Production of Phenyldiazene Derivatives Using the Biosynthetic Pathway of an Aromatic Diazo Group‐Containing Natural Product from an Actinomycete DOI Creative Commons
Seiji Kawai, Jun Ning, Yohei Katsuyama

и другие.

ChemBioChem, Год журнала: 2024, Номер 26(1)

Опубликована: Окт. 18, 2024

Abstract The diazo group is an important functional in organic synthesis because it confers high reactivity to the compounds and has been applied various chemical reactions, such as Sandmeyer reaction, Wolff rearrangement, cyclopropanation, C−N bond formation with active methylene compounds. Previously, we revealed that 3‐diazoavenalumic acid (3‐DAA), which potentially produced by several actinomycete species contains aromatic group, a biosynthetic intermediate of avenalumic acid. In this study, aimed construct production system for phenyldiazene derivatives adding culture 3‐DAA‐producing recombinant actinomycete. First, acetoacetanilide its derivatives, have are raw materials arylide yellow dyes, were individually added When their metabolites analyzed, each expected compound phenyldiazenyl moiety was detected extract. Moreover, established one‐pot vitro enzymatic same using highly reactive diazotase, CmaA6. These results showed natural products attractive tool expanding structural diversity both vivo .

Язык: Английский

Recent Developments and Challenges in the Enzymatic Formation of Nitrogen–Nitrogen Bonds DOI Creative Commons

Charitomeni Angeli,

Sara Atienza-Sanz, Simon Schröder

и другие.

ACS Catalysis, Год журнала: 2024, Номер 15(1), С. 310 - 342

Опубликована: Дек. 17, 2024

The biological formation of nitrogen–nitrogen (N–N) bonds represents intriguing reactions that have attracted much attention in the past decade. This interest has led to an increasing number N–N bond-containing natural products (NPs) and related enzymes catalyze their (referred this review as NNzymes) being elucidated studied greater detail. While more detailed information on biosynthesis NPs, which only become available recent years, provides unprecedented source biosynthetic enzymes, potential for biocatalytic applications been minimally explored. With review, we aim not provide a comprehensive overview both characterized NNzymes hypothetical biocatalysts with putative bond forming activity, but also highlight from perspective. We present compare conventional synthetic approaches linear cyclic hydrazines, hydrazides, diazo- nitroso-groups, triazenes, triazoles allow comparison enzymatic routes via these functional groups. Moreover, pathways well diversity reaction mechanisms are presented according direct groups currently accessible enzymes.

Язык: Английский

Процитировано

3
Production of Phenyldiazene Derivatives Using the Biosynthetic Pathway of an Aromatic Diazo Group‐Containing Natural Product from an Actinomycete DOI Creative Commons
Seiji Kawai, Jun Ning, Yohei Katsuyama

и другие.

ChemBioChem, Год журнала: 2024, Номер 26(1)

Опубликована: Окт. 18, 2024

Abstract The diazo group is an important functional in organic synthesis because it confers high reactivity to the compounds and has been applied various chemical reactions, such as Sandmeyer reaction, Wolff rearrangement, cyclopropanation, C−N bond formation with active methylene compounds. Previously, we revealed that 3‐diazoavenalumic acid (3‐DAA), which potentially produced by several actinomycete species contains aromatic group, a biosynthetic intermediate of avenalumic acid. In this study, aimed construct production system for phenyldiazene derivatives adding culture 3‐DAA‐producing recombinant actinomycete. First, acetoacetanilide its derivatives, have are raw materials arylide yellow dyes, were individually added When their metabolites analyzed, each expected compound phenyldiazenyl moiety was detected extract. Moreover, established one‐pot vitro enzymatic same using highly reactive diazotase, CmaA6. These results showed natural products attractive tool expanding structural diversity both vivo .

Язык: Английский

Процитировано

2