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2 article(s) from Major, Dan Thomas

Stability trends in carbocation intermediates stemming from germacrene A and hedycaryol

Naziha Tarannam,
Prashant Kumar Gupta,
Shani Zev and
Dan Thomas Major

Beilstein J. Org. Chem. 2024, 20, 1189–1197, doi:10.3762/bjoc.20.101

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Scheme 1: Biosynthesis of (A) germacrene A and (B) hedycaryol from FPP. Here the abbreviations represent, FPP...

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Figure 1: 6-6 and 5-7 bicyclic carbocations formed by protonation and cyclization of germacrene A and hedycar...

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Figure 2: Bar plot for the relative free energies of germacrene A and hedycaryol carbocations relative to car...

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Figure 3: NCI plot for A (left) and B (right). Blue corresponds to repulsive and yellow represents slightly a...

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Figure 4: NCI plots for F and H hedycaryol cations. The C⁺···OH distances (Å) are shown in black.

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Figure 5: Correlation plot relating between the stability of hedycaryols (ΔΔE_e) and C⁺···OH bond distances.

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Full Research Paper

Published 23 May 2024

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Current understanding and biotechnological application of the bacterial diterpene synthase CotB2

Ronja Driller,
Daniel Garbe,
Norbert Mehlmer,
Monika Fuchs,
Keren Raz,
Dan Thomas Major,
Thomas Brück and
Bernhard Loll

Beilstein J. Org. Chem. 2019, 15, 2355–2368, doi:10.3762/bjoc.15.228

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Figure 1: CotB1 synthesizes geranylgeranyl diphosphate (GGDP) 3 from the substrates dimethylallyl diphosphate...

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Figure 2: The bacterial diterpene synthase CotB2^wt·Mg²⁺₃·F-Dola in the closed, active conformation (PDB-ID 6G...

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Figure 3: Conformational changes of CotB2 upon ligand binding. Superposition of CotB2’s open (teal), pre-cata...

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Figure 4: View into the active site of CotB2^wt·Mg²⁺₃·F-Dola [37] superimposed with CotB2^wt·Mg²⁺_B·GGSDP [36]. (A) The ...

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Figure 5: View into the active site of CotB2^wt·Mg²⁺₃·F-Dola [37]. Identical view as in Figure 4. (A) The bound F-Dola rea...

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Figure 6: The WXXXXXRY motif in protein sequences of diterpene TPS from different bacteria. Highlighted is th...

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Scheme 1: Overview of the altered product portfolio as a result of introduced point mutations in the active s...

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Scheme 2: Catalytic mechanism of CotB2, derived from isotope labeling experiments [34,35], density functional theory...

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Figure 7: (A) The inner surface of the active site is shown in gray. The bound F-Dola reaction intermediate i...

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Scheme 3: Variants of CotB2 open the route to a novel product portfolio with altered cyclic carbon skeletons,...

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Review

Published 02 Oct 2019

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