Applications of biological urea-based catalysts in chemical processes

被引:57
作者
Atashkar, Bahareh [1 ]
Zolfigol, Mohammad Ali [1 ]
Mallakpour, Shadpour [2 ]
机构
[1] Bu Ali Sina Univ, Fac Chem, Deportment Organ Chem, Hamadan 6517838683, Iran
[2] Isfahan Univ Technol, Dept Chem, Esfahan 8415683111, Iran
基金
美国国家科学基金会;
关键词
Urea; Catalyst; Hydrogen-bonding catalyst; Chiral urea; Enantioselective reactions; BAYLIS-HILLMAN REACTION; N-SULFINYL UREA; ASYMMETRIC ALPHA-HYDROXYLATION; MOLECULAR-DYNAMICS SIMULATIONS; DIELS-ALDER REACTIONS; SILICA SULFURIC-ACID; ONE-POT SYNTHESIS; BIFUNCTIONAL ORGANOCATALYST; ENANTIOSELECTIVE SYNTHESIS; GUANIDINIUM CHLORIDE;
D O I
10.1016/j.mcat.2018.03.009
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The present critical review outlines the close relationship and mutual interplay between molecular recognition, active site considerations in enzyme catalysis involving organocatalysis via hydrogen bonding. These interconnections are generally not made although; as we demonstrated they are quite apparent as exemplified with pertinent examples in the field of urea organocatalysis. Urea organocatalysis derivatives have been used as efficient Lewis-acidic catalysts due to effective H-bonding, basic catalyst, coupling with metals as catalyst, chiral acid catalysts, urea anions catalysts, coupling with ionic liquids, urea polymer catalysts and immobilization on solid acid and magnetic nanoparticle supports. Consecutively, the discovery and mechanistic elucidation of such reactions are likely to improve the understanding of enzyme active sites.
引用
收藏
页码:192 / 246
页数:55
相关论文
共 250 条
[1]   Asymmetric Aldol Reaction of 3-Acetyl-2H-chromen-2-ones and Isatins Catalyzed by a Bifunctional Quinidine Urea Catalyst [J].
Abbaraju, Santhi ;
Zhao, John Cong-Gui .
ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (01) :237-241
[2]   Organocatalytic reactions with acetaldehyde [J].
Alcaide, Benito ;
Almendros, Pedro .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (25) :4632-4634
[3]   Urea nitrate and nitrourea: powerful and regioselective aromatic nitration agents [J].
Almog, Joseph ;
Klein, Asne ;
Sokol, Anat ;
Sasson, Yoel ;
Sonenfeld, Dana ;
Tamiri, Tsimov .
TETRAHEDRON LETTERS, 2006, 47 (49) :8651-8652
[4]   SOLVENT DENATURATION AND STABILIZATION OF GLOBULAR-PROTEINS [J].
ALONSO, DOV ;
DILL, KA .
BIOCHEMISTRY, 1991, 30 (24) :5974-5985
[5]   Novel bifunctional chiral urea and thiourea derivatives as organocatalysts:: Enantioselective nitro-Michael reaction of malonates and diketones [J].
Andres, Jose M. ;
Manzano, Ruben ;
Pedrosa, Rafael .
CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (17) :5116-5119
[6]   A novel application of the oxidizing properties of urea nitrate and peroxydisulfate-cobalt(II): aromatization of NAD(P)H model Hantzsch 1,4-dihydropyridines [J].
Anniyappan, M ;
Muralidharan, D ;
Perumal, PT .
TETRAHEDRON, 2002, 58 (25) :5069-5073
[7]   Enantioselective rauhut-currier reactions promoted by protected cysteine [J].
Aroyan, Carrie E. ;
Miller, Scott J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (02) :256-257
[8]   Cucurbiturils: from synthesis to high-affinity binding and catalysis [J].
Assaf, Khaleel I. ;
Nau, Werner M. .
CHEMICAL SOCIETY REVIEWS, 2015, 44 (02) :394-418
[9]  
ASTRAND PO, 1994, J PHYS CHEM-US, V98, P8224
[10]   Predicting the energetics of osmolyte-induced protein folding/unfolding [J].
Auton, M ;
Bolen, DW .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2005, 102 (42) :15065-15068