Enzymatic dehydrogenation of cyclo(L-Phe-L-Leu) to a bioactive derivative, albonoursin

Hiroshi Kanzaki; Daisuke Imura; Teruhiko Nitoda; Kazuyoshi Kawazu

doi:10.1016/S1381-1177(98)00079-4

Enzymatic dehydrogenation of cyclo(L-Phe-L-Leu) to a bioactive derivative, albonoursin

Hiroshi Kanzaki, Daisuke Imura, Teruhiko Nitoda, Kazuyoshi Kawazu

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

21 Citations (Scopus)

Abstract

The cell-free extract of Streptomyces sp. KO-2388, an albonoursin- producing strain, was found to catalyze the conversion of cyclo(L-Phe-L-Leu) to albonoursin. The conversion activity was simply determined by measuring the increase in ultraviolet (UV) absorption of the reaction mixture at 317 nm, λ(max) (ε 25,400) of albonoursin, where cyclo(L-Phe-L-Leu) had no absorption. The optimum pH and temperature of this bioconversion using the cell-free extract were determined to be pH 8.0-9.5 and 60°C, respectively. Under the optimum conditions, 620 mg/l of albonoursin was obtained with a conversion ratio of 62% after 24 h incubation.

Original language	English
Pages (from-to)	265-270
Number of pages	6
Journal	Journal of Molecular Catalysis - B Enzymatic
Volume	6
Issue number	3
DOIs	https://doi.org/10.1016/S1381-1177(98)00079-4
Publication status	Published - Mar 11 1999

Keywords

Bioconversion
Cyclic dipeptide
Dehydrodiketopiprazines
Dioxopiperazine
Piprazinedione

ASJC Scopus subject areas

Catalysis
Bioengineering
Biochemistry
Process Chemistry and Technology

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10.1016/S1381-1177(98)00079-4

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title = "Enzymatic dehydrogenation of cyclo(L-Phe-L-Leu) to a bioactive derivative, albonoursin",

abstract = "The cell-free extract of Streptomyces sp. KO-2388, an albonoursin- producing strain, was found to catalyze the conversion of cyclo(L-Phe-L-Leu) to albonoursin. The conversion activity was simply determined by measuring the increase in ultraviolet (UV) absorption of the reaction mixture at 317 nm, λ(max) (ε 25,400) of albonoursin, where cyclo(L-Phe-L-Leu) had no absorption. The optimum pH and temperature of this bioconversion using the cell-free extract were determined to be pH 8.0-9.5 and 60°C, respectively. Under the optimum conditions, 620 mg/l of albonoursin was obtained with a conversion ratio of 62% after 24 h incubation.",

keywords = "Bioconversion, Cyclic dipeptide, Dehydrodiketopiprazines, Dioxopiperazine, Piprazinedione",

author = "Hiroshi Kanzaki and Daisuke Imura and Teruhiko Nitoda and Kazuyoshi Kawazu",

note = "Funding Information: This work was supported in part by a Grant-in-Aid for Scientific Research from the Ministry of Education, Science, Sports and Culture to HK. We are grateful to the SC–NMR laboratory of Okayama University and the MS laboratory of the Faculty of Agriculture, Okayama University for assistance in the -NMR and MS experiments, respectively.",

year = "1999",

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doi = "10.1016/S1381-1177(98)00079-4",

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AU - Kanzaki, Hiroshi

AU - Imura, Daisuke

AU - Nitoda, Teruhiko

AU - Kawazu, Kazuyoshi

N1 - Funding Information: This work was supported in part by a Grant-in-Aid for Scientific Research from the Ministry of Education, Science, Sports and Culture to HK. We are grateful to the SC–NMR laboratory of Okayama University and the MS laboratory of the Faculty of Agriculture, Okayama University for assistance in the -NMR and MS experiments, respectively.

PY - 1999/3/11

Y1 - 1999/3/11

N2 - The cell-free extract of Streptomyces sp. KO-2388, an albonoursin- producing strain, was found to catalyze the conversion of cyclo(L-Phe-L-Leu) to albonoursin. The conversion activity was simply determined by measuring the increase in ultraviolet (UV) absorption of the reaction mixture at 317 nm, λ(max) (ε 25,400) of albonoursin, where cyclo(L-Phe-L-Leu) had no absorption. The optimum pH and temperature of this bioconversion using the cell-free extract were determined to be pH 8.0-9.5 and 60°C, respectively. Under the optimum conditions, 620 mg/l of albonoursin was obtained with a conversion ratio of 62% after 24 h incubation.

AB - The cell-free extract of Streptomyces sp. KO-2388, an albonoursin- producing strain, was found to catalyze the conversion of cyclo(L-Phe-L-Leu) to albonoursin. The conversion activity was simply determined by measuring the increase in ultraviolet (UV) absorption of the reaction mixture at 317 nm, λ(max) (ε 25,400) of albonoursin, where cyclo(L-Phe-L-Leu) had no absorption. The optimum pH and temperature of this bioconversion using the cell-free extract were determined to be pH 8.0-9.5 and 60°C, respectively. Under the optimum conditions, 620 mg/l of albonoursin was obtained with a conversion ratio of 62% after 24 h incubation.

KW - Bioconversion

KW - Cyclic dipeptide

KW - Dehydrodiketopiprazines

KW - Dioxopiperazine

KW - Piprazinedione

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Enzymatic dehydrogenation of cyclo(L-Phe-L-Leu) to a bioactive derivative, albonoursin

Abstract

Keywords

ASJC Scopus subject areas

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