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Beilstein J. Org. Chem. 2022, 18, 818–824, doi:10.3762/bjoc.18.82
Graphical Abstract
Scheme 1: Biosynthesis of 2-MIB (1). A) Naturally observed pathway through methylation of GPP to 2-Me-GPP by ...
Figure 1: A) Active site of 2MIBS with the bound substrate surrogate 2FGPP (generated with Pymol from the cry...
Scheme 2: Synthesis of (R)- and (S)-2-Me-LPP.
Figure 2: Structures of 2MIBS side products and spontaneous degradation products of 2-Me-LPP. The enantiomers...
Figure 3: Total ion chromatograms of extracts from an incubation of A) enantiomerically pure (R)-2-Me-LPP wit...
Scheme 3: Hypothetical mechanism for the isomerization of (S)-2-Me-LPP through 2-Me-GPP to (R)-2-Me-LPP.
Beilstein J. Org. Chem. 2021, 17, 2441–2449, doi:10.3762/bjoc.17.161
Figure 1: Highly conserved residues in the active site of SdS for Mg2+ complexation, substrate recognition an...
Figure 2: The products of SmTS1. A) Structures of sestermobaraenes A–F (1–6) and sestermobaraol (7). B) The t...
Figure 3: Swiss homology modelling of SmTS1. A) Superimposition of the SdS crystal structure (green) with the...
Figure 4: Products and relative activities of SmTS1 and its variants. Bars left of the dashed line show relat...
Figure 5: Total ion chromatogram of an extract from an incubation of GGPP with the SmTS1 A222V variant.
Figure 6: Relative activities of SmTS1 and its variants towards GFPP (blue bars) and GGPP (yellow bars), and ...
Scheme 1: Determination of the enantiomeric composition of 8 and 9 obtained from GGPP with SmTS1 enzyme varia...
Figure 7: Determination of the absolute configuration of compounds 8 and 9. Partial HSQC spectra of A) unlabe...
Beilstein J. Org. Chem. 2020, 16, 2807–2819, doi:10.3762/bjoc.16.231
Figure 1: The structures of the bacterial sesterterpenes sestermobaraenes A–F (1–6) and sestermobaraol (7) fr...
Figure 2: Position-specific mass shift analyses for 1. Carbons that contribute fully to the formation of a fr...
Scheme 1: The EIMS fragmentation mechanisms for 1 explaining the formation of the fragment ions at m/z = 325,...
Scheme 2: The EIMS fragmentation mechanisms for 1 explaining the formation of fragment ions at m/z = 206 and ...
Figure 3: Position-specific mass shift analyses for 2. The carbons that contribute fully to the formation of ...
Scheme 3: The EIMS fragmentation mechanisms for 2 explaining the formation of the fragment ions at m/z = 325,...
Scheme 4: The EIMS fragmentation mechanisms for 2 explaining the formation of the fragment ions at m/z = 203 ...
Figure 4: The position-specific mass shift analyses for 3. Carbons that contribute fully to the formation of ...
Scheme 5: The EIMS fragmentation mechanisms for 3 explaining the formation of the fragment ions at m/z = 325,...
Scheme 6: The EIMS fragmentation mechanisms for 3 explaining the formation of the fragment ion at m/z = 206 a...