Light-mediated oxidation of alcohols and mandelate by flavin-metal complexes

Seiji Shinkai; Hideki Nakao; Kaori Ueda; Osamu Manabe

doi:10.1016/S0040-4039(01)81587-2

Light-mediated oxidation of alcohols and mandelate by flavin-metal complexes

Seiji Shinkai, Hideki Nakao, Kaori Ueda, Osamu Manabe

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

16 Citations (Scopus)

Abstract

New flavins with metal affinity, (1) and (2) were applied to photo-oxidation of alcohols and mandelate. (1) rapidly photo-oxidized alcohols in the presence of Mg(II) and Zn(II): the rate augmentation corresponds to 16-18 fold. (2) could photo-oxidize PhCH(OH)COO^-K⁺ but only slightly PhCH(OH)COO-NMe₄⁺: the rate difference amounts to 110-fold. Thus, the photo-oxidizability of these modified flavins can be markedly improved through complexation with metal ions.

Original language	English
Pages (from-to)	5295-5298
Number of pages	4
Journal	Tetrahedron Letters
Volume	25
Issue number	46
DOIs	https://doi.org/10.1016/S0040-4039(01)81587-2
Publication status	Published - 1984
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(01)81587-2

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title = "Light-mediated oxidation of alcohols and mandelate by flavin-metal complexes",

abstract = "New flavins with metal affinity, (1) and (2) were applied to photo-oxidation of alcohols and mandelate. (1) rapidly photo-oxidized alcohols in the presence of Mg(II) and Zn(II): the rate augmentation corresponds to 16-18 fold. (2) could photo-oxidize PhCH(OH)COO-K+ but only slightly PhCH(OH)COO-NMe4+: the rate difference amounts to 110-fold. Thus, the photo-oxidizability of these modified flavins can be markedly improved through complexation with metal ions.",

author = "Seiji Shinkai and Hideki Nakao and Kaori Ueda and Osamu Manabe",

year = "1984",

doi = "10.1016/S0040-4039(01)81587-2",

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pages = "5295--5298",

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T1 - Light-mediated oxidation of alcohols and mandelate by flavin-metal complexes

AU - Shinkai, Seiji

AU - Nakao, Hideki

AU - Ueda, Kaori

AU - Manabe, Osamu

PY - 1984

Y1 - 1984

N2 - New flavins with metal affinity, (1) and (2) were applied to photo-oxidation of alcohols and mandelate. (1) rapidly photo-oxidized alcohols in the presence of Mg(II) and Zn(II): the rate augmentation corresponds to 16-18 fold. (2) could photo-oxidize PhCH(OH)COO-K+ but only slightly PhCH(OH)COO-NMe4+: the rate difference amounts to 110-fold. Thus, the photo-oxidizability of these modified flavins can be markedly improved through complexation with metal ions.

AB - New flavins with metal affinity, (1) and (2) were applied to photo-oxidation of alcohols and mandelate. (1) rapidly photo-oxidized alcohols in the presence of Mg(II) and Zn(II): the rate augmentation corresponds to 16-18 fold. (2) could photo-oxidize PhCH(OH)COO-K+ but only slightly PhCH(OH)COO-NMe4+: the rate difference amounts to 110-fold. Thus, the photo-oxidizability of these modified flavins can be markedly improved through complexation with metal ions.

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U2 - 10.1016/S0040-4039(01)81587-2

DO - 10.1016/S0040-4039(01)81587-2

M3 - Article

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VL - 25

SP - 5295

EP - 5298

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 46

ER -

Light-mediated oxidation of alcohols and mandelate by flavin-metal complexes

Abstract

All Science Journal Classification (ASJC) codes

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