Enantioselective oxidation of 2-methyl-1-alkanols by alcohol oxidase from methylotrophic yeasts

Dawn S. Clark; Shimona Geresh; Robert DiCosimo

doi:10.1016/0960-894X(95)00228-L

Enantioselective oxidation of 2-methyl-1-alkanols by alcohol oxidase from methylotrophic yeasts

Dawn S. Clark
, Shimona Geresh
, Robert DiCosimo

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

The oxidation of several racemic 2-methyl-1-alkanols by the alcohol oxidase from Candida boidinii, Hansenula sp., Pichia pastoris, and Torulopsis methanothermo afforded reaction mixtures enriched in (R)-2-methyl-1-alkanol at incomplete conversions. The alcohol oxidase from C. boidinii exhibited the highest enantioselectivity, with the greatest enantiomeric excess obtained for (R)-2-methyl-1-pentanol (90.6 % ee at 76 % conversion; E = 4.8).

Original language	English
Pages (from-to)	1383-1388
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	5
Issue number	13
DOIs	https://doi.org/10.1016/0960-894X(95)00228-L
State	Published - 6 Jul 1995
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/0960-894X(95)00228-L

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title = "Enantioselective oxidation of 2-methyl-1-alkanols by alcohol oxidase from methylotrophic yeasts",

abstract = "The oxidation of several racemic 2-methyl-1-alkanols by the alcohol oxidase from Candida boidinii, Hansenula sp., Pichia pastoris, and Torulopsis methanothermo afforded reaction mixtures enriched in (R)-2-methyl-1-alkanol at incomplete conversions. The alcohol oxidase from C. boidinii exhibited the highest enantioselectivity, with the greatest enantiomeric excess obtained for (R)-2-methyl-1-pentanol (90.6 \% ee at 76 \% conversion; E = 4.8).",

author = "Clark, \{Dawn S.\} and Shimona Geresh and Robert DiCosimo",

year = "1995",

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doi = "10.1016/0960-894X(95)00228-L",

language = "English",

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pages = "1383--1388",

journal = "Bioorganic and Medicinal Chemistry Letters",

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TY - JOUR

T1 - Enantioselective oxidation of 2-methyl-1-alkanols by alcohol oxidase from methylotrophic yeasts

AU - Clark, Dawn S.

AU - Geresh, Shimona

AU - DiCosimo, Robert

PY - 1995/7/6

Y1 - 1995/7/6

N2 - The oxidation of several racemic 2-methyl-1-alkanols by the alcohol oxidase from Candida boidinii, Hansenula sp., Pichia pastoris, and Torulopsis methanothermo afforded reaction mixtures enriched in (R)-2-methyl-1-alkanol at incomplete conversions. The alcohol oxidase from C. boidinii exhibited the highest enantioselectivity, with the greatest enantiomeric excess obtained for (R)-2-methyl-1-pentanol (90.6 % ee at 76 % conversion; E = 4.8).

AB - The oxidation of several racemic 2-methyl-1-alkanols by the alcohol oxidase from Candida boidinii, Hansenula sp., Pichia pastoris, and Torulopsis methanothermo afforded reaction mixtures enriched in (R)-2-methyl-1-alkanol at incomplete conversions. The alcohol oxidase from C. boidinii exhibited the highest enantioselectivity, with the greatest enantiomeric excess obtained for (R)-2-methyl-1-pentanol (90.6 % ee at 76 % conversion; E = 4.8).

UR - https://www.scopus.com/pages/publications/0029059143

U2 - 10.1016/0960-894X(95)00228-L

DO - 10.1016/0960-894X(95)00228-L

M3 - Article

AN - SCOPUS:0029059143

SN - 0960-894X

VL - 5

SP - 1383

EP - 1388

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 13

ER -

Enantioselective oxidation of 2-methyl-1-alkanols by alcohol oxidase from methylotrophic yeasts

Abstract

ASJC Scopus subject areas

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