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thioesterase

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https://www.readbyqxmd.com/read/28213849/widespread-expression-of-a-membrane-tethered-version-of-the-soluble-lysosomal-enzyme-palmitoyl-protein-thioesterase-1
#1
Charles Shyng, Shannon L Macauley, Joshua T Dearborn, Mark S Sands
"Cross-correction," the transfer of soluble lysosomal enzymes between neighboring cells, forms the foundation for therapeutics of lysosomal storage disorders (LSDs). However, "cross-correction" poses a significant barrier to studying the role of specific cell types in LSD pathogenesis. By expressing the native enzyme in only one cell type, neighboring cell types are invariably corrected. In this study, we present a strategy to limit "cross-correction" of palmitoyl-protein thioesterase-1(PPT1), a lysosomal hydrolase deficient in Infantile Neuronal Ceroid Lipofuscinosis (INCL, Infantile Batten disease) to the lysosomal membrane via the C-terminus of lysosomal associated membrane protein-1 (LAMP1)...
February 18, 2017: JIMD Reports
https://www.readbyqxmd.com/read/28212406/accumulation-of-medium-chain-saturated-fatty-acyl-moieties-in-seed-oils-of-transgenic-camelina-sativa
#2
Zhaohui Hu, Qian Wu, Jyoti Dalal, Naresh Vasani, Harry O Lopez, Heike W Sederoff, Rongda Qu
With its high seed oil content, the mustard family plant Camelina sativa has gained attention as a potential biofuel source. As a bioenergy crop, camelina has many advantages. It grows on marginal land with low demand for water and fertilizer, has a relatively short life cycle, and is stress tolerant. As most other crop seed oils, camelina seed triacylglycerols (TAGs) consist of mostly long, unsaturated fatty acyl moieties, which is not desirable for biofuel processing. In our efforts to produce shorter, saturated chain fatty acyl moieties in camelina seed oil for conversion to jet fuel, a 12:0-acyl-carrier thioesterase gene, UcFATB1, from California bay (Umbellularia californica Nutt...
2017: PloS One
https://www.readbyqxmd.com/read/28197315/affinity-based-selectivity-profiling-of-an-in-class-selective-competitive-inhibitor-of-acyl-protein-thioesterase-2
#3
Sang Joon Won, Joseph D Eschweiler, Jaimeen D Majmudar, Fei San Chong, Sin Ye Hwang, Brandon T Ruotolo, Brent R Martin
Activity-based protein profiling (ABPP) has revolutionized the discovery and optimization of active-site ligands across distinct enzyme families, providing a robust platform for in-class selectivity profiling. Nonetheless, this approach is less straightforward for profiling reversible inhibitors and does not access proteins outside the ABPP probe's target profile. While the active-site competitive acyl protein thioesterase 2 inhibitor ML349 (Ki = 120 nM) is highly selective within the serine hydrolase enzyme family, it could still interact with other cellular targets...
February 9, 2017: ACS Medicinal Chemistry Letters
https://www.readbyqxmd.com/read/28194404/a-note-on-fatty-acids-profile-of-meat-from-broiler-chickens-supplemented-with-inorganic-or-organic-selenium
#4
Marta Del Puerto, M Cristina Cabrera, Ali Saadoun
This investigation evaluated, in broiler chickens Pectoralis and Gastrocnemius muscles, the effect of the dietary supplementation with sodium selenite (0.3 ppm) versus selenomethionine (0.3 ppm), on the fatty acids composition, lipids indices, and enzymes indexes for desaturase, elongase, and thioesterase. The selenium reduced, in both muscles, the content of atherogenic fatty acids, C14:0 and C16:0, while it increased the C18:1 level. On the other hand, selenium increased, in both muscles, the content of C18:3n3 and EPA, but not DPA and DHA...
2017: International journal of food science
https://www.readbyqxmd.com/read/28179458/individual-s-acylated-cysteines-differentially-contribute-to-h-ras-endomembrane-trafficking-and-acylation-deacylation-cycles
#5
Maria P Pedro, Aldo A Vilcaes, Guillermo A Gomez, Jose L Daniotti
S-acylation/deacylation cycles and vesicular transport are critical for an adequate subcellular distribution of S-acylated Ras proteins. H-Ras is dually acylated on cysteines 181 and 184, but it is unknown how these residues individually contribute to H-Ras trafficking. In this study, we characterized the acylation and deacylation rates and membrane trafficking of mono-acylated H-Ras mutants to analyze their contributions to H-Ras plasma membrane and endomembrane distribution. We demonstrated that dually acylated H-Ras interacts with acyl-protein thioesterases (APT) 1 and 2 at the plasma membrane...
February 8, 2017: Molecular Biology of the Cell
https://www.readbyqxmd.com/read/28160314/saccharomyces-cerevisiae-atf1p-is-an-alcohol-acetyltransferase-and-a-thioesterase-in-vitro
#6
Bethany Nancolas, Ian D Bull, Richard Stenner, Virginie Dufour, Paul Curnow
The alcohol-O-acyltransferases are bisubstrate enzymes that catalyse the transfer of acyl chains from an acyl-CoA donor to an acceptor alcohol. In the industrial yeast Saccharomyces cerevisiae this reaction produces acyl esters that are an important influence on the flavor of fermented beverages and foods. There is also a growing interest in using acyltransferases to produce bulk quantities of acyl esters in engineered microbial cell factories. However, the structure and function of the alcohol-O-acyltransferases remain only partly understood...
February 3, 2017: Yeast
https://www.readbyqxmd.com/read/28156101/mycobacteria-encode-active-and-inactive-classes-of-tesb-fatty-acyl-coa-thioesterases-revealed-through-structural-and-functional-analysis
#7
Crystall M D Swarbrick, Glennon V Bythrow, David Guerra Aragão, Gabrielle A Germain, Luis E N Quadri, Jade K Forwood
Mycobacteria contain a large number of highly divergent species, and exhibit unusual lipid metabolism profiles, believed to play important roles in immune invasion. Thioesterases modulate lipid metabolism through the hydrolysis of activated fatty-acyl CoAs, and multiple copies are present in mycobacteria, yet many remain uncharacterized. Here, we undertake a comprehensive structural and functional analysis of a TesB thioesterase from Mycobacterium avium (MaTesB). Structural superposition with other TesB thioesterases reveal that the Asp active site residue, highly conserved across a wide range of TesB thioesterases, is mutated to Ala...
February 3, 2017: Biochemistry
https://www.readbyqxmd.com/read/28131860/biosynthesis-of-enantiopure-s-3-hydroxybutyrate-from-glucose-through-the-inverted-fatty-acid-%C3%AE-oxidation-pathway-by-metabolically-engineered-escherichia-coli
#8
Andrey Yu Gulevich, Alexandra Yu Skorokhodova, Alexey V Sukhozhenko, Vladimir G Debabov
Enantiomers of 3-hydroxybutyric acid (3-HB) can be used as the chiral precursors for the production of various optically active fine chemicals, including drugs, perfumes, and pheromones. In this study, Escherichia coli was engineered to produce (S)-3-HB from glucose through the inverted reactions of the native aerobic fatty acid β-oxidation pathway. Expression of only specific genes encoding enzymes responsible for the conversion of acetyl-CoA to acetoacetyl-CoA, reduction of acetoacetyl-CoA to 3-hydroxybutyryl-CoA and subsequent hydrolysis of 3-hydroxybutyryl-CoA to 3-HB was directly upregulated in an engineered strain...
January 25, 2017: Journal of Biotechnology
https://www.readbyqxmd.com/read/28119518/molecular-beacons-to-identify-gifted-microbes-for-genome-mining
#9
Richard H Baltz
Microbial genome mining is a promising technology that is revitalizing natural product discovery. It is now well documented that many bacteria with large genomes, particularly actinomycetes, encode many more secondary metabolites (SMs) than was previously known from their expressed secondary metabolomes. There are effective bioinformatics tools for counting the numbers and nature of SMs, and determining the total coding capacity from finished microbial genomes. However, these methods do not translate well to draft genomes, particularly for large SM gene clusters that contain nonribosomal peptide synthetase (NRPS) or type I polyketide synthase (PKS-I) mega-genes which are prone to fragmentation and misassembly...
January 25, 2017: Journal of Antibiotics
https://www.readbyqxmd.com/read/28097501/efficient-production-of-free-fatty-acids-from-ionic-liquid-based-acid-or-enzyme-catalyzed-bamboo-hydrolysate
#10
Le Mi, Dandan Qin, Jie Cheng, Dan Wang, Sha Li, Xuetuan Wei
Two engineered Escherichia coli strains, DQ101 (MG1655 fadD (-))/pDQTES and DQ101 (MG1655 fadD (-))/pDQTESZ were constructed to investigate the free fatty acid production using ionic liquid-based acid- or enzyme-catalyzed bamboo hydrolysate as carbon source in this study. The plasmid, pDQTES, carrying an acyl-ACP thioesterase 'TesA of E. coli in pTrc99A was constructed firstly, and then (3R)-hydroxyacyl-ACP dehydratase was ligated after the TesA to give the plasmid pDQTESZ. These two strains exhibited efficient fatty acid production when glucose was used as the sole carbon source, with a final concentration of 2...
January 17, 2017: Journal of Industrial Microbiology & Biotechnology
https://www.readbyqxmd.com/read/28089378/butyrate-production-under-aerobic-growth-conditions-by-engineered-escherichia-coli
#11
Naoya Kataoka, Alisa S Vangnai, Thunyarat Pongtharangkul, Toshiharu Yakushi, Kazunobu Matsushita
Butyrate is an important industrial platform chemical. Although several groups have reported butyrate production under oxygen-limited conditions by a native producer, Clostridium tyrobutylicum, and by a metabolically engineered Escherichia coli, efforts to produce butyrate under aerobic growth conditions have met limited success. Here, we constructed a novel butyrate synthetic pathway that functions under aerobic growth conditions in E. coli, by modifying the 1-butanol synthetic pathway reported previously...
January 11, 2017: Journal of Bioscience and Bioengineering
https://www.readbyqxmd.com/read/28071053/functional-characterization-of-the-unique-terminal-thioesterase-domain-from-polymyxin-synthetase
#12
Charles A Galea, Kade D Roberts, Yan Zhu, Philip E Thompson, Jian Li, Tony Velkov
Polymyxins remain one of the few antibiotics available for treating antibiotic resistant bacteria. Here we describe polymyxin B thioesterase which performs the final step in polymyxin B biosynthesis. Isolated thioesterase catalyzed cyclization of an N-acetylcystamine polymyxin B analogue to form polymyxin B. The thioesterase contained a catalytic cysteine unlike most thioesterases which possess a serine. Supporting this, incubation of polymyxin B thioesterase with reducing agents abolished enzymatic activity, while mutation of the catalytic cysteine to serine significantly decreased activity...
January 17, 2017: Biochemistry
https://www.readbyqxmd.com/read/28065656/apt2-inhibition-restores-scribble-localization-and-s-palmitoylation-in-snail-transformed-cells
#13
Jeannie L Hernandez, Dahvid Davda, Melanie Cheung See Kit, Jaimeen D Majmudar, Sang Joon Won, Margery Gang, Sirisha C Pasupuleti, Alexandria I Choi, Callie M Bartkowiak, Brent R Martin
The multidomain scaffolding protein Scribble (Scrib) organizes key signaling complexes to specify basolateral cell polarity and suppress aberrant growth. In many human cancers, genetically normal Scrib mislocalizes from cell-cell junctions to the cytosol, correlating with enhanced growth signaling and malignancy. Here we confirm that expression of the epithelial-to-mesenchymal transcription factor (EMT-TF) Snail in benign epithelial cells leads to Scrib displacement from the plasma membrane, mimicking the mislocalization observed in aggressive cancers...
January 19, 2017: Cell Chemical Biology
https://www.readbyqxmd.com/read/28040580/physiological-effects-of-%C3%AE-linolenic-acid-and-sesamin-on-hepatic-fatty-acid-synthesis-and-oxidation
#14
Takashi Ide, Haruka Iwase, Saaya Amano, Saki Sunahara, Ayuka Tachihara, Minako Yagi, Tsuyoshi Watanabe
Interrelated effects of γ-linolenic acid (GLA) and sesamin, a sesame lignan, on hepatic fatty acid synthesis and oxidation were examined. Rats were fed experimental diets supplemented with 0 or 2 g/kg sesamin (1:1 mixture of sesamin and episesamin) and containing 100 g/kg of palm oil (saturated fat), safflower oil rich in linoleic acid, or oil of evening primrose origin containing 43% GLA (GLA oil) for 18 days. In rats fed sesamin-free diets, GLA oil, compared with other oils, increased the activity and mRNA levels of various enzymes involved in fatty acid oxidation, except for some instances...
December 14, 2016: Journal of Nutritional Biochemistry
https://www.readbyqxmd.com/read/28017601/identification-and-characterization-of-the-sulfazecin-monobactam-biosynthetic-gene-cluster
#15
Rongfeng Li, Ryan A Oliver, Craig A Townsend
The monobactams, exemplified by the natural product sulfazecin, are the only class of β-lactam antibiotics not inactivated by metallo-β-lactamases, which confer bacteria with extended-spectrum β-lactam resistance. We screened a transposon mutagenesis library from Pseudomonas acidophila ATCC 31363 and isolated a sulfazecin-deficient mutant that revealed a gene cluster encoding two non-ribosomal peptide synthetases (NRPSs), a methyltransferase, a sulfotransferase, and a dioxygenase. Three modules and an aberrant C-terminal thioesterase (TE) domain are distributed across the two NRPSs...
January 19, 2017: Cell Chemical Biology
https://www.readbyqxmd.com/read/28009004/translocation-of-the-thioesterase-domain-for-the-redesign-of-plipastatin-synthetase
#16
Ling Gao, Hongxia Liu, Zhi Ma, Jinzhi Han, Zhaoxin Lu, Chen Dai, Fengxia Lv, Xiaomei Bie
Non-ribosomal peptide synthetases (NRPSs) are large enzymatic complexes that catalyse the synthesis of biologically active peptides in microorganisms. Genetic engineering has recently been applied to reprogram NRPSs to produce lipopeptides with a new sequence. The carboxyl-terminal thioesterase (TE) domains from NRPSs catalyse cleavage products by hydrolysis or complex macrocyclization. In this study, we modified plipastatin synthetase by moving the intrinsic TE region to the end of the internal thiolation (T) domains, thus generating Bacillus subtilis strains that could produce new truncated cyclic or linear peptides of the predicted sequence, which further provided an important insight into the regioselectivity of plipastatin TE...
December 23, 2016: Scientific Reports
https://www.readbyqxmd.com/read/27992880/a-fluorescent-probe-for-cysteine-depalmitoylation-reveals-dynamic-apt-signaling
#17
Rahul S Kathayat, Pablo D Elvira, Bryan C Dickinson
Hundreds of human proteins are modified by reversible palmitoylation of cysteine residues (S-palmitoylation), but the regulation of depalmitoylation is poorly understood. Here, we develop 'depalmitoylation probes' (DPPs), small-molecule fluorophores, to monitor the endogenous activity levels of 'erasers' of S-palmitoylation, acylprotein thioesterases (APTs). Live-cell analysis with DPPs reveals rapid growth-factor-mediated inhibition of the depalmitoylation activity of APTs, exposing a novel regulatory mechanism of dynamic lipid signaling...
February 2017: Nature Chemical Biology
https://www.readbyqxmd.com/read/27990737/tailoring-the-composition-of-novel-wax-esters-in-the-seeds-of-transgenic-camelina-sativa-through-systematic-metabolic-engineering
#18
Noemi Ruiz-Lopez, Richard Broughton, Sarah Usher, Joaquin J Salas, Richard P Haslam, Johnathan A Napier, Frédéric Beaudoin
The functional characterisation of wax biosynthetic enzymes in transgenic plants has opened the possibility of producing tailored wax esters (WEs) in the seeds of a suitable host crop. In this study, in addition to systematically evaluating a panel of WE biosynthetic activities, we have also modulated the acyl-CoA substrate pool, through the co-expression of acyl-ACP thioesterases, to direct the accumulation of medium chain fatty acids. Using this combinatorial approach, we determined the additive contribution of both the varied acyl-CoA pool and also biosynthetic enzyme substrate-specificity to the accumulation of non-native WEs in the seeds of transgenic Camelina plants...
December 19, 2016: Plant Biotechnology Journal
https://www.readbyqxmd.com/read/27984027/generating-functional-recombinant-nrps-enzymes-in-the-laboratory-setting-via-peptidyl-carrier-protein-engineering
#19
Jeremy G Owen, Mark J Calcott, Katherine J Robins, David F Ackerley
Non-ribosomal peptide synthetases (NRPSs) are modular enzymatic assembly lines where substrates and intermediates undergo rounds of transformation catalyzed by adenylation (A), condensation (C), and thioesterase (TE) domains. Central to the NRPS biosynthesis are peptidyl carrier protein (PCP) domains, small, catalytically inactive domains that shuttle substrates and intermediates between the catalytic modules and govern product release from TE domains. There is strong interest in recombination of NRPS systems to generate new chemical entities...
November 17, 2016: Cell Chemical Biology
https://www.readbyqxmd.com/read/27983606/functional-analysis-of-the-fusarielin-biosynthetic-gene-cluster
#20
Aida Droce, Wagma Saei, Simon Hartung Jørgensen, Reinhard Wimmer, Henriette Giese, Rasmus Dam Wollenberg, Teis Esben Sondergaard, Jens Laurids Sørensen
Fusarielins are polyketides with a decalin core produced by various species of Aspergillus and Fusarium. Although the responsible gene cluster has been identified, the biosynthetic pathway remains to be elucidated. In the present study, members of the gene cluster were deleted individually in a Fusarium graminearum strain overexpressing the local transcription factor. The results suggest that a trans-acting enoyl reductase (FSL5) assists the polyketide synthase FSL1 in biosynthesis of a polyketide product, which is released by hydrolysis by a trans-acting thioesterase (FSL2)...
December 13, 2016: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
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