2017
DOI: 10.1016/j.synbio.2017.07.002
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Characterization of the metallo-dependent amidohydrolases responsible for “auxiliary” leucinyl removal in the biosynthesis of 2,2′-bipyridine antibiotics

Abstract: 2,2′-Bipyridine (2,2′-BiPy) is an attractive core structure present in a number of biologically active natural products, including the structurally related antibiotics caerulomycins (CAEs) and collismycins (COLs). Their biosynthetic pathways share a similar key 2,2′-BiPy-l-leucine intermediate, which is desulfurated or sulfurated at C5, arises from a polyketide synthase/nonribosomal peptide synthetase hybrid assembly line. Focusing on the common off-line modification steps, we here report that the removal of t… Show more

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Cited by 9 publications
(15 citation statements)
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“…6a), indicating that CaeB1 acts on PCP for L-cysteinyl transformation. This conclusion was supported by the observation of a + 3Da derivative of 5 when L- [1,2,[3][4][5][6][7][8][9][10][11][12][13] C3, 15 N]cysteine was used ( Supplementary Fig. 6).…”
Section: The Trans Flavoprotein Oxidatively Processes L-cysteinyl On Pcpmentioning
confidence: 58%
See 1 more Smart Citation
“…6a), indicating that CaeB1 acts on PCP for L-cysteinyl transformation. This conclusion was supported by the observation of a + 3Da derivative of 5 when L- [1,2,[3][4][5][6][7][8][9][10][11][12][13] C3, 15 N]cysteine was used ( Supplementary Fig. 6).…”
Section: The Trans Flavoprotein Oxidatively Processes L-cysteinyl On Pcpmentioning
confidence: 58%
“…Linear nonribosomal peptide synthetases (NRPSs) and polyketide synthases (PKSs) are often large molecular machines that are composed of multidomain modules [1][2][3][4][5][6] . They have evolved through functional unit (e.g., protein, module or domain) combination and variation to afford various assembly lines that program diverse polymerization and modification processes using amino acids, short carboxylic acids or both as monomers.…”
Section: Introductionmentioning
confidence: 99%
“…2216-6 [21]. The biosynthesis of this marine drug lead is initiated by the formation of a core 2,2′-dipyridine skeleton, which is catalyzed by a unique hybrid polyketide-nonribosomal peptide (PKS-NRPS) assembly line [22][23][24][25][26]. Then, the 2,2′-dipyridine skeleton is finally converted into the CRM A by a series of post-modification reactions, including amino hydrolysis, oxime formation and methylation [23,[27][28][29][30].…”
mentioning
confidence: 99%
“…2216-6 [21,22]. The biosynthesis of CRM A is initiated by the formation of a 2, 2'-dipyridine ring core skeleton, which is catalyzed by a unique hybrid polyketide-nonribosomal peptide (PKS-NRPS) assembly line [21,[23][24][25].…”
Section: Introductionmentioning
confidence: 99%