Synthetic Routes of Amino Acids in Prebiotic Chemistry

被引:0
|
作者
Li, Xiao-Tian [1 ]
Mi, Sixuan [2 ]
Xu, Yuzhi [3 ]
Li, Bo-Wen [2 ]
Zhu, Tong [2 ,3 ,4 ]
Zhang, John Z. H. [1 ,2 ,3 ,5 ,6 ]
机构
[1] Shenzhen Univ Adv Technol, Fac Synthet Biol, Shenzhen 518055, Peoples R China
[2] East China Normal Univ, Shanghai Engn Res Ctr Mol Therapeut & New Drug Dev, Sch Chem & Mol Engn, Shanghai 200062, Peoples R China
[3] NYU Shanghai, NYU ECNU Ctr Computat Chem, Shanghai 200062, Peoples R China
[4] Shanghai Innovat Inst, Shanghai 200003, Peoples R China
[5] NYU, Dept Chem, New York, NY 10003 USA
[6] Shanxi Univ, Collaborat Innovat Ctr Extreme Opt, Taiyuan 030006, Shanxi, Peoples R China
来源
JACS AU | 2024年 / 4卷 / 12期
基金
中国国家自然科学基金; 国家重点研发计划;
关键词
RTIP; prebiotic synthesis of amino acid; originof life; reaction pathway sampling; chemical spaceexploration; FINDING SADDLE-POINTS; AUTOMATED DISCOVERY; CHEMICAL EVOLUTION; ORIGIN; LIFE; PATHWAYS; MECHANISM; FORMAMIDE; THERMODYNAMICS; COMPUTER;
D O I
10.1021/jacsau.4c00685
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The origin of life on Earth remains one of the most perplexing challenges in biochemistry. While numerous bottom-up experiments under prebiotic conditions have provided valuable insights into the spontaneous chemical genesis of life, there remains a significant gap in the theoretical understanding of the complex reaction processes involved. In this study, we propose a novel approach using a roto-translationally invariant potential (RTIP) formulated with pristine Cartesian coordinates to facilitate the simulation of chemical reactions. By employing RTIP pathway sampling to explore the reactivity of primitive molecules, we identified several low-energy reaction mechanisms, such as two-hydrogen-transfer hydrogenation and HCOOH-catalyzed hydration and amination. This led to the construction of a comprehensive reaction network, illustrating the synthesis pathways for glycine, serine, and alanine. Further thermodynamic analysis highlights the pivotal role of formaldimine as a key precursor in amino acid synthesis, owing to its more favorable reactivity in coupling reactions compared to the traditionally recognized hydrogen cyanide. Our study demonstrates that the RTIP methodology, coupled with a divide-and-conquer strategy, provides new insights into the simulation of complex reaction processes, offering promising applications for advancing organic design and synthesis.
引用
收藏
页码:4757 / 4768
页数:12
相关论文
共 50 条
  • [42] Divergent synthetic routes to biologically relevant types of compounds: chiral polyfunctional γ-lactams and amino acids
    Aguilera, Jordi
    Moglioni, Albertina
    Mor, Alex
    Ospina, Jimena
    Illa, Ona
    Ortuno, Rosa M.
    TETRAHEDRON, 2014, 70 (37) : 6546 - 6553
  • [43] The chemistry of biguanides: from synthetic routes to applications in organic chemistry
    Fortun, Solene
    Schmitzer, Andreea R.
    CANADIAN JOURNAL OF CHEMISTRY, 2020, 98 (06) : 251 - 260
  • [44] New routes for drug discovery
    Jain, KK
    DRUG DISCOVERY TODAY, 2002, 7 (17) : 900 - 902
  • [45] An interpretation of the oligomerization of amino acids under prebiotic conditions
    Mosqueira P. S, Fernando G.
    Negron-Mendoza, Alicia
    Ramos-Bernal, Sergio
    BOLETIN DE LA SOCIEDAD GEOLOGICA MEXICANA, 2015, 67 (03): : 421 - 432
  • [46] POLYMERIZATION OF AMINO-ACIDS UNDER PREBIOTIC CONDITIONS
    PONNAMPERUMA, C
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1979, (SEP): : 1 - 1
  • [47] A simple model of the thermal prebiotic oligomerization of amino acids
    Mosqueira, FG
    Ramos-Bernal, S
    Negrón-Mendoza, A
    BIOSYSTEMS, 2000, 57 (02) : 67 - 73
  • [48] Prebiotic amino acids and peptides: Kinetics and thermochemistry.
    Ross, D
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 219 : U697 - U697
  • [49] The history of the discovery of the amino acids
    Vickery, HB
    Schmidt, CLA
    CHEMICAL REVIEWS, 1931, 9 (02) : 169 - 318
  • [50] Prebiotic chemistry: a new modus operandi
    Powner, Matthew W.
    Sutherland, John D.
    PHILOSOPHICAL TRANSACTIONS OF THE ROYAL SOCIETY B-BIOLOGICAL SCIENCES, 2011, 366 (1580) : 2870 - 2877