Hollenhorst, Marie A.; Clardy, Jon; Walsh, Christopher T. published the artcile< The ATP-Dependent Amide Ligases DdaG and DdaF Assemble the Fumaramoyl-Dipeptide Scaffold of the Dapdiamide Antibiotics>, Formula: C12H24N2O4, the main research area is DdaG DdaF ATP dependent amide ligase assembly dapdiamide antibiotic.
The enzymes DdaG and DdaF, encoded in the Pantoea agglomerans dapdiamide antibiotic biosynthetic gene cluster, when expressed in Escherichia coli, form the tandem amide bonds of the dapdiamide scaffold at the expense of ATP cleavage. DdaG uses fumarate, 2,3-diaminopropionate (DAP), and ATP to make fumaroyl-AMP transiently on the way to the Nβ-fumaroyl-DAP regioisomer. Then DdaF acts as a second ATP-dependent amide ligase, but this enzyme cleaves ATP to ADP and Pi during amide bond formation. However, DdaF will not accept Nβ-fumaroyl-DAP; the enzyme requires the fumaroyl moiety to be first converted to the fumaramoyl half-amide in Nβ-fumaramoyl-DAP. DdaF adds Val, Ile, or Leu to the carboxylate of fumaramoyl-DAP to make dapdiamide A, B, or C, resp. Thus, to build the dapdiamide antibiotic scaffold, amidation must occur on the fumaroyl-DAP scaffold, after DdaG action but before DdaF catalysis. This is an unusual instance of two ligases acting sequentially in untemplated amide bond formations using attack of substrate carboxylates at Pα (AMP-forming) and then at Pγ (ADP-forming) of ATP co-substrates.
Biochemistry published new progress about Antibiotics (dapdiamides). 77215-54-4 belongs to class esters-buliding-blocks, and the molecular formula is C12H24N2O4, Formula: C12H24N2O4.
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