Journal article

Selective P450BM3 hydroxylation of the spiro[3.3]heptane core as a route to potential drug fragment molecules

Abstract:: Engineered P450BM3 enzyme variants, developed from an initial screening panel of 42 enzymes, convert N-benzyl spiro[3.3]heptane-2-carboxamide into three distally monohydroxylated regioisomers with essentially complete enantioselectivity. Two a-hydroxyamide derivatives are also produced. Elaboration of the metabolites by tethered C–H amination leadsto spiro[3.3]heptane motifs substituted with three different functional groups ready for further derivatization.

Publication status:: Published

Peer review status:: Peer reviewed

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APA Style

Zhang, X., Zhang, X., Wong, L., & Robertson, J. (2025). Selective P450BM3 hydroxylation of the spiro[3.3]heptane core as a route to potential drug fragment molecules. Organic Letters, 27(36), 9849–9853.

MLA Style

Zhang, X, et al. “Selective P450BM3 Hydroxylation of the Spiro[3.3]Heptane Core as a Route to Potential Drug Fragment Molecules.” Organic Letters, vol. 27, no. 36, 2025, pp. 9849–53.

Chicago Style

Zhang, X, X Zhang, L Wong, and J Robertson. 2025. “Selective P450BM3 Hydroxylation of the Spiro[3.3]Heptane Core as a Route to Potential Drug Fragment Molecules.” Organic Letters 27 (36): 9849–53.
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Files:: Xinxin_et_al_2025_Selective_P450BM3_hydroxylation.pdf

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Publisher copy:: 10.1021/acs.orglett.5c01265

Authors

+ Zhang, X More by this author

Role:: Author

+ Zhang, X More by this author

Role:: Author

+ Wong, L More by this author

Institution:: University of Oxford
Division:: MPLS
Department:: Chemistry
Sub department:: Chemistry Research Laboratory
Role:: Author
ORCID:: 0000-0003-4875-1092

+ Robertson, J More by this author

Institution:: University of Oxford
Division:: MPLS
Department:: Chemistry
Sub department:: Organic Chemistry
Oxford college:: Brasenose College
Role:: Author
ORCID:: 0000-0002-6809-8265

Publisher:: American Chemical Society
Journal:: Organic Letters More from this journal
Volume:: 27
Issue:: 36
Pages:: 9849–9853
Publication date:: 2025-08-27
Acceptance date:: 2025-08-22
DOI:: 10.1021/acs.orglett.5c01265
EISSN:: 1523-7052
ISSN:: 1523-7060

Language:: English
Pubs id:: 2283652
Local pid:: pubs:2283652
Deposit date:: 2025-08-22
ARK identifier:: ark:/29072/ora_e4d6f52522c64c9f8e863722a1f6bf80

Terms of use

Copyright holder:: Zhang et al
Copyright date:: 2025
Rights statement:: © 2025 The Authors. Published by American Chemical Society. This publication is licensed under CC-BY 4.0 .

Licence:: CC Attribution (CC BY)

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