Chorismate‐Mutase‐Catalyzed Claisen Rearrangement

Short Pathways to Complexity Generation: Fungal Peptidyl Alkaloid Multicyclic Scaffolds from Anthranilate Building Blocks

“…To that end we focused on a trimodular NRPS Af12080 in the A. fumigatus Af293 genome that should use module one for anthranilate, module two for d -Trp (with “on assembly” line epimerization to d -Trp) and module three should select l -Ala (figure 8a). 23, 35 Expression of the C 1 -A 1 T 1 module in E. coli validated Ant activation and so confirmed the prediction experimentally. 21 This algorithm has been used by us subsequently in tryptoquialanine (also in figure 8a), 54 ardeemin, 55 and asperlicin 56 biosynthetic studies to identify NRPS assembly lines that incorporate anthranilate.…”

“…Anthranilate is generated by diversion of some of the cellular flux of chorismate from its routing to phenylalanine and tyrosine biosynthesis. 23 Anthranilate synthase carries out a two step reaction. 24 In step one, ammonia released from glutaminase action by one of the enzyme subunits attacks bound chorismate in the other enzyme subunit to yield a 2-amino-deoxychorismate.…”

“…Clearly this is the case for fungi, since tryptophan also serves as a building block for many of the signature indole alkaloids that are fungal metabolites. Anthranilate is generated by diversion of some of the cellular flux of chorismate from its routing to phenylalanine and tyrosine biosynthesis . Anthranilate synthase carries out a two step reaction .…”

Synthesis and evaluation of antimicrobial, antitubercular and anticancer activities of benzimidazole derivatives

“…The benzimidazole derivatives (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20) were synthesized according to Scheme 1 and characterized by physicochemical and spectral means. The spectral data of the synthesized compounds is found in agreement with the assigned molecular structures.…”

“…Chorismate is a precursor of important molecules such folic acid, menaquinones, mycobactins and aromatic amino acids. The shikimate pathway utilizes CM as one of the key enzymes for catalyzing the isomerization of chorismate to prephenate for biosynthesis of L-phenylalanine and L-tyrosine in the mycobacteria [8,9]. The glyoxylate metabolism shunt employs ICL as an important enzyme in the main metabolic route for the biosynthesis of cellular material i.e., fatty acids, which might be the major source of carbon for M. tuberculosis during growth on C2 substances [10].…”