Studies on the Catalytic Promiscuity of Limonene Epoxide Hydrolases in the Non‐hydrolytic Ring Opening of 1,2‐Epoxides

ChemBioChem ◽  
2020 ◽  
Vol 21 (13) ◽  
pp. 1868-1874 ◽  
Author(s):  
Ivan Bassanini ◽  
Erica Elisa Ferrandi ◽  
Daniela Monti ◽  
Sergio Riva
Keyword(s):  
Ring Opening ◽  
Catalytic Promiscuity ◽  
Epoxide Hydrolases

Catalytic Promiscuity of Halohydrin Dehalogenase and its Application in Enantioselective Epoxide Ring Opening

ChemBioChem ◽  
2008 ◽  
Vol 9 (7) ◽  
pp. 1048-1051 ◽  
Author(s):  
Ghannia Hasnaoui-Dijoux ◽  
Maja Majerić Elenkov ◽  
Jeffrey H. Lutje Spelberg ◽  
Bernhard Hauer ◽  
Dick B. Janssen
Keyword(s):  
Ring Opening ◽  
Epoxide Ring ◽  
Catalytic Promiscuity ◽  
Epoxide Ring Opening ◽  
Halohydrin Dehalogenase

Quantitative Structure—Activity Realtionships for the Enantioselectivity of Oxirane Ring-Opening Catalyzed by Epoxide Hydrolases.

ChemInform ◽  
2003 ◽  
Vol 34 (35) ◽  
Author(s):  
Simona Funar-Timofei ◽  
Takahiro Suzuki ◽  
Joachim A. Paier ◽  
Andreas Steinreiber ◽  
Kurt Faber ◽  
...  
Keyword(s):  
Ring Opening ◽  
Oxirane Ring ◽  
Quantitative Structure ◽  
Epoxide Hydrolases ◽  
Structure Activity

Enantioselective formation and ring-opening of epoxides catalysed by halohydrin dehalogenases

2006 ◽  
Vol 34 (2) ◽  
pp. 291-295 ◽  
Author(s):  
D.B. Janssen ◽  
M. Majerić-Elenkov ◽  
G. Hasnaoui ◽  
B. Hauer ◽  
J.H. Lutje Spelberg
Keyword(s):  
Ring Opening ◽  
Building Blocks ◽  
Epoxide Ring ◽  
Structural Studies ◽  
Halide Ions ◽  
Catalytic Promiscuity ◽  
Agrobacterium Radiobacter ◽  
Enzymatic Production ◽  
Ring Opening Reactions ◽  
Ring Opening Of Epoxides

Halohydrin dehalogenases catalyse the conversion of vicinal halohydrins into their corresponding epoxides, while releasing halide ions. They can be found in several bacteria that use halogenated alcohols or compounds that are degraded via halohydrins as a carbon source for growth. Biochemical and structural studies have shown that halohydrin dehalogenases are evolutionarily and mechanistically related to enzymes of the SDR (short-chain dehydrogenase/reductase) superfamily. In the reverse reaction, which is epoxide-ring opening, different nucleophiles can be accepted, including azide, nitrite and cyanide. This remarkable catalytic promiscuity allows the enzymatic production of a broad range of β-substituted alcohols from epoxides. In these oxirane-ring-opening reactions, the halohydrin dehalogenase from Agrobacterium radiobacter displays high enantioselectivity, making it possible to use the enzyme for the preparation of enantiopure building blocks for fine chemicals.

scholarly journals Cover Picture: Catalytic Promiscuity of Halohydrin Dehalogenase and its Application in Enantioselective Epoxide Ring Opening (ChemBioChem 7/2008)

ChemBioChem ◽  
2008 ◽  
Vol 9 (7) ◽  
pp. 1001-1001 ◽  
Author(s):  
Ghannia Hasnaoui-Dijoux ◽  
Maja Majerić Elenkov ◽  
Jeffrey H. Lutje Spelberg ◽  
Bernhard Hauer ◽  
Dick B. Janssen
Keyword(s):  
Ring Opening ◽  
Epoxide Ring ◽  
Catalytic Promiscuity ◽  
Epoxide Ring Opening ◽  
Halohydrin Dehalogenase

Amino-functional polyethers: versatile, stimuli-responsive polymers

2020 ◽  
Vol 11 (24) ◽  
pp. 3940-3950 ◽  
Author(s):  
Patrick Verkoyen ◽  
Holger Frey
Keyword(s):  
Ring Opening ◽  
Review Article ◽  
Stimuli Responsive ◽  
New Class ◽  
Stimuli Responsive Polymers ◽  
Responsive Polymers

Amino-functional polyethers have emerged as a new class of “smart”, i.e. pH- and thermoresponsive materials. This review article summarizes the synthesis and applications of these materials, obtained from ring-opening of suitable epoxide monomers.

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