scholarly journals 3-Ketoacyl-ACP synthase (KAS) III homologues and their roles in natural product biosynthesis

MedChemComm ◽  
2019 ◽  
Vol 10 (9) ◽  
pp. 1517-1530 ◽  
Author(s):  
Risa Nofiani ◽  
Benjamin Philmus ◽  
Yosi Nindita ◽  
Taifo Mahmud
Keyword(s):  
Natural Product ◽  
Significant Role ◽  
Bond Formation ◽  
Natural Product Biosynthesis

KAS III-like enzymes play a significant role in natural product biosynthesis through C–C, C–O, and/or C–N bond formation.

Beyond peptide bond formation: the versatile role of condensation domains in natural product biosynthesis

2021 ◽  
Author(s):  
Sofie Dekimpe ◽  
Joleen Masschelein
Keyword(s):  
Natural Product ◽  
Bond Formation ◽  
Peptide Bond ◽  
Chemical Diversity ◽  
Peptide Bond Formation ◽  
Natural Product Biosynthesis

Condensation domains perform highly diverse functions during natural product biosynthesis and are capable of generating remarkable chemical diversity.

scholarly journals Heteroatom–Heteroatom Bond Formation in Natural Product Biosynthesis

2017 ◽  
Vol 117 (8) ◽  
pp. 5784-5863 ◽  
Author(s):  
Abraham J. Waldman ◽  
Tai L. Ng ◽  
Peng Wang ◽  
Emily P. Balskus
Keyword(s):  
Natural Product ◽  
Bond Formation ◽  
Natural Product Biosynthesis

scholarly journals Enzymatic Carbon–Sulfur Bond Formation in Natural Product Biosynthesis

2017 ◽  
Vol 117 (8) ◽  
pp. 5521-5577 ◽  
Author(s):  
Kyle L. Dunbar ◽  
Daniel H. Scharf ◽  
Agnieszka Litomska ◽  
Christian Hertweck
Keyword(s):  
Natural Product ◽  
Bond Formation ◽  
Natural Product Biosynthesis ◽  
Sulfur Bond

Structural and Functional Analyses of a Spiro-Carbon-Forming, Highly Promiscuous Epoxidase from Fungal Natural Product Biosynthesis

Biochemistry ◽  
2020 ◽  
Vol 59 (51) ◽  
pp. 4787-4792
Author(s):  
Takuma Matsushita ◽  
Shinji Kishimoto ◽  
Kodai Hara ◽  
Hiroshi Hashimoto ◽  
Kenji Watanabe
Keyword(s):  
Natural Product ◽  
Natural Product Biosynthesis ◽  
Functional Analyses

Palladium-catalyzed cascade cyclizations involving C–C and C–X bond formation: strategic applications in natural product synthesis

2021 ◽  
Author(s):  
K. R. Holman ◽  
A. M. Stanko ◽  
S. E. Reisman
Keyword(s):  
Natural Product ◽  
Bond Formation ◽  
Natural Product Synthesis ◽  
Cascade Cyclizations ◽  
Palladium Catalyzed ◽  
Multiple Rings

This tutorial review highlights the use of palladium-catalyzed cascade cyclizations in natural product synthesis, focusing on cascades that construct multiple rings and form both C–C and C–X (X = O, N) bonds in a single synthetic operation.

Peptide Modifications: Versatile Tools in Peptide and Natural Product Syntheses

Synlett ◽  
2019 ◽  
Vol 30 (11) ◽  
pp. 1289-1302 ◽  
Author(s):  
Phil Servatius ◽  
Lukas Junk ◽  
Uli Kazmaier
Keyword(s):  
Amino Acids ◽  
Natural Product ◽  
Bond Activation ◽  
Bond Formation ◽  
Side Chain ◽  
Peptide Backbone ◽  
Claisen Rearrangements ◽  
The Past ◽  
Allylic Alkylations ◽  
Peptide Modifications

Peptide modifications via C–C bond formation have emerged as valuable tools for the preparation and alteration of non-proteinogenic amino acids and the corresponding peptides. Modification of glycine subunits in peptides allows for the incorporation of unusual side chains, often in a highly stereoselective manner, orchestrated by the chiral peptide backbone. Moreover, modifications of peptides are not limited to the peptidic backbone. Many side-chain modifications, not only by variation of existing functional groups, but also by C–H functionalization, have been developed over the past decade. This account highlights the synthetic contributions made by our group and others to the field of peptide modifications and their application in natural product syntheses.1 Introduction2 Peptide Backbone Modifications via Peptide Enolates2.1 Chelate Enolate Claisen Rearrangements2.2 Allylic Alkylations2.3 Miscellaneous Modifications3 Side-Chain Modifications3.1 C–H Activation3.1.1 Functionalization via Csp3–H Bond Activation3.2.2 Functionalization via Csp2–H Bond Activation3.2 On Peptide Tryptophan Syntheses4 Conclusion

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