Recent advances in the biosynthesis strategies of nitrogen heterocyclic natural products

B Gao, B Yang, X Feng, C Li - Natural Product Reports, 2022 - pubs.rsc.org
Covering: 2015 to 2020 Nitrogen heterocyclic natural products (NHNPs) are primary or
secondary metabolites containing nitrogen heterocyclic (N-heterocyclic) skeletons. Due to …

Pictet–Spenglerases in alkaloid biosynthesis: Future applications in biocatalysis

R Roddan, JM Ward, NH Keep, HC Hailes - Current opinion in chemical …, 2020 - Elsevier
Pictet–Spenglerases provide a key role in the biosynthesis of many biologically active
alkaloids. There is increasing use of these biocatalysts as an alternative to traditional …

A bacterial-like Pictet–Spenglerase drives the evolution of fungi to produce β-carboline glycosides together with separate genes

XL Li, Y Sun, Y Yin, S Zhan… - Proceedings of the …, 2023 - National Acad Sciences
Diverse β-carboline (βC) alkaloids are produced by microbes, plants, and animals with
myriad bioactivities and drug potentials. However, the biosynthetic mechanism of βCs …

The pictet-spengler reaction updates its habits

A Calcaterra, L Mangiardi, G Delle Monache… - Molecules, 2020 - mdpi.com
The Pictet-Spengler reaction (PS) is one of the most direct, efficient, and variable synthetic
method for the construction of privileged pharmacophores such as tetrahydro-isoquinolines …

Formation, Characterization, and Occurrence of β-Carboline Alkaloids Derived from α-Dicarbonyl Compounds and l-Tryptophan

T Herraiz, A Peña, H Mateo, M Herraiz… - Journal of Agricultural …, 2022 - ACS Publications
β-Carbolines (βCs) are naturally occurring bioactive alkaloids, whereas α-dicarbonyl
compounds are reactive substances generated in foods and in vivo. In this work, l …

Enzyme catalysed Pictet-Spengler formation of chiral 1, 1'-disubstituted-and spiro-tetrahydroisoquinolines

BR Lichman, J Zhao, HC Hailes, JM Ward - Nature communications, 2017 - nature.com
Abstract The Pictet–Spengler reaction (PSR) involves the condensation and ring closure
between a β-arylethylamine and a carbonyl compound. The combination of dopamine and …

Recent advances in biocatalysis of nitrogen-containing heterocycles

J Feng, WC Geng, H Jiang, B Wu - Biotechnology Advances, 2022 - Elsevier
Nitrogen-containing heterocycles (N-heterocycles) are ubiquitous in both organisms and
pharmaceutical products. Biocatalysts are providing green approaches for synthesizing …

The enzymology of organic transformations: a survey of name reactions in biological systems

CI Lin, RM McCarty, H Liu - Angewandte Chemie International …, 2017 - Wiley Online Library
Chemical reactions that are named in honor of their true, or at least perceived, discoverers
are known as “name reactions”. This Review is a collection of biological representatives of …

Asymmetric Synthesis of (R)‐1‐Alkyl‐Substituted Tetrahydro‐ß‐carbolines Catalyzed by Strictosidine Synthases

D Pressnitz, EM Fischereder, J Pletz… - Angewandte …, 2018 - Wiley Online Library
Stereoselective methods for the synthesis of tetrahydro‐ß‐carbolines are of significant
interest due to the broad spectrum of biological activity of the target molecules. In the plant …

A modular and synthetic biosynthesis platform for de novo production of diverse halogenated tryptophan-derived molecules

KB Reed, SM Brooks, J Wells, KJ Blake, M Zhao… - Nature …, 2024 - nature.com
Halogen-containing molecules are ubiquitous in modern society and present unique
chemical possibilities. As a whole, de novo fermentation and synthetic pathway construction …