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Peptide synthesis

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https://www.readbyqxmd.com/read/28220557/aza-amino-acid-scanning-of-chromobox-homolog-7-cbx7-ligands
#1
Mariam Traoré, Michael Gignac, Ngoc-Duc Doan, Fraser Hof, William D Lubell
An aza-amino acid scan of peptide inhibitors of the chromobox homolog 7 (CBX7) was performed to study the conformational requirements for affinity to the methyllysine reader protein. Twelve azapeptide analogues were prepared using three different approaches employing respectively N-(Fmoc)aza-amino acid chlorides and submonomer azapeptide synthesis to install systematically aza-residues at the first four residues of the peptide, as well as to provide aza-lysine residues possessing saturated and unsaturated side chains...
February 21, 2017: Journal of Peptide Science: An Official Publication of the European Peptide Society
https://www.readbyqxmd.com/read/28220141/adhesive-peptide-sequences-regulate-valve-interstitial-cell-adhesion-phenotype-and-extracellular-matrix-deposition
#2
Yan Wu, K Jane Grande-Allen, Jennifer L West
Knowledge of how extracellular matrix (ECM) binding impacts valve interstitial cells (VICs) is critical not only to better understanding the etiology of valvular diseases but also to constructing living valve substitutes that can grow and remodel. Use of ECM-mimicking adhesive peptides with specific affinity to different receptors provides insights into adhesion-mediated cell signaling and downstream outcomes. Expression of adhesion receptors by VICs was assessed by flow cytometry and used to guide the choice of peptides studied...
December 2016: Cellular and Molecular Bioengineering
https://www.readbyqxmd.com/read/28218515/chlorinated-glycopeptide-antibiotic-peptide-precursors-improve-cytochrome-p450-catalyzed-cyclization-cascade-efficiency
#3
Madeleine Peschke, Clara Brieke, Rob Goode, Ralf Schittenhelm, Max J Cryle
The activity of glycopeptide antibiotics depends upon important structural modifications to their precursor heptapeptide backbone: specifically, the Cytochrome P450-catalyzed oxidative crosslinking of aromatic side chains as well as the halogenation of specific residues within the peptide. The timing of halogenation and its effect on the cyclization of the peptide is currently unclear. Our results show that chlorination of peptide precursors improves their processing by P450 enzymes in vitro, which provides support for GPA halogenation occurring prior to peptide cyclization during non-ribosomal peptide synthesis...
February 20, 2017: Biochemistry
https://www.readbyqxmd.com/read/28218499/fine-tuning-sortase-mediated-immobilization-of-protein-layers-on-surfaces-using-sequential-deprotection-and-coupling
#4
Maryam Raeeszadeh-Sarmazdeh, Ranganath Parthasarathy, Eric T Boder
Increasing interest in protein immobilization on surfaces has heightened the need for techniques enabling layer-by-layer protein attachment. Here, we report a technique for controlling enzyme-mediated immobilization of layers of protein on the surface using a genetically-encoded protecting group. An enterokinase-cleavable peptide sequence was inserted at the N-terminus of bifunctional fluorescent proteins containing Sortase A substrate recognition tags at both ends to control Sortase A-mediated protein immobilization on the surface layer-by-layer...
February 20, 2017: Biotechnology Progress
https://www.readbyqxmd.com/read/28216796/design-and-synthesis-of-nanofibers-of-self-assembled-de-novo-glycoconjugates-towards-mucosal-lining-restoration-and-anti-inflammatory-drug-delivery
#5
Jie Zhou, Michael O'Keeffe, Gongxian Liao, Fan Zhao, Cox Terhorst, Bing Xu
The medical practice for IBD is solely based on anti-inflammatory drugs, but the outcome is far from ideal. Our long-term research goal is to seek a better clinical outcome by combining the anti-inflammatory therapy with physical mucus layer restoration. As the first step towards that objective, we choose to develop self-assembled hydrogels of de novo glycoconjugates that consist of anti-inflammatory drugs and glycopeptides. By covalently linking peptides (e.g., nap-phe-phe-lys), saccharides (e.g., glucosamine), and an anti-inflammatory drug (i...
October 6, 2016: Tetrahedron
https://www.readbyqxmd.com/read/28216401/discovery-and-characterization-of-novel-indole-and-7-azaindole-derivatives-as-inhibitors-of-%C3%AE-amyloid-42-aggregation-for-the-treatment-of-alzheimer-s-disease
#6
Nampally Sreenivasachary, Heiko Kroth, Pascal Benderitter, Anne Hamel, Yvan Varisco, David T Hickman, Wolfgang Froestl, Andrea Pfeifer, Andreas Muhs
The aggregation of amyloid-β peptides into cytotoxic oligomeric and fibrillary aggregates is believed to be one of the major pathological events in Alzheimer disease. Here we report the design and synthesis of a novel series of indole and 7-azaindole derivatives containing, nitrile, piperidine and N-methyl-piperidine substituents at the 3-position to prevent the pathological self-assembly of amyloid-β. We have further demonstrated that substitution of the azaindole and indole derivatives at the 3 positions is required to obtain compounds with improved physicochemical properties to allow brain penetration...
February 4, 2017: Bioorganic & Medicinal Chemistry Letters
https://www.readbyqxmd.com/read/28216038/de-novo-transcriptome-of-the-muga-silkworm-antheraea-assamensis-helfer
#7
Hasnahana Chetia, Debajyoti Kabiraj, Deepika Singh, Ponnala Vimal Mosahari, Suradip Das, Pragya Sharma, Kartik Neog, Swagata Sharma, P Jayaprakash, Utpal Bora
Antheraea assamensis (Lepidoptera: Saturniidae), is a semi-domesticated silkworm known to be endemic to Assam and the adjoining hilly areas of Northeast India. It is the only producer of a unique, commercially important variety of golden silk called "muga silk". Herein, we report the de novo transcriptome of A. assamensis reared on Machilus bombycina leaves for the first time. Short reads generated by high throughput sequencing of cDNA libraries from multiple tissues, viz. alimentary canal, silk gland and residual body were assembled into transcripts via a de novo assembly pipeline followed by functional annotation and classification...
February 16, 2017: Gene
https://www.readbyqxmd.com/read/28215299/zinc-interactions-with-brain-derived-neurotrophic-factor-and-related-peptide-fragments
#8
A Travaglia, D La Mendola
Brain-derived neurotrophic factor (BDNF) is a neurotrophin essential for neuronal development and survival, synaptic plasticity, and cognitive function. Dysregulation of BDNF signaling is involved in several neurodegenerative disorders, including Alzheimer's disease. Alteration of metal ion homeostasis is observed both in normal aging and in many neurodegenerative diseases. Interestingly, there is a significant overlap between brain areas characterized by metal ion dyshomeostasis and those where BDNF exerts its biological activity...
2017: Vitamins and Hormones
https://www.readbyqxmd.com/read/28213177/tiered-analytics-for-purity-assessment-of-macrocyclic-peptides-in-drug-discovery-analytical-consideration-and-method-development
#9
Jingfang Jenny Qian Cutrone, Xiaohua Stella Huang, Edward S Kozlowski, Ye Bao, Yingzi Wang, Christopher S Poronsky, Dieter M Drexler, Adrienne A Tymiak
Synthetic macrocyclic peptides with natural and unnatural amino acids have gained considerable attention from a number of pharmaceutical/biopharmaceutical companies in recent years as a promising approach to drug discovery, particularly for targets involving protein-protein or protein-peptide interactions. Analytical scientists charged with characterizing these leads face multiple challenges including dealing with a class of complex molecules with the potential for multiple isomers and variable charge states and no established standards for acceptable analytical characterization of materials used in drug discovery...
February 3, 2017: Journal of Pharmaceutical and Biomedical Analysis
https://www.readbyqxmd.com/read/28212623/lysozyme-enhances-the-bactericidal-effect-of-bp100-peptide-against-erwinia-amylovora-the-causal-agent-of-fire-blight-of-rosaceous-plants
#10
Jordi Cabrefiga, Emilio Montesinos
BACKGROUND: Fire blight is an important disease affecting rosaceous plants. The causal agent is the bacteria Erwinia amylovora which is poorly controlled with the use of conventional bactericides and biopesticides. Antimicrobial peptides (AMPs) have been proposed as a new compounds suitable for plant disease control. BP100, a synthetic linear undecapeptide (KKLFKKILKYL-NH2), has been reported to be effective against E. amylovora infections. Moreover, BP100 showed bacteriolytic activity, moderate susceptibility to protease degradation and low toxicity...
February 17, 2017: BMC Microbiology
https://www.readbyqxmd.com/read/28212445/long-term-effects-of-fetal-undernutrition-on-rat-heart-role-of-hypertension-and-oxidative-stress
#11
Pilar Rodríguez-Rodríguez, Angel L López de Pablo, Concha F García-Prieto, Beatriz Somoza, Begoña Quintana-Villamandos, José J Gómez de Diego, Perla Y Gutierrez-Arzapalo, David Ramiro-Cortijo, M Carmen González, Silvia M Arribas
BACKGROUND AND AIMS: Fetal undernutrition is a risk factor for heart disease in both genders, despite the protection of women against hypertension development. Using a rat model of maternal undernutrition (MUN) we aimed to assess possible sex differences in the development of cardiac alterations and the implication of hypertension and cardiac oxidative stress. METHODS: Male and female offspring from rats fed ad libitum (control) or with 50% of the normal daily intake during the second half of gestation (MUN) were used...
2017: PloS One
https://www.readbyqxmd.com/read/28211277/antineoplastic-agents-603-quinstatins-exceptional-cancer-cell-growth-inhibitors
#12
George R Pettit, Noeleen Melody, Jean-Charles Chapuis
Discovery of the exceptionally powerful anticancer drug dolastatin 10 (1), contained in the sea hare Dolabella auricularia, opened a new frontier needed for improving human cancer treatment. Subsequently, major advances have been achieved based on results of structurally modifying this unusual natural peptide while maintaining the remarkable anticancer activity necessary for preparation of successful monoclonal antibody drug conjugates (ADC). Among the first several hundred SAR products based on dolastatin 10 our group synthesized and termed auristatins was auristatin E (2a)...
February 17, 2017: Journal of Natural Products
https://www.readbyqxmd.com/read/28210246/prospects-of-in-vivo-incorporation-of-non-canonical-amino-acids-for-the-chemical-diversification-of-antimicrobial-peptides
#13
Tobias Baumann, Jessica H Nickling, Maike Bartholomae, Andrius Buivydas, Oscar P Kuipers, Nediljko Budisa
The incorporation of non-canonical amino acids (ncAA) is an elegant way for the chemical diversification of recombinantly produced antimicrobial peptides (AMPs). Residue- and site-specific installation methods in several bacterial production hosts hold great promise for the generation of new-to-nature AMPs, and can contribute to tackle the ongoing emergence of antibiotic resistance in pathogens. Especially from a pharmacological point of view, desirable improvements span pH and protease resistance, solubility, oral availability and circulation half-life...
2017: Frontiers in Microbiology
https://www.readbyqxmd.com/read/28208756/homocysteine-editing-thioester-chemistry-coenzyme-a-and-the-origin-of-coded-peptide-synthesis-%C3%A2
#14
REVIEW
Hieronim Jakubowski
Aminoacyl-tRNA synthetases (AARSs) have evolved "quality control" mechanisms which prevent tRNA aminoacylation with non-protein amino acids, such as homocysteine, homoserine, and ornithine, and thus their access to the Genetic Code. Of the ten AARSs that possess editing function, five edit homocysteine: Class I MetRS, ValRS, IleRS, LeuRS, and Class II LysRS. Studies of their editing function reveal that catalytic modules of these AARSs have a thiol-binding site that confers the ability to catalyze the aminoacylation of coenzyme A, pantetheine, and other thiols...
February 9, 2017: Life
https://www.readbyqxmd.com/read/28208266/link-between-affinity-and-cu-ii-binding-sites-to-amyloid-%C3%AE-peptides-evaluated-by-a-new-water-soluble-uv-visible-ratiometric-dye-with-a-moderate-cu-ii-affinity
#15
Amandine Conte-Daban, Valentina Borghesani, Stéphanie Sayen, Emmanuel Guillon, Yves Journaux, Geoffrey Gontard, Laurent Lisnard, Christelle Hureau
Being able to easily determine the Cu(II) affinity for biomolecules of moderate affinity is important. Such biomolecules include amyloidogenic peptides, such as the well-known amyloid-β peptide involved in Alzheimer's disease. Here, we report the synthesis of a new water-soluble ratiometric Cu(II) dye with a moderate affinity (10(9) M(-1) at pH 7.1) and the characterizations of the Cu(II) corresponding complex by X-ray crystallography, EPR, and XAS spectroscopic methods. UV-vis competition was performed on the Aβ peptide as well as on a wide series of modified peptides, leading to an affinity value of 1...
February 7, 2017: Analytical Chemistry
https://www.readbyqxmd.com/read/28207859/differential-effects-of-silencing-crustacean-hyperglycemic-hormone-gene-expression-on-the-metabolic-profiles-of-the-muscle-and-hepatopancreas-in-the-crayfish-procambarus-clarkii
#16
Wenfeng Li, Kuo-Hsun Chiu, Yi-Chun Tien, Shih-Fu Tsai, Li-Jane Shih, Chien-Hsun Lee, Jean-Yves Toullec, Chi-Ying Lee
In order to functionally characterize the metabolic roles of crustacean hyperglycemic hormone (CHH), gene expression of CHH in the crayfish (Procambarus clarkii) was knocked down by in vivo injection of CHH double-stranded RNA (dsRNA), followed by metabolomic analysis of 2 CHH target tissues (the muscle and hepatopancreas) using nuclear magnetic resonance spectroscopy. Compared to the levels in untreated and saline-injected (SAI) animals, levels of CHH transcript, but not those of molt-inhibiting hormone (a CHH-family peptide), in the eyestalk ganglia of CHH dsRNA-injected (DSI) animals were significantly decreased at 24, 48, and 72 hour post injection (hpi), with concomitant changes in levels of CHH peptide in the sinus gland (a neurohemal organ) and hemolymph...
2017: PloS One
https://www.readbyqxmd.com/read/28207761/the-analysis-of-translation-related-gene-set-boosts-debates-around-origin-and-evolution-of-mimiviruses
#17
REVIEW
Jônatas Santos Abrahão, Rodrigo Araújo, Philippe Colson, Bernard La Scola
The giant mimiviruses challenged the well-established concept of viruses, blurring the roots of the tree of life, mainly due to their genetic content. Along with other nucleo-cytoplasmic large DNA viruses, they compose a new proposed order-named Megavirales-whose origin and evolution generate heated debate in the scientific community. The presence of an arsenal of genes not widespread in the virosphere related to important steps of the translational process, including transfer RNAs, aminoacyl-tRNA synthetases, and translation factors for peptide synthesis, constitutes an important element of this debate...
February 2017: PLoS Genetics
https://www.readbyqxmd.com/read/28204885/de-bugging-and-maximizing-plant-cytochrome-p450-production-in-escherichia-coli-with-c-terminal-gfp-fusions
#18
Ulla Christensen, Dario Vazquez-Albacete, Karina M Søgaard, Tonja Hobel, Morten T Nielsen, Scott James Harrison, Anders Holmgaard Hansen, Birger Lindberg Møller, Susanna Seppälä, Morten H H Nørholm
Cytochromes P450 (CYP) are attractive enzyme targets in biotechnology as they catalyze stereospecific C-hydroxylations of complex core skeletons at positions that typically are difficult to access by chemical synthesis. Membrane bound CYPs are involved in nearly all plant pathways leading to the formation of high-value compounds. In the present study, we systematically maximize the heterologous expression of six different plant-derived CYP genes in Escherichia coli, using a workflow based on C-terminal fusions to the green fluorescent protein...
February 15, 2017: Applied Microbiology and Biotechnology
https://www.readbyqxmd.com/read/28204823/incretins-amplify-tnf-%C3%AE-stimulated-il-6-synthesis-in-osteoblasts-suppression-of-the-i%C3%AE%C2%BAb-nf-%C3%AE%C2%BAb-pathway
#19
Kazuhiko Fujita, Haruhiko Tokuda, Naohiro Yamamoto, Shingo Kainuma, Tetsu Kawabata, Go Sakai, Gen Kuroyanagi, Rie Matsushima-Nishiwaki, Atsushi Harada, Osamu Kozawa, Takanobu Otsuka
Incretins including glucagon-like peptide-1 (GLP-1) and glucose‑dependent insulinotropic polypeptide (GIP) secreted from the small intestine after oral food ingestion are currently recognized to stimulate insulin secretion from pancreatic β cells. We previously reported that p70 S6 kinase limits the tumor necrosis factor‑α (TNF‑α)‑stimulated interleukin-6 (IL‑6) synthesis in osteoblast‑like MC3T3‑E1 cells. In the present study, we investigated the effects of incretins on the TNF‑α‑induced IL‑6 synthesis and the underlying mechanism in MC3T3‑E1 cells...
February 15, 2017: International Journal of Molecular Medicine
https://www.readbyqxmd.com/read/28203489/effects-of-anti-repulsive-guidance-molecule-c-rgmc-hemojuvelin-antibody-on-hepcidin-and-iron-in-mouse-liver-and-tumor-xenografts
#20
S V Torti, E Lemler, B K Mueller, A Popp, F M Torti
OBJECTIVE: Hepcidin is a peptide hormone produced by the liver that regulates systemic iron homeostasis. Hepcidin is also synthesized by tumors, where it contributes to tumor growth by increasing the tumoral retention of iron. Targeted reduction of hepcidin may therefore be useful in reducing tumor growth. H5F9-AM8 is an antibody in preclinical development for the anemia of chronic disease that reduces hepcidin synthesis by binding to RGMc, a co-receptor involved in the transcriptional induction of hepcidin by BMP6...
November 2016: Clinical & Experimental Pharmacology
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