ENZYME CATALYSIS IN SYNTHETIC CARBOHYDRATE-CHEMISTRY

被引:0
|
作者
DRUECKHAMMER, DG [1 ]
HENNEN, WJ [1 ]
PEDERSON, RL [1 ]
BARBAS, CF [1 ]
GAUTHERON, CM [1 ]
KRACH, T [1 ]
WONG, CH [1 ]
机构
[1] Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
来源
SYNTHESIS-STUTTGART | 1991年 / 07期
关键词
PURINE-NUCLEOSIDE PHOSPHORYLASE; N-ACETYL-2-DEOXY-D-NEURAMINIC ACID-DERIVATIVES; 3'; 5'-0-ACYLATED PYRIMIDINE NUCLEOSIDES; IRREVERSIBLE TRANS-ESTERIFICATION; SECONDARY HYDROXYL-GROUPS; RABBIT MUSCLE ALDOLASE; D-GLUCOSYL FLUORIDE; PIG-LIVER ESTERASE; ORGANIC-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enzymes hold great potential for asymmetric synthesis of polyhydroxy species and their chiral intermediates. This article describes recent progress in the area, including the synthesis of monosaccharides, polysaccharides, nucleosides and their analogs, derivatives, conjugates, or intermediates based on combined chemical-enzymatic reactions. Highly regio- and stereoselective reactions in aqueous solutions or organic solvents with minimim protection and deprotection are demonstrated. Major applications are illustrated for the asymmetric synthesis and modification of carbohydrates and synthons based on lipases, esterases, proteases, and dehydrogenases, the effective preparation of monosaccharide-based compounds based on aldolases, and the stereocontrolled synthesis of oligosaccharides, nucleosides and derivatives based on glycosyltransferases. New strategies for changing reversible enzymatic reactions to irreversible processes, and for cofactor regeneration are also described.
引用
收藏
页码:499 / 525
页数:27
相关论文
共 50 条
  • [21] Oscillatory flow reactors for synthetic chemistry applications
    Bianchi, Pauline
    Williams, Jason D.
    Kappe, C. Oliver
    JOURNAL OF FLOW CHEMISTRY, 2020, 10 (03) : 475 - 490
  • [22] The Power of Synthetic Organic Chemistry in Agrochemical Discovery
    Shibayama, Kotaro
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2019, 77 (04) : 312 - 317
  • [24] Chemistry of Concerto Molecular Catalysis Based on the Metal/NH Bifunctionality
    Ikariya, Takao
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2011, 84 (01) : 1 - 16
  • [25] Cell-free biology: Exploiting the interface between synthetic biology and synthetic chemistry
    Harris, D. Calvin
    Jewett, Michael C.
    CURRENT OPINION IN BIOTECHNOLOGY, 2012, 23 (05) : 672 - 678
  • [26] Cascade catalysis - strategies and challenges en route to preparative synthetic biology
    Muschiol, Jan
    Peters, Christin
    Oberleitner, Nikolin
    Mihovilovic, Marko D.
    Bornscheuer, Uwe T.
    Rudroff, Florian
    CHEMICAL COMMUNICATIONS, 2015, 51 (27) : 5798 - 5811
  • [27] Chemistry of the Synthetic Strigolactone Mimic GR24
    Bromhead, Liam J.
    Smith, Jason
    McErlean, Christopher S. P.
    AUSTRALIAN JOURNAL OF CHEMISTRY, 2015, 68 (08) : 1221 - 1227
  • [28] The long underestimated carbonyl function of carbohydrates - an organocatalyzed shot into carbohydrate chemistry
    Mahrwald, R.
    CHEMICAL COMMUNICATIONS, 2015, 51 (73) : 13868 - 13877
  • [29] Treating a Global Health Crisis with a Dose of Synthetic Chemistry
    Hardy, Melissa A.
    Wright, Brandon A.
    Bachman, J. Logan
    Boit, Timothy B.
    Haley, Hannah M. S.
    Knapp, Rachel R.
    Lusi, Robert F.
    Okada, Taku
    Tona, Veronica
    Garg, Neil K.
    Sarpong, Richmond
    ACS CENTRAL SCIENCE, 2020, 6 (07) : 1017 - 1030
  • [30] Directed evolution of aldolases for exploitation in synthetic organic chemistry
    Bolt, Amanda
    Berry, Alan
    Nelson, Adam
    ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 2008, 474 (02) : 318 - 330