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https://www.readbyqxmd.com/read/28420177/molecular-hybridization-guided-one-pot-multicomponent-synthesis-of-turmerone-motif-fused-3-3-pyrrolidinyl-dispirooxindoles-via-a-1-3-dipolar-cycloaddition-reaction
#1
Bing Lin, Gen Zhou, Yi Gong, Qi-Di Wei, Min-Yi Tian, Xiong-Li Liu, Ting-Ting Feng, Ying Zhou, Wei-Cheng Yuan
Described herein is the development of a facile and efficient methodology for the synthesis of novel turmerone motif-fused 3,3'-pyrrolidinyl-dispirooxindoles 3-5 via a multicomponent 1,3-dipolar cycloaddition of dienones 2 with azomethine ylides (thermally generated in situfrom isatins and proline or thioproline or sarcosine). Products bearing four or three consecutive stereocenters consist of two oxindole moieties and a pyrrolidinyl core, including vicinal spiroquaternary stereocenters fused in one ring structure were smoothly obtained in high yields (up to 93% yield) with good diastereoselectivity (up to >20:1)...
April 17, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28402211/metabolomic-study-of-chardonnay-grapevines-double-stressed-with-esca-associated-fungi-and-drought
#2
Marta R M Lima, Antoinette F Machado, Walter D Gubler
Esca is a complex grapevine trunk disease associated with fungal infection of the xylem. However, the inconstancy of external symptoms and the ability of esca-associated fungi to inhabit grapevines without causing apparent disease suggests that abiotic factors might be involved in the disease. Water stress has been proposed to be one of the factors influencing esca symptom manifestation but the specific role played by water stress on esca development is unknown. We conducted a proton nuclear magnetic resonance spectroscopy-based metabolomic study aiming at unveiling drought-induced modifications in xylem sap composition that could contribute to esca-related infection progression...
April 12, 2017: Phytopathology
https://www.readbyqxmd.com/read/28383143/recognition-of-corn-defense-chitinases-by-fungal-polyglycine-hydrolases
#3
Todd A Naumann, Erica L Bakota, Neil P J Price
Polyglycine hydrolases (PGH)s are secreted fungal endoproteases that cleave peptide bonds in the polyglycine interdomain linker of ChitA chitinase, an antifungal protein from domesticated corn (Zea mays ssp. mays). These target-specific endoproteases are unusual because they do not cut a specific peptide bond but select one of many Gly-Gly bonds within the polyglycine region. Some Gly-Gly bonds are cleaved frequently while others are never cleaved. Moreover, we have previously shown that PGHs from different fungal pathogens prefer to cleave different Gly-Gly peptide bonds...
April 6, 2017: Protein Science: a Publication of the Protein Society
https://www.readbyqxmd.com/read/28378759/quantitative-proteomics-by-swath-ms-reveals-sophisticated-metabolic-reprogramming-in-hepatocellular-carcinoma-tissues
#4
Yanyan Gao, Xinzheng Wang, Zhihong Sang, Zongcheng Li, Feng Liu, Jie Mao, Dan Yan, Yongqiang Zhao, Hongli Wang, Ping Li, Xiaomin Ying, Xuemin Zhang, Kun He, Hongxia Wang
Hepatocellular carcinoma (HCC) is one of the most common cancers worldwide, and understanding its molecular pathogenesis is pivotal to managing this disease. Sequential window acquisition of all theoretical mass spectra (SWATH-MS) is an optimal proteomic strategy to seek crucial proteins involved in HCC development and progression. In this study, a quantitative proteomic study of tumour and adjacent non-tumour liver tissues was performed using a SWATH-MS strategy. In total, 4,216 proteins were reliably quantified, and 338 were differentially expressed, with 191 proteins up-regulated and 147 down-regulated in HCC tissues compared with adjacent non-tumourous tissues...
April 5, 2017: Scientific Reports
https://www.readbyqxmd.com/read/28374027/the-reaction-mechanism-of-sarcosine-oxidase-elucidated-using-fmo-and-qm-mm-methods
#5
Yukihiro Abe, Mitsuo Shoji, Yoshiaki Nishiya, Hiroshi Aiba, Takahide Kishimoto, Kazuo Kitaura
Monomeric sarcosine oxidase (MSOX) is a flavoprotein that oxidizes sarcosine to the corresponding imine product and is widely used in clinical diagnostics to test renal function. In the past decade, several experimental studies have been performed to elucidate the underlying mechanism of this oxidation reaction. However, the details of the molecular mechanism remain unknown. In this study, we theoretically examined three possible reaction mechanisms, namely, the single-electron transfer, hydride-transfer, and polar mechanisms, using the fragment molecular orbital (FMO) and mixed quantum mechanics/molecular mechanics (QM/MM) methods...
April 12, 2017: Physical Chemistry Chemical Physics: PCCP
https://www.readbyqxmd.com/read/28347413/on-how-hydrogen-bonds-affect-foam-stability
#6
REVIEW
Cosima Stubenrauch, Martin Hamann, Natalie Preisig, Vinay Chauhan, Romain Bordes
Do intermolecular H-bonds between surfactant head groups play a role for foam stability? From the literature on the foam stability of various surfactants with C12 alkyl chains but different head groups a clear picture emerges: stable foams are only generated when hydrogen bonds can form between the head groups, i.e. when the polar head group has a hydrogen bond donor and a proton acceptor. Stable foams can therefore be generated with surfactants having a sugar unit, a glycine, an amine oxide (at pH~5), or a carboxylic acid (at pH~pKa) as polar head group...
February 8, 2017: Advances in Colloid and Interface Science
https://www.readbyqxmd.com/read/28341134/metabolic-changes-in-droplet-vitrified-semen-of-wild-endangered-persian-sturgeon-acipenser-persicus-borodin-1997
#7
Amirreza Abed-Elmdoust, Hamid Farahmand, Bagher Mojazi-Amiri, Gholamreza Rafiee, Ruhollah Rahimi
Comparative quantitative metabolite profiling can be used for better understanding of cell functions and dysfunctions in particular circumstances such as sperm banking which is an important approach for cryopreservation of endangered species. Cryopreservation techniques have some deleterious effects on spermatozoa which put the obtained results in controversy. Therefore, in the present study, quantitative (1)H NMR (Nuclear Magnetic Resonance) based metabolite profiling was conducted to evaluate metabolite changes related to energetics and some other detected metabolites in vitrified semen of critically endangered wild Acipenser persicus...
March 21, 2017: Cryobiology
https://www.readbyqxmd.com/read/28340776/amperometric-indicator-displacement-assay-for-biomarker-monitoring-indirectly-sensing-strategy-for-electrochemically-inactive-sarcosine
#8
Zhonghua Xue, Hui Wang, Honghong Rao, Nan He, Xiaofen Wang, Xiuhui Liu, Xiaoquan Lu
Indicator displacement assay plays a fundamental role in the development of chemosensors. We explored here an ingenious yet effective strategy for amperometric assay of electrochemically inactive sarcosine based on an indicator displacement principle, in which 1,2-naphthoquinone-4-sulphonic acid sodium salt (NQS) was proposed as the receptor and the electroactive Ru(NH3)6(3+) cations used as an indicator. Due to the stronger binding affinity of the NQS toward sarcosine than toward Ru(NH3)6(3+), the developed amperometric indicator displacement assay (A-IDA) exhibits high selectivity and excellent sensitivity toward sarcosine determination as well as with a lower detection limit (30...
May 15, 2017: Talanta
https://www.readbyqxmd.com/read/28336547/glycans-in-the-intestinal-peptide-transporter-pept1-contribute-to-function-and-protect-from-proteolysis
#9
Tamara Stelzl, Kerstin Elisabeth Geillinger-Kästle, Jürgen Stolz, Hannelore Daniel
Despite the fact that many membrane proteins carry extracellular glycans, little is known about whether the glycan chains also affect protein function. We recently demonstrated that the proton-coupled oligopeptide transporter 1 (PEPT1) in the intestine is glycosylated at six asparagine residues (N50, N406, N439, N510, N515, N532). Mutagenesis-induced disruption of the individual N-glycosylation site N50, which is highly conserved among mammals, was detected to significantly enhance the PEPT1 mediated inward transport of peptides...
March 23, 2017: American Journal of Physiology. Gastrointestinal and Liver Physiology
https://www.readbyqxmd.com/read/28302759/preclinical-evaluation-of-11-c-sarcosine-as-a-substrate-of-proton-coupled-amino-acid-transporters-and-first-human-application-in-prostate-cancer
#10
Morand Piert, Xia Shao, David M Raffel, Mathew S Davenport, Jeffrey Montgomery, Lakshmi Kunju, Brian G Hockley, Javed Siddiqui, Peter J H Scott, Arul Chinnaiyan, Thekkelnaycke Rajandiran
Sarcosine is a known substrate of proton-coupled amino acid transporters (PAT), which are overexpressed in selected tissues and solid tumors. Sarcosine, an N-methyl derivative of the amino acid glycine and a metabolic product of choline, plays an important role for prostate cancer aggressiveness and progression. Methods: Carbon-11 radiolabeled sarcosine ((11)C-sarcosine) was tested as a new positron emission tomography (PET) imaging probe in comparison with (11)C-choline in two prostate cancer tumor xenograft models (DU-145 and PC-3)...
March 16, 2017: Journal of Nuclear Medicine: Official Publication, Society of Nuclear Medicine
https://www.readbyqxmd.com/read/28245819/effects-of-sarcosine-and-n-n-dimethylglycine-on-nmda-receptor-mediated-excitatory-field-potentials
#11
Mei-Yi Lee, Yi-Ruu Lin, Yi-Shu Tu, Yufeng Jane Tseng, Ming-Huan Chan, Hwei-Hsien Chen
BACKGROUND: Sarcosine, a glycine transporter type 1 inhibitor and an N-methyl-D-aspartate (NMDA) receptor co-agonist at the glycine binding site, potentiates NMDA receptor function. Structurally similar to sarcosine, N,N-dimethylglycine (DMG) is also N-methyl glycine-derivative amino acid and commonly used as a dietary supplement. The present study compared the effects of sarcosine and DMG on NMDA receptor-mediated excitatory field potentials (EFPs) in mouse medial prefrontal cortex brain slices using a multi-electrode array system...
February 28, 2017: Journal of Biomedical Science
https://www.readbyqxmd.com/read/28245641/facial-regioselective-synthesis-of-novel-bioactive-spiropyrrolidine-pyrrolizine-oxindole-derivatives-via-a-three-components-reaction-as-potential-antimicrobial-agents
#12
Huwaida M E Hassaneen, Elshimaa M Eid, Hamid A Eid, Thoraya A Farghaly, Yahia Nasser Mabkhot
This article presents the synthesis of new derivatives of spirooxindole-spiropiperidinone- pyrrolidines 6a-j and spirooxindole-spiropiperidinone-pyrrolizines 8a-j, through a 1,3-dipolar cycloaddition reaction of azomethineylides generated from isatin, sarcosine, and l-proline, through a decarboxylative route with dipolarophile 4a-j. All of the newly synthesized compounds were evaluated for their antimicrobial activities and their minimum inhibitory concentration (MIC) against most of the test organisms. The tested compounds displayed excellent activity against all of the tested microorganisms...
February 26, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28244752/amino-acid-assisted-dehalogenation-of-carbon-tetrachloride-by-green-rust-inhibition-of-chloroform-production
#13
Weizhao Yin, Bjarne W Strobel, Hans Christian B Hansen
Layered Fe(II)-Fe(III) hydroxides (green rusts, GRs) are promising reactants for reductive dechlorination of chlorinated solvents due to high reaction rates and the opportunity to inject reactive slurries of the compounds into contaminant plumes. However, it is necessary to develop strategies that reduce the formation of toxic byproducts such as chloroform (CF). In this study, carbon tetrachloride (CT) dehalogenation by the chloride form of GR (GRCl) was tested in the presence of glycine (GLY) and other selected amino acids...
March 13, 2017: Environmental Science & Technology
https://www.readbyqxmd.com/read/28241496/the-role-of-sarcosine-uracil-and-kynurenic-acid-metabolism-in-urine-for-diagnosis-and-progression-monitoring-of-prostate-cancer
#14
Georgios Gkotsos, Christina Virgiliou, Ioanna Lagoudaki, Chrysanthi Sardeli, Nikolaos Raikos, Georgios Theodoridis, Georgios Dimitriadis
The aim of this pilot study is to evaluate sarcosine, uracil, and kynurenic acid in urine as potential biomarkers in prostate cancer detection and progression monitoring. Sarcosine, uracil, and kynurenic acid were measured in urine samples of 32 prostate cancer patients prior to radical prostatectomy, 101 patients with increased prostate-specific antigen prior to ultrasonographically-guided prostatic biopsy collected before and after prostatic massage, and 15 healthy volunteers (controls). The results were related to histopathologic data, Gleason score, and PSA (Prostate Specific Antigen)...
February 23, 2017: Metabolites
https://www.readbyqxmd.com/read/28236690/binding-interaction-of-sodium-n-dodecanoyl-sarcosinate-with-hemoglobin-and-myoglobin-physicochemical-and-spectroscopic-studies-with-molecular-docking-analysis
#15
Suparna Rudra, Somnath Dasmandal, Ambikesh Mahapatra
The interaction of an amino acid surfactant, sodium-N-dodecanoyl sarcosinate (SDDS), with two heme proteins, hemoglobin (Hb) and myoglobin (Mb), has been studied employing various physicochemical and spectroscopic techniques like tensiometry, UV-Vis spectroscopy, steady-state fluorometry, time-resolved fluorometry, circular dichroism (CD) spectroscopy, calorimetry and stopped flow kinetics at physiological pH of 7.2 and 298K. Tensiometric and fluorometric analysis suggest that the interaction between SDDS and protein starts with the monomer form of the surfactant which produces small induced micelles...
February 16, 2017: Journal of Colloid and Interface Science
https://www.readbyqxmd.com/read/28207877/selective-inhibition-of-aggregation-fibrillation-of-bovine-serum-albumin-by-osmolytes-mechanistic-and-energetics-insights
#16
Moumita Dasgupta, Nand Kishore
Bovine serum albumin (BSA) is an important transport protein of the blood and its aggregation/fibrillation would adversely affect its transport ability leading to metabolic disorder. Therefore, understanding the mechanism of fibrillation/aggregation of BSA and design of suitable inhibitor molecules for stabilizing its native conformation, are of utmost importance. The qualitative and quantitative aspects of the effect of osmolytes (proline, hydroxyproline, glycine betaine, sarcosine and sorbitol) on heat induced aggregation/fibrillation of BSA at physiological pH (pH 7...
2017: PloS One
https://www.readbyqxmd.com/read/28194962/high-speed-quantitative-uplc-ms-analysis-of-multiple-amines-in-human-plasma-and-serum-via-precolumn-derivatization-with-6-aminoquinolyl-n-hydroxysuccinimidyl-carbamate-application-to-acetaminophen-induced-liver-failure
#17
Nicola Gray, Rabiya Zia, Adam King, Vishal C Patel, Julia Wendon, Mark J W McPhail, Muireann Coen, Robert S Plumb, Ian D Wilson, Jeremy K Nicholson
A targeted reversed-phase gradient UPLC-MS/MS assay has been developed for the quantification /monitoring of 66 amino acids and amino-containing compounds in human plasma and serum using precolumn derivatization with 6-aminoquinolyl-N-hydroxysuccinimidyl carbamate (AccQTag Ultra). Derivatization of the target amines required minimal sample preparation and resulted in analytes with excellent chromatographic and mass spectrometric detection properties. The resulting method, which requires only 10 μL of sample, provides the reproducible and robust separation of 66 analytes in 7...
February 21, 2017: Analytical Chemistry
https://www.readbyqxmd.com/read/28188523/full-membrane-protein-coverage-digestion-and-quantitative-bottom-up-mass-spectrometry-proteomics
#18
Joseph Capri, Julian P Whitelegge
A true and accurate bottom-up global proteomic measurement will only be achieved when all proteins in a sample can be digested efficiently and at least some peptides recovered on which to base an estimate of abundance. Integral membrane proteins make up around one-third of the proteome and require specialized protocols if they are to be successfully solubilized for efficient digestion by the enzymes used in bottom-up proteomics. The protocol described relies upon solubilization using the detergents sodium deoxycholate and lauryl sarcosine with heating to 95 °C...
2017: Methods in Molecular Biology
https://www.readbyqxmd.com/read/28185807/specific-circulating-phospholipids-acylcarnitines-amino-acids-and-biogenic-amines-are-aerobic-exercise-markers
#19
Thomas K Felder, Susanne Ring-Dimitriou, Simon Auer, Selma M Soyal, Ludmilla Kedenko, Mark Rinnerthaler, Janne Cadamuro, Elisabeth Haschke-Becher, Elmar Aigner, Bernhard Paulweber, Wolfgang Patsch
OBJECTIVES: Regular aerobic exercise provides beneficial effects on human health and reduces all-cause mortality. Aerobic exercise has profound metabolic effects, and specific metabolites may reflect physiological changes. We aimed to identify endogenous metabolites that distinguish the trained from the untrained state to increase the spectrum of analytes amenable for hypothesis testing and to expand understanding of putative beneficial pathways. DESIGN: Cross sectional laboratory repeated measures study...
January 24, 2017: Journal of Science and Medicine in Sport
https://www.readbyqxmd.com/read/28174298/the-startle-disease-mutation-e103k-impairs-activation-of-human-homomeric-%C3%AE-1-glycine-receptors-by-disrupting-an-intersubunit-salt-bridge-across-the-agonist-binding-site
#20
Fatemah Safar, Elliot Hurdiss, Marios Erotocritou, Timo Greiner, Remigijus Lape, Mark W Irvine, Guangyu Fang, David Jane, Rilei Yu, Marc A Dämgen, Philip C Biggin, Lucia G Sivilotti
Glycine receptors (GlyR) belong to the pentameric ligand-gated ion channel (pLGIC) superfamily and mediate fast inhibitory transmission in the vertebrate CNS. Disruption of glycinergic transmission by inherited mutations produces startle disease in man. Many startle mutations are in GlyRs and provide useful clues to the function of the channel domains. E103K is one of few startle mutations found in the extracellular agonist binding site of the channel, in loop A of the principal side of the subunit interface...
March 24, 2017: Journal of Biological Chemistry
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