2015
DOI: 10.1021/acs.biochem.5b00455
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Diacyltransferase Activity and Chain Length Specificity of Mycobacterium tuberculosis PapA5 in the Synthesis of Alkyl β-Diol Lipids

Abstract: Although classified as Gram-positive bacteria, Corynebacterineae possess an asymmetric outer membrane that imparts structural and thereby physiological similarity to more distantly related Gram-negative bacteria. Like lipopolysaccharide in Gram-negative bacteria, lipids in the outer membrane of Corynebacterineae have been associated with the virulence of pathogenic species such as Mycobacterium tuberculosis (Mtb). For example, Mtb strains that lack long, branched-chain alkyl esters known as dimycocerosates (DI… Show more

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Cited by 9 publications
(4 citation statements)
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“…Although, we observed an overall conservation of architecture of the proteins with the catalytic histidine residing in the subdomain interface region, and conserved positioning of secondary elements in the C‐terminal subdomain, considerable conformational differences were observed in the N‐terminal subdomain (Figure C). Previous studies have identified the key acceptor substrate determinants for some of these proteins by mutagenesis . Our docking studies identified important residues of the head region of the solvent accessible tunnel—P171, T307, T324, S384 residing in close proximity of the acceptor substrate (Figure A).…”
Section: Resultsmentioning
confidence: 79%
“…Although, we observed an overall conservation of architecture of the proteins with the catalytic histidine residing in the subdomain interface region, and conserved positioning of secondary elements in the C‐terminal subdomain, considerable conformational differences were observed in the N‐terminal subdomain (Figure C). Previous studies have identified the key acceptor substrate determinants for some of these proteins by mutagenesis . Our docking studies identified important residues of the head region of the solvent accessible tunnel—P171, T307, T324, S384 residing in close proximity of the acceptor substrate (Figure A).…”
Section: Resultsmentioning
confidence: 79%
“…Studies have proven that the addition of a low concentration of propionate can promote the levels of PDIM (Mulholland et al, 2023). Our proteomics results showed that the levels of PapA5 and fadD26, both critical enzymes in PDIM biosynthesis (Onwueme et al, 2005;Touchette et al, 2015a), decreased in the 138 strain. The levels of 97% of PDIM molecules were decreased in the lipidomic data shown in Supplementary Table S3.…”
Section: Discussionmentioning
confidence: 74%
“…The first solid phase total synthesis of PE2 was reported in 2017 by Thompson et al, which provides a referential synthesis pathway for us . The synthesis process of PE2 was as follows: the building block 3-hydroxy-4-methyl-pentanoic acid was obtained via the reported method, and then it was protected as the allyl ester, which in turn was coupled to Fmoc-Thr ( t Bu)-OH yielding the depsipeptide element, which was deprotected to provide the (3 R , S )-3-(( O -( tert -butyl)- l -threonyl)­oxy)-4-methylpentanoic acid . According to the classical solid-phase peptide synthesis (SPPS) methods using 2-chlorotriyl chloride resin, a linear, protected peptide precursor was produced and then cyclized by forming a “head-to-tail” amide bond.…”
Section: Resultsmentioning
confidence: 99%