Results 81 to 90 of about 442 (127)

Chemoenzymatic tandem cyclization for the facile synthesis of bicyclic peptides. [PDF]

Commun Chem
Kobayashi M, Onozawa N, Matsuda K, Wakimoto T.   +3 more
europepmc   +1 more source

Chemical diversification of polyprenyl quinones for mechanistic studies on menaquinone-binding peptide antibiotics. [PDF]

Chem Sci
Matheson EJ, van Beekveld RAM, Innocenti P, Martin NI, Weingarth M, Cochrane SA.   +5 more
europepmc   +1 more source

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Total Synthesis of Quebrachamine through Macrolactamization

European Journal of Organic Chemistry, 2014
AbstractThe total synthesis of quebrachamine was achieved through the macrolactamization of cis‐2‐alkenylated indole 17, which was prepared by a Sonogashira reaction between indole 5b and piperidine 11 followed by cis‐hydrogenation. We found that stoichiometric copper(I) iodide limited the undesired Glaser‐type homocoupling of alkyne 11 that would ...
Duen-Ren Hou
exaly   +2 more sources

Heterochiral coupling in non-ribosomal peptide macrolactamization [PDF]

Nature Catalysis, 2020
Heterochiral coupling is favoured in abiotic peptide bond formation, whereas biotic peptide bond formation is dominated by homochiral coupling. Here, we report that heterochiral coupling is a rather general paradigm in the head-to-tail macrolactamization of non-ribosomal peptide biosynthesis. The canonical cis-acting offloading cyclases, such as type I
Kenichi Matsuda, Rui Zhai, Takahiro Mori   +2 more
exaly   +3 more sources

Macrolactamization Approaches to Arylomycin Antibiotics Core

Organic Letters, 2018
Two practical entries to arylomycin antibiotics core structures are investigated. In route A, the activation of l-Hpg for the key macrolactamization step is achieved in 89% yield in the presence of unprotected phenol and amine functionalities. Alternatively, a propanephosphonic acid anhydride (T3P)-promoted coupling between thel-Tyr and l-Ala moieties ...
Ngiap-Kie Lim, Xin Linghu, Nicholas Wong, Haiming Zhang, C. Gregory Sowell, Francis Gosselin   +5 more
openaire   +2 more sources

Genomic and Spectroscopic Signature-Based Discovery of Natural Macrolactams

Journal of the American Chemical Society, 2023
The logical and effective discovery of macrolactams, structurally unique natural molecules with diverse biological activities, has been limited by a lack of targeted search methods. Herein, a targeted discovery method for natural macrolactams was devised by coupling genomic signature-based PCR screening of a bacterial DNA library with spectroscopic ...
Yern-Hyerk Shin, Ji Hyeon Im, Ilnam Kang, Eunji Kim, Sung Chul Jang, Eunji Cho, Daniel Shin, Sunghoon Hwang, Young Eun Du, Thanh-Hau Huynh, Keebeom Ko, Yoon-Joo Ko, Sang-Jip Nam, Takayoshi Awakawa, Jeeyeon Lee, Suckchang Hong, Ikuro Abe, Bradley S. Moore, William Fenical, Yeo Joon Yoon, Jang-Cheon Cho, Sang Kook Lee, Ki-Bong Oh, Dong-Chan Oh   +23 more
openaire   +2 more sources

Enzymatic Macrolactamization of mRNA Display Libraries for Inhibitor Selection

ACS Chemical Biology, 2022
mRNA display is a powerful, high-throughput technology for discovering novel, peptide ligands for protein targets. A number of methods have been used to expand the chemical diversity of mRNA display libraries beyond the 20 canonical amino acids, including genetic code reprogramming and biorthogonal chemistries.
Matthew M. Bowler, Marta Glavatskikh, Chad V. Pecot, Dmitri Kireev, Albert A. Bowers   +4 more
openaire   +2 more sources

Biosynthesis of macrolactam antifungal agents

Bioorganic & Medicinal Chemistry Letters, 1992
Abstract The aglycone of the macrolactam antifungal agents is biosynthesized via a combination of polyketide and TCA mechanisms.
M.S. Puar, V. Gullo, I. Gunnarsson, V. Hegde, M. Patel, J. Schwartz   +5 more
openaire   +1 more source