reading 4

reading 4 - Phenolic lipids, alkylresorcinol and...

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Phenolic lipids, alkylresorcinol and alkylpyrones, found in plants, fungi, and bacteria Aromatic ring and a hydrophobic alkyl chain, synthesized by type II polyketide synthases (ArsB and ArsC) Unknown mechanism of acyl chain synthesis Proposal: two type I FASs (ArsA and ArsD) are responsible for the biosynthesis of C22-C26 fatty acids from malonyl-CoA. The C22-C26 fatty acids produced remain attached to the ACP domain of ArsA and transferred to active site cys residues of ArsB and ArsC. Type III PKSs then used the fatty acids as starter substrates and carried out two or three extensions with maloyl-CoA to yield the phenolic lipids. Type I FAS interacts directly with a type III PKS through substrate transfer. Azotobacter vinelandii : gram – bacteria, able to encyst (large portion of membrane phospholipids are replaced by phenolic lipids. Ars operon is essential for the phenolic lipids biosynthesis. ars operon directs the synthesis of two type III PKSs (ArsB and ArsC), and two type I FASs (ArsA and ArsD). - Type II PKS synthesize aromatic polyketides in plants, fungi, and bacteria. ArsB and C catalyze the synthesis of alkylresorcinols and alkylpyrones from acyl-CoA and maloyl-
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This note was uploaded on 10/28/2010 for the course CHEM 157 taught by Professor burkart during the Spring '07 term at UCSD.

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reading 4 - Phenolic lipids, alkylresorcinol and...

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