Bacterial Catabolism of Biphenyls: Synthesis and Evaluation of Analogues

Sven Nerdinger; Eugen Kuatsjah; Timothy E. Hurst; Inge Schlapp-Hackl; Voker Kahlenberg; Klaus Wurst; Lindsay D. Eltis; Victor Snieckus

doi:10.1002/cbic.201800231

Bacterial Catabolism of Biphenyls: Synthesis and Evaluation of Analogues

Sven Nerdinger, Eugen Kuatsjah, Timothy E. Hurst, Inge Schlapp-Hackl, Voker Kahlenberg, Klaus Wurst, Lindsay D. Eltis^*, Victor Snieckus^*

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Abstrakti

A series of alkylated 2,3-dihydroxybiphenyls has been prepared on the gram scale by using an effective Directed ortho Metalation–Suzuki–Miyaura cross-coupling strategy. These compounds have been used to investigate the substrate specificity of the meta-cleavage dioxygenase BphC, a key enzyme in the microbial catabolism of biphenyl. Isolation and characterization of the meta-cleavage products will allow further study of related processes, including the catabolism of lignin-derived biphenyls.

Alkuperäiskieli	Englanti
Sivut	1771-1778
Julkaisu	ChemBioChem
Vuosikerta	19
Numero	16
DOI - pysyväislinkit	https://doi.org/10.1002/cbic.201800231
Tila	Julkaistu - 16 elok. 2018
OKM-julkaisutyyppi	A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä

Pääsy asiakirjaan

10.1002/cbic.201800231

Muut tiedostot ja linkit

http://dx.doi.org/10.1002/cbic.201800231

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title = "Bacterial Catabolism of Biphenyls: Synthesis and Evaluation of Analogues",

abstract = "A series of alkylated 2,3-dihydroxybiphenyls has been prepared on the gram scale by using an effective Directed ortho Metalation–Suzuki–Miyaura cross-coupling strategy. These compounds have been used to investigate the substrate specificity of the meta-cleavage dioxygenase BphC, a key enzyme in the microbial catabolism of biphenyl. Isolation and characterization of the meta-cleavage products will allow further study of related processes, including the catabolism of lignin-derived biphenyls.",

author = "Sven Nerdinger and Eugen Kuatsjah and Hurst, {Timothy E.} and Inge Schlapp-Hackl and Voker Kahlenberg and Klaus Wurst and Eltis, {Lindsay D.} and Victor Snieckus",

year = "2018",

month = aug,

day = "16",

doi = "10.1002/cbic.201800231",

language = "English",

volume = "19",

pages = "1771--1778",

journal = "ChemBioChem",

issn = "1439-4227",

publisher = "Wiley",

number = "16",

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TY - JOUR

T1 - Bacterial Catabolism of Biphenyls: Synthesis and Evaluation of Analogues

AU - Nerdinger, Sven

AU - Kuatsjah, Eugen

AU - Hurst, Timothy E.

AU - Schlapp-Hackl, Inge

AU - Kahlenberg, Voker

AU - Wurst, Klaus

AU - Eltis, Lindsay D.

AU - Snieckus, Victor

PY - 2018/8/16

Y1 - 2018/8/16

N2 - A series of alkylated 2,3-dihydroxybiphenyls has been prepared on the gram scale by using an effective Directed ortho Metalation–Suzuki–Miyaura cross-coupling strategy. These compounds have been used to investigate the substrate specificity of the meta-cleavage dioxygenase BphC, a key enzyme in the microbial catabolism of biphenyl. Isolation and characterization of the meta-cleavage products will allow further study of related processes, including the catabolism of lignin-derived biphenyls.

AB - A series of alkylated 2,3-dihydroxybiphenyls has been prepared on the gram scale by using an effective Directed ortho Metalation–Suzuki–Miyaura cross-coupling strategy. These compounds have been used to investigate the substrate specificity of the meta-cleavage dioxygenase BphC, a key enzyme in the microbial catabolism of biphenyl. Isolation and characterization of the meta-cleavage products will allow further study of related processes, including the catabolism of lignin-derived biphenyls.

UR - http://dx.doi.org/10.1002/cbic.201800231

U2 - 10.1002/cbic.201800231

DO - 10.1002/cbic.201800231

M3 - Article

SN - 1439-4227

VL - 19

SP - 1771

EP - 1778

JO - ChemBioChem

JF - ChemBioChem

IS - 16

ER -

Bacterial Catabolism of Biphenyls: Synthesis and Evaluation of Analogues

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