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Beilstein J. Org. Chem. 2018, 14, 2964–2973, doi:10.3762/bjoc.14.276
Graphical Abstract
Figure 1: N-Acylhomoserine lactones 1 (Z7-C14:1-AHL) and N-acylalanine methyl esters 2 (Z9-C16:1-NAME) occurr...
Figure 2: Total ion chromatogram (TIC) of an XAD extract of Roseovarius sp. D12_1.68. AHLs, NAMEs and related...
Scheme 1: Synthesis of iso-C15:0-NAME (6). DMAP: 4-dimethylaminopyridine, EDC: 1-ethyl-3-(3-dimethylaminoprop...
Figure 3: Mass spectrum of natural compound D, N-(13-methyltetradecanoyl)alanine methyl ester (iso-C15:0-NAME...
Figure 4: Mass spectra of natural compounds a) K (7, C16:0-NABME), b) J (8, C16:1-NABME), and c) N (9, C16:1-...
Scheme 2: Synthesis of N-acylated amino acid methyl esters 7–11. AAME: amino acid methyl ester.
Figure 5: TIC of an XAD extract of Loktanella sp. F14. Compound S is a minor component within the broad peak.
Figure 6: Mass spectra of natural compounds a) R (11, C16:1-NAGME) and b) S (10, C16:0-NAGME).
Figure 7: EI mass spectrometric fragmentation of N-acylated amino acid derivatives. The ions w–z allow identi...
Figure 8: MS2 spectra in ESI positive mode of a) Z9-16OH-C16:1-NAME with [M + H − H2O]+ 356, b) Z9-C16:1-NABM...
Beilstein J. Org. Chem. 2018, 14, 1309–1316, doi:10.3762/bjoc.14.112
Scheme 1: Biosynthesis of AHLs by ACP-dependent LuxI type enzymes.
Figure 1: Total ion chromatograms of the FAME extracts of A) P. inhibens 2.10, B) P. inhibens DSM17395, C) P....
Scheme 2: Synthesis of N-pantothenoylcysteamine thioesters (PCEs) for feeding experiments with AHL synthases.
Figure 2: Total ion chromatograms of the extracts from competition experiments using recombinant PgaI2 from P...