A Sustainable Green Enzymatic Method for Amide Bond Formation

被引:1
|
作者
Orsy, Gyorgy [1 ]
Shahmohammadi, Sayeh [1 ,2 ]
Forro, Eniko [1 ]
机构
[1] Univ Szeged, Inst Pharmaceut Chem, Eotvos U 6, H-6720 Szeged, Hungary
[2] Univ Szeged, Stereochemi Res Grp, Eotv Lorand Res Network, Eotvos U 6, H-6720 Szeged, Hungary
来源
MOLECULES | 2023年 / 28卷 / 15期
关键词
sustainable enzymatic strategy; direct amide synthesis; green solvent; CALB; carboxylic acid; amine; CARBOXYLIC-ACIDS; COUPLING REAGENTS; ORGANIC-SYNTHESIS; AMIDATION; LIPASE; ESTERIFICATION; CHEMISTRY; ENZYMES; BIOCATALYSIS; SYSTEM;
D O I
10.3390/molecules28155706
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A sustainable enzymatic strategy for the preparation of amides by using Candida antarctica lipase B as the biocatalyst and cyclopentyl methyl ether as a green and safe solvent was devised. The method is simple and efficient and it produces amides with excellent conversions and yields without the need for intensive purification steps. The scope of the reaction was extended to the preparation of 28 diverse amides using four different free carboxylic acids and seven primary and secondary amines, including cyclic amines. This enzymatic methodology has the potential to become a green and industrially reliable process for direct amide synthesis.
引用
收藏
页数:11
相关论文
共 50 条
  • [1] A green chemistry perspective on catalytic amide bond formation
    Marco T. Sabatini
    Lee. T. Boulton
    Helen F. Sneddon
    Tom D. Sheppard
    Nature Catalysis, 2019, 2 : 10 - 17
  • [2] A green chemistry perspective on catalytic amide bond formation
    Sabatini, Marco T.
    Boulton, Lee T.
    Sneddon, Helen F.
    Sheppard, Tom D.
    NATURE CATALYSIS, 2019, 2 (01) : 10 - 17
  • [3] Enzymatic methylation of the amide bond
    Song, Haigang
    Naismith, James H.
    CURRENT OPINION IN STRUCTURAL BIOLOGY, 2020, 65 : 79 - 88
  • [4] Catalytic and Sustainable Amide Bond Formation using a DABCO/Dichlorotriazine System
    Adler, Pauline
    Gras, Marion
    Smietana, Michael
    CHEMCATCHEM, 2023, 15 (10)
  • [5] Enzymatic strategies and biocatalysts for amide bond formation: tricks of the trade outside of the ribosome
    Goswami, Anwesha
    Van Lanen, Steven G.
    MOLECULAR BIOSYSTEMS, 2015, 11 (02) : 338 - 353
  • [6] Novel approaches towards green catalytic direct amide bond formation
    Ferdousi, Farhana Khanam
    Whiting, Andy
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
  • [7] Biocatalytic amide bond formation
    Lubberink, Max
    Finnigan, William
    Flitsch, Sabine L.
    GREEN CHEMISTRY, 2023, 25 (08) : 2958 - 2970
  • [8] Reinventing Amide Bond Formation
    Bode, Jeffrey W.
    INVENTING REACTIONS, 2013, 44 : 13 - 33
  • [9] Non-enzymatic protein templates amide bond formation and provides catalytic turnover
    Brauckhoff, Nicolas
    Fang, Laura
    Haim, Anissa
    Grossmann, Tom N.
    CHEMICAL COMMUNICATIONS, 2023, 59 (35) : 5241 - 5244
  • [10] Non-enzymatic protein templates amide bond formation and provides catalytic turnover
    Brauckhoff, Nicolas
    Fang, Laura
    Haim, Anissa
    Grossmann, Tom N.
    JOURNAL OF PEPTIDE SCIENCE, 2024, 30