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Volumn 12, Issue 4, 2011, Pages 602-609

Systematic Screening for Catalytic Promiscuity in 4-Oxalocrotonate Tautomerase: Enamine Formation and Aldolase Activity

Author keywords

Aldol reaction; Catalytic promiscuity; Enamine catalysis; Enzyme catalysis; Tautomerases

Indexed keywords

4 OXALOCROTONATE TAUTOMERASE; ACETALDEHYDE; ALDEHYDE; AMINE; BENZALDEHYDE; CINNAMALDEHYDE; ENAMINE; FRUCTOSE BISPHOSPHATE ALDOLASE; IMINE; ISOMERASE; KETONE; LYSINE; NUCLEOPHILE; PROLINE; UNCLASSIFIED DRUG;

EID: 79952028974     PISSN: 14394227     EISSN: 14397633     Source Type: Journal    
DOI: 10.1002/cbic.201000633     Document Type: Article
Times cited : (42)

References (40)
  • 3
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  • 28
    • 79952010884 scopus 로고    scopus 로고
    • 4-OT was synthesized by GenScript USA Inc. (Piscataway, NY).
    • 4-OT was synthesized by GenScript USA Inc. (Piscataway, NY).
  • 32
    • 79952031209 scopus 로고    scopus 로고
    • An alternative mechanism in which acetaldehyde reacts via the derived enolate anion rather than via an enamine intermediate cannot be excluded. In such a mechanism, the critical Pro1 residue would function as a general base catalyst that removes a proton from acetaldehyde to give the reactive enolate. However, this alternate mechanism seems unlikely in view of the ability of Pro1 to rapidly react with acetaldehyde to form an iminium ion.
    • An alternative mechanism in which acetaldehyde reacts via the derived enolate anion rather than via an enamine intermediate cannot be excluded. In such a mechanism, the critical Pro1 residue would function as a general base catalyst that removes a proton from acetaldehyde to give the reactive enolate. However, this alternate mechanism seems unlikely in view of the ability of Pro1 to rapidly react with acetaldehyde to form an iminium ion.
  • 39
    • 0004136246 scopus 로고
    • Molecular Cloning: A Laboratory Manual
    • 2nd ed., Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY.
    • J. Sambrook, E. F. Fritsch, T. Maniatis, Molecular Cloning: A Laboratory Manual, 2nd ed., Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY, 1989.
    • (1989)
    • Sambrook, J.1    Fritsch, E.F.2    Maniatis, T.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.