A practical chemoenzymatic synthesis of an LTD4 antagonist

D. L. Hughes; Z. Song; G. B. Smith; J. J. Bergan; G. C. Dezeny; E. J.J. Grabowski; P. J. Reider

doi:10.1016/S0957-4166(00)80124-X

A practical chemoenzymatic synthesis of an LTD₄ antagonist

D. L. Hughes, Z. Song, G. B. Smith, J. J. Bergan, G. C. Dezeny, E. J.J. Grabowski, P. J. Reider

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10 Scopus citations

Abstract

Enzymatic asymmetrization of a prochiral diester having 4 bonds between the ester group and prochiral center is the cornerstone of a short and efficient synthesis of an LTD4 antagonist. The enzymatic hydrolysis occurs in a heterogeneous slurry, but a kinetic analysis shows that the reaction takes place in solution. Product inhibition of the enzyme is severe, requiring that a substantial amount of enzyme be used relative to substrate. To more efficiently use the expensive enzyme, it was immobilized on several supports, the most effective of which was XAD 7 with crosslinked enzyme.

Original language	English (US)
Pages (from-to)	865-874
Number of pages	10
Journal	Tetrahedron: Asymmetry
Volume	4
Issue number	5
DOIs	https://doi.org/10.1016/S0957-4166(00)80124-X
State	Published - May 1993
Externally published	Yes

All Science Journal Classification (ASJC) codes

Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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10.1016/S0957-4166(00)80124-X

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abstract = "Enzymatic asymmetrization of a prochiral diester having 4 bonds between the ester group and prochiral center is the cornerstone of a short and efficient synthesis of an LTD4 antagonist. The enzymatic hydrolysis occurs in a heterogeneous slurry, but a kinetic analysis shows that the reaction takes place in solution. Product inhibition of the enzyme is severe, requiring that a substantial amount of enzyme be used relative to substrate. To more efficiently use the expensive enzyme, it was immobilized on several supports, the most effective of which was XAD 7 with crosslinked enzyme.",

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T1 - A practical chemoenzymatic synthesis of an LTD4 antagonist

AU - Hughes, D. L.

AU - Song, Z.

AU - Smith, G. B.

AU - Bergan, J. J.

AU - Dezeny, G. C.

AU - Grabowski, E. J.J.

AU - Reider, P. J.

PY - 1993/5

Y1 - 1993/5

N2 - Enzymatic asymmetrization of a prochiral diester having 4 bonds between the ester group and prochiral center is the cornerstone of a short and efficient synthesis of an LTD4 antagonist. The enzymatic hydrolysis occurs in a heterogeneous slurry, but a kinetic analysis shows that the reaction takes place in solution. Product inhibition of the enzyme is severe, requiring that a substantial amount of enzyme be used relative to substrate. To more efficiently use the expensive enzyme, it was immobilized on several supports, the most effective of which was XAD 7 with crosslinked enzyme.

AB - Enzymatic asymmetrization of a prochiral diester having 4 bonds between the ester group and prochiral center is the cornerstone of a short and efficient synthesis of an LTD4 antagonist. The enzymatic hydrolysis occurs in a heterogeneous slurry, but a kinetic analysis shows that the reaction takes place in solution. Product inhibition of the enzyme is severe, requiring that a substantial amount of enzyme be used relative to substrate. To more efficiently use the expensive enzyme, it was immobilized on several supports, the most effective of which was XAD 7 with crosslinked enzyme.

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JO - Tetrahedron: Asymmetry

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ER -

A practical chemoenzymatic synthesis of an LTD₄ antagonist

Abstract

All Science Journal Classification (ASJC) codes

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