8 article(s) from Rinkel, Jan
- Full Research Paper
- Published 11 Feb 2021
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Scheme 1: Sulfur metabolism in bacteria from the roseobacter group. A) DMSP demethylation by DmdABCD, B) DMSP...
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Figure 1: Total ion chromatograms of headspace extracts from A) C. marinus DSM 100036T, B) C. neptunius DSM 2...
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Figure 2: Structures of the identified volatile compounds in the headspace extracts from six Celeribacter typ...
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Figure 3: EI mass spectra of A) unlabeled 2-(methyldisulfanyl)benzothiazole (41) and of labeled 41 after feed...
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Scheme 2: Synthesis of sulfur-containing compounds detected in the Celeribacter headspace extracts. A) Synthe...
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- Full Research Paper
- Published 02 May 2019
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Figure 1: Total ion chromatograms of hexane extracts from the incubations of HcS with A) FPP, B) GPP and C) G...
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Figure 2: Structures of HcS products arising A) from FPP together with related oxidation product 9, B) from G...
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Scheme 1: Initial steps of the cyclisation of GPP towards monoterpene products [34]. Both pathways are likely co-...
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Scheme 2: Late stage cyclisations of the himachalyl cation B to HcS products 1–6. Alternative mechanistic and...
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Figure 3: EI mass spectrum of 1 arising from an incubation of (2-2H)GPP and IPP with FPPS and HcS showing a l...
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Figure 4: Stereochemical course of the final deprotonation step towards 3, 5 and 6 investigated by GC–MS. EI ...
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Scheme 3: Proposed cyclisation mechanism towards cation B via an initial 1,11-cyclisation (path A) and an hyp...
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Figure 5: Total ion chromatogram of hexane extracts from HcS incubations with A) (R)-NPP, B) (S)-NPP and C) (...
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Figure 6: The origin of the two diastereotopic methyl groups in 1. Partial 13C NMR spectrum of A) unlabelled 1...
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Figure 7: Stereochemical course of the 1,11-cyclisation at C-1 for 7. Partial HSQC spectra of HcS incubation ...
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Figure 8: Investigation of the 1,3-hydride shift in the cyclisation towards 1. Partial 13C NMR spectra of A) ...
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Figure 9: Stereochemical course of the 1,3-hydride shift at C-10 in 1. Partial HSQC spectra of A) unlabelled 1...
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Figure 10: Position specific mass shift analysis for selected EIMS ions of HcS products. Black dots represent ...
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Supp. Info
- Letter
- Published 27 Mar 2019
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Figure 1: Structures of achiral terpenes: (E)-β-farnesene (1), α-humulene (2), 1,8-cineol (3) and sodorifen (4...
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Figure 2: A) Total ion chromatogram of a hexane extract from the incubation of FPP with BbS and B) EI mass sp...
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Scheme 1: Cyclisation mechanism to 5 involving either the intermediates (R)-NPP and (S)-A (path A) or (S)-NPP...
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Figure 3: Total ion chromatograms of hexane extracts from incubation experiments with BbS and A) (R)-NPP, B) (...
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Figure 4: Hypothetical BbS active site comparable conformational folds of A) FPP, B) (R)- and C) (S)-NPP expl...
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- Full Research Paper
- Published 04 Dec 2018
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Figure 1: Structures of fungal volatiles. Trichodiene (1), aristolochene (2), (R)-oct-1-en-3-ol (3), 3,4-dime...
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Figure 2: Total ion chromatogram of a CLSA headspace extract from Hypoxylon griseobrunneum MUCL 53754. Peak n...
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Figure 3: Volatiles from Hypoxylon griseobrunneum.
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Figure 4: EI mass spectra of A) 2,4,5-trimethylanisole (24), B) the coeluting mixture of 3,4-dimethylanisole (...
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Scheme 1: Synthesis of trimethylanisoles 24 and 24d.
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Scheme 2: Hypothetical biosynthesis of 24. ACP: acyl carrier protein, AT: acyl transferase, KR: ketoreductase...
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Figure 5: Biosynthesis of 24. Feeding of (methyl-2H3)methionine resulted in the incorporation of labelling in...
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Scheme 3: Hypothetical biosynthesis of 25 and 26.
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Figure 6: Total ion chromatogram of a CLSA headspace extract from Hypoxylon macrocarpum STMA 130423. Peak num...
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Figure 7: Volatiles from Hypoxylon macrocarpum.
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Figure 8: EI mass spectra of A) 3,4-dimethoxybenzaldehyde (42), B) 3,4,5-trimethoxytoluene (44), and C) 2,4,5...
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Scheme 4: Synthesis of 2,3,4-trimethoxytoluene (44a).
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- Full Research Paper
- Published 05 Jun 2018
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Scheme 1: Biosynthesis of AHLs by ACP-dependent LuxI type enzymes.
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Figure 1: Total ion chromatograms of the FAME extracts of A) P. inhibens 2.10, B) P. inhibens DSM17395, C) P....
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Scheme 2: Synthesis of N-pantothenoylcysteamine thioesters (PCEs) for feeding experiments with AHL synthases.
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Figure 2: Total ion chromatograms of the extracts from competition experiments using recombinant PgaI2 from P...
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- Full Research Paper
- Published 23 Aug 2017
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Scheme 1: Germacrene A (1) and its Cope rearrangement to β-elemene (2).
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Figure 1: In vitro terpene synthase activity of the investigated recombinant enzyme from C. pinensis, showing...
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Scheme 2: Product obtained from the diterpene synthase from C. pinensis. (A) Structure of (1R,3E,7E,11S,12S)-...
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Figure 2: Determination of the absolute configuration of 3. (A) Partial HSQC spectrum of unlabelled 3 showing...
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Figure 3: Determination of the absolute configuration of 3. (A) Partial HSQC spectrum of unlabelled 3 showing...
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Figure 4: Assignment of H6α and H6β of 3. (A) Partial HSQC spectrum of unlabelled 3 showing the region for C6...
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Figure 5: Partial 13C NMR spectra of A) unlabeled 3, B) (13C1)-3 arising from incubation of HdS and GGPPS wit...
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Figure 6: Transient expression of 18-hydroxydolabella-3,7-diene synthase (HdS) in Nicotiana benthamiana. Tota...
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- Full Research Paper
- Published 04 Nov 2016
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Figure 1: Selection of achiral terpenes.
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Scheme 1: Cyclisation of GPP to 1 via the (R)-terpinyl cation ((R)-6, left) or the (S)-terpinyl cation ((S)-6...
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Figure 2: Partial HSQC spectra showing the region of crosspeaks for HA and HB connected to C-3 and C-5 of A) ...
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Figure 3: A) Partial HSQC spectrum showing the region of crosspeaks of C-2 with its directly connected hydrog...
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Scheme 2: Mechanism for the cyclisation of FPP to corvol ethers A (19) and B (18). WMR: Wagner-Meerwein rearr...
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- Review
- Published 09 Dec 2015
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Figure 1: Structures of lovastatin (1), aflatoxin B1 (2) and amphotericin B (3).
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Scheme 1: a) Structure of rhizoxin (4). b) Two possible mechanisms of chain branching catalysed by a branchin...
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Scheme 2: Structure of coelimycin P1 (8) and proposed biosynthetic formation from the putative PKS produced a...
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Scheme 3: Structure of trioxacarcin A (9) with highlighted carbon origins of the polyketide core from acetate...
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Scheme 4: Proposed biosynthetic assembly of clostrubin A (12). Bold bonds show intact acetate units.
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Figure 2: Structure of forazoline A (13).
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Figure 3: Structures of tyrocidine A (14) and teixobactin (15).
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Figure 4: Top: Structure of the NRPS product kollosin A (16) with the sequence N-formyl-D-Leu-L-Ala-D-Leu-L-V...
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Scheme 5: Proposed biosynthesis of aspirochlorine (20) via 18 and 19.
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Scheme 6: Two different macrocyclization mechanisms in the biosynthesis of pyrrocidine A (24).
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Figure 5: Structure of thiomarinol A (27). Bold bonds indicate carbon atoms derived from 4-hydroxybutyrate.
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Figure 6: Structures of artemisinin (28), ingenol (29) and paclitaxel (30).
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Figure 7: The revised (31) and the previously suggested (32) structure of hypodoratoxide and the structure of...
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Figure 8: Structure of the two interconvertible conformers of (1(10)E,4E)-germacradien-6-ol (34) studied with...
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Scheme 7: Proposed cyclization mechanism of corvol ethers A (42) and B (43) with the investigated reprotonati...
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Scheme 8: Predicted (top) and observed (bottom) 13C-labeling pattern in cyclooctatin (45) after feeding of [U-...
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Scheme 9: Proposed mechanism of the cyclooctat-9-en-7-ol (52) biosynthesis catalysed by CotB2. Annotated hydr...
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Scheme 10: Cyclization mechanism of sesterfisherol (59). Bold lines indicate acetate units; black circles repr...
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Scheme 11: Cyclization mechanisms to pentalenene (65) and protoillud-6-ene (67).
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Scheme 12: Reactions of chorismate catalyzed by three different enzyme subfamilies. Oxygen atoms originating f...
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Scheme 13: Incorporation of sulfur into tropodithietic acid (72) via cysteine.
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Scheme 14: Biosynthetic proposal for the starter unit of antimycin biosynthesis. The hydrogens at positions R1...
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