Výsledky vyhledávání - "Christian R. Zwick"

Modular Chemoenzymatic Synthesis of GE81112 B1 and Related Analogues Enables Elucidation of Its Key Pharmacophores

Autor: Christian R. Zwick, Max B. Sosa, Hans Renata

Publikováno v: J Am Chem Soc

The GE81112 complex has garnered much interest due to its broad antimicrobial properties and unique ability to inhibit bacterial translation initiation. Herein we report the use of a chemoenzymatic strategy to complete the first total synthesis of GE

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::36d07287299d80a06b02e92b293efc5e
https://doi.org/10.1021/jacs.0c13424

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Harnessing the biocatalytic potential of iron- and α-ketoglutarate-dependent dioxygenases in natural product total synthesis

Autor: Hans Renata, Christian R. Zwick

Publikováno v: Nat Prod Rep

Covering: up to the end of 2019Iron- and α-ketoglutarate-dependent dioxygenases (Fe/αKGs) represent a versatile and intriguing enzyme family by virtue of their ability to directly functionalize unactivated C-H bonds at the cost of αKG and O2. Fe/�

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::a730e5157b709708fd56f867aa0bb3eb
https://doi.org/10.1039/c9np00075e

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Characterization of a Citrulline 4‐Hydroxylase from Nonribosomal Peptide GE81112 Biosynthesis and Engineering of Its Substrate Specificity for the Chemoenzymatic Synthesis of Enduracididine

Autor: Hans Renata, Christian R. Zwick, Max B. Sosa

Publikováno v: Angewandte Chemie. 131:19030-19034

The GE81112 tetrapeptides are a small family of unusual nonribosomal peptide congeners with potent inhibitory activity against prokaryotic translation initiation. With the exception of the 3-hydroxy-l-pipecolic acid unit, little is known about the bi

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::449022ea8654f8f3f6dc6a8a162aa5e8
https://doi.org/10.1002/ange.201910659

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Regiodivergent Biocatalytic Hydroxylation of L-Glutamine Facilitated by Characterization of Non-Heme Dioxygenases from Non-Ribosomal Peptide Biosyntheses

Autor: Christian R. Zwick, Emily Shimizu, Hans Renata

Publikováno v: Tetrahedron

We report the functional characterization of two iron- and a-ketoglutarate-dependent dioxygenases that are capable of hydroxylating free-standing glutamine at its C3 and C4 position respectively. In particular, the C4 hydroxylase, Q4Ox, catalyzes the

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::4554b679869817c92e2aa495dbb98cf0
https://europepmc.org/articles/PMC8346205/

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Concise Chemoenzymatic Total Synthesis of GE81112 B1 and Simplified Analogs Enable Elucidation of Its Key Pharmaco-phores

Autor: Christian R. Zwick, Max B. Sosa, Hans Renata

We report a chemoenzymatic total synthesis of GE81112 B1 that employs biocatalytic hydroxylation to prepare two of the key monomers of the target natural product. By pairing this strategy with traditional organic chemistry, we were able to synthesize

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::dd1e4134c46ac6aef2982a02feaf7da3
https://doi.org/10.26434/chemrxiv.9684554.v2

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Oxidopyrylium-Alkene [5 + 2] Cycloaddition Conjugate Addition Cascade (C3) Sequences: Scope, Limitation, and Computational Investigations

Autor: Paul Wendelboe, Erica L. Woodall, Chunyin M. Law, Christian R. Zwick, Riley H. Kaufman, John R. Goodell, T. Andrew Mitchell, Christopher G. Hamaker, Justin A. Simanis, Henry B. Wedler, Dean J. Tantillo

Publikováno v: The Journal of Organic Chemistry. 83:9818-9838

Oxidopyrylium-alkene [5 + 2] cycloaddition conjugate addition cascade (C3) sequences are described. Intramolecular cycloadditions involving terminal alkenes, enals, and enones were investigated. Substrates with tethers of varying lengths delivered fi

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::67b4ce3b697cadef93db16ba633b75d6
https://doi.org/10.1021/acs.joc.8b01322

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Remote C–H Hydroxylation by an α-Ketoglutarate-Dependent Dioxygenase Enables Efficient Chemoenzymatic Synthesis of Manzacidin C and Proline Analogs

Autor: Christian R. Zwick, Hans Renata

Publikováno v: Journal of the American Chemical Society. 140:1165-1169

Selective C-H functionalization at distal positions remains a highly challenging problem in organic synthesis. Though Nature has evolved a myriad of enzymes capable of such feat, their synthetic utility has largely been overlooked. Here, we functiona

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::18b90415ef8da07b2cd58b90aeb1d2cc
https://doi.org/10.1021/jacs.7b12918

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Applications of Oxygenases in the Chemoenzymatic Total Synthesis of Complex Natural Products

Autor: Hans Renata, Emma King-Smith, Christian R. Zwick

Publikováno v: Biochemistry. 57:403-412

Nature has produced a diverse range of oxygenases for the modification of secondary metabolites with selectivity profiles that are unmatched by conventional man-made catalysts. In the past two decades, organic chemists have begun to harness the synth

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::42dab139fbda53f8d4d4b44ae749a5d4
https://doi.org/10.1021/acs.biochem.7b00998

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