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Peptide synthesis

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https://www.readbyqxmd.com/read/27919444/mechanistic-genomic-and-proteomic-study-on-the-effects-of-bisgma-derived-biodegradation-product-on-cariogenic-bacteria
#1
Lida Sadeghinejad, Dennis G Cvitkovitch, Walter L Siqueira, Justin Merritt, J Paul Santerre, Yoav Finer
OBJECTIVES: Investigate the effects of a Bis-phenyl-glycidyl-dimethacrylate (BisGMA) biodegradation product, bishydroxypropoxyphenyl-propane (BisHPPP), on gene expression and protein synthesis of cariogenic bacteria. METHODS: Quantitative real-time polymerase chain reaction was used to investigate the effects of BisHPPP on the expression of specific virulence-associated genes, i.e. gtfB, gtfC, gbpB, comC, comD, comE and atpH in Streptococcus mutans UA159. Possible mechanisms for bacterial response to BisHPPP were explored using gene knock-out and associated complemented strains of the signal peptide encoding gene, comC...
December 2, 2016: Dental Materials: Official Publication of the Academy of Dental Materials
https://www.readbyqxmd.com/read/27918208/investigational-hemagglutinin-targeted-influenza-virus-inhibitors
#2
Li-Yan Zeng, Jie Yang, Shuwen Liu
Seasonal influenza and pandemic outbreaks typically result in high mortality and morbidity associated with severe economic burdens. Vaccines and anti-influenza drugs have made great contributions to control the infection. However, antigenic drifts and shifts allow influenza viruses to easily escape immune neutralization and antiviral drug activity. Hemagglutinin (HA)is an important envelope protein for the entry of influenza viruses into host cells, thus, HA-targeted agents may be potential anti-influenza drugs...
December 5, 2016: Expert Opinion on Investigational Drugs
https://www.readbyqxmd.com/read/27918029/probing-the-role-of-the-backbone-carbonyl-interaction-with-the-cua-center-in-azurin-by-replacing-the-peptide-bond-with-an-ester-linkage
#3
Kevin M Clark, Shiliang Tian, Wilfred A van der Donk, Yi Lu
The role of a backbone carbonyl interaction with an engineered CuA center in azurin was investigated by developing a method of synthesis and incorporation of a depsipeptide where one of the amide bonds in azurin is replaced by an ester bond using expressed protein ligation. Studies by electronic absorption and electron paramagnetic resonance spectroscopic techniques indicate that, while the substitution does not significantly alter the geometry of the site, it weakens the axial interaction to the CuA center and strengthens the Cu-Cu bond, as evidenced by the blue shift of the near-IR absorption that has been assigned to the Cu-Cu ψ → ψ* transition...
December 5, 2016: Chemical Communications: Chem Comm
https://www.readbyqxmd.com/read/27917781/visualizing-a-natural-antibiotic-nanofactory
#4
T Martin Schmeing
Environmental samples are excellent sources of natural products that possess numerous kinds of therapeutic activities. One important family of natural products is the nonribosomal peptides, which includes penicillin, cyclosporin, viomycin and daptomycin (Cubicin). These peptides are made in bacteria or fungi by large enzymes called nonribosomal peptide synthetases (NRPS). NRPSs are true macromolecular machines or nanofactories, with modular assembly-line logic, a complex catalytic cycle, moving parts and many active sites...
December 1, 2016: Clinical and Investigative Medicine. Médecine Clinique et Experimentale
https://www.readbyqxmd.com/read/27917409/gadolinium-functionalized-peptide-amphiphile-micelles-for-multimodal-imaging-of-atherosclerotic-lesions
#5
Sang Pil Yoo, Federico Pineda, John C Barrett, Christopher Poon, Matthew Tirrell, Eun Ji Chung
The leading causes of morbidity and mortality globally are cardiovascular diseases, and nanomedicine can provide many improvements including disease-specific targeting, early detection, and local delivery of diagnostic agents. To this end, we designed fibrin-binding, peptide amphiphile micelles (PAMs), achieved by incorporating the targeting peptide cysteine-arginine-glutamic acid-lysine-alanine (CREKA), with two types of amphiphilic molecules containing the gadoliniuim (Gd) chelator diethylenetriaminepentaacetic acid (DTPA), DTPA-bis(stearylamide)(Gd), and 1,2-distearoyl-sn-glycero-3-phosphoethanolamine-N-[(poly(ethylene glycol) (PEG))-2000]-DTPA(Gd) (DSPE-PEG2000-DTPA(Gd))...
November 30, 2016: ACS Omega
https://www.readbyqxmd.com/read/27915018/design-and-surface-immobilization-of-short-anti-biofilm-peptides
#6
Biswajit Mishra, Tamara Lushnikova, Radha M Golla, Xiuqing Wang, Guangshun Wang
: Short antimicrobial peptides are essential to keep us healthy and their lasting potency can inspire the design of new types of antibiotics. This study reports the design of a family of eight-residue tryptophan-rich peptides (TetraF2W) obtained by converting the four phenylalanines in temporin-SHf to tryptophans. The temporin-SHf template was identified from the antimicrobial peptide database (http://aps.unmc.edu/AP). Remarkably, the double arginine variant (TetraF2W-RR) was more effective in killing methicillin-resistant Staphylococcus aureus (MRSA) USA300, but less cytotoxic to human skin HaCat and kidney HEK293 cells, than the lysine-containing dibasic combinations (KR, RK and KK)...
November 30, 2016: Acta Biomaterialia
https://www.readbyqxmd.com/read/27914120/effect-of-glycosylation-on-the-biocatalytic-properties-of-hydroxynitrile-lyase-from-the-passion-fruit-passiflora-edulis-a-comparison-of-natural-and-recombinant-enzymes
#7
Aem Nuylert, Yuko Ishida, Yasuhisa Asano
A hydroxynitrile lyase from the passion fruit, Passiflora edulis (PeHNL) was isolated from the leaves and showed high stability in biphasic co-organic solvent systems for cyanohydrin synthesis. Cyanohydrins are important building blocks for the production of fine chemicals and pharmaceuticals. Thus, to enhance production yields of PeHNL for industrial applications, we cloned and expressed recombinant PeHNL in E. coli BL21 (DE3) and P. pastoris GS115 cells without a signal peptide sequence. The aim of the present study is to determine the effect of N-glycosylation on enzyme stability and catalytic properties in microbial expression systems...
December 3, 2016: Chembiochem: a European Journal of Chemical Biology
https://www.readbyqxmd.com/read/27913993/antifreeze-glycopeptides-from-structure-and-activity-studies-to-current-approaches-in-chemical-synthesis
#8
REVIEW
Małgorzata Urbańczyk, Jerzy Góra, Rafał Latajka, Norbert Sewald
Antifreeze glycopeptides (AFGPs) are a class of biological antifreeze agents found predominantly in Arctic and Antarctic species of fish. They possess the ability to regulate ice nucleation and ice crystal growth, thus creating viable life conditions at temperatures below the freezing point of body fluids. AFGPs usually consist of 4-55 repetitions of the tripeptide unit Ala-Ala-Thr that is O-glycosylated at the threonine side chains with β-D-galactosyl-(1 → 3)-α-N-acetyl-D-galactosamine. Due to their interesting properties and high antifreeze activity, they have many potential applications, e...
December 2, 2016: Amino Acids
https://www.readbyqxmd.com/read/27913739/structure-activity-relation-of-amor-sugar-molecule-that-activates-pollen-tubes-for-ovular-guidance
#9
Jiao Jiao, Akane G Mizukami, Subramanian Sankaranarayanan, Junichiro Yamguchi, Kenichiro Itami, Tetsuya Higashiyama
Successful fertilization in flowering plants depends on the precise directional growth control of pollen tube through the female pistil tissue, towards the female gametophyte contained in the ovule for delivery of non-motile sperm cells. Cysteine-rich peptides LUREs secreted from the synergid cells on either side of the egg cell act as ovular attractants of pollen tubes. Competency control by the pistil is crucial for the response of pollen tubes to these ovular attractants. We recently reported that ovular 4-O-methyl-glucuronosyl arabinogalactan AMOR induces competency of the pollen tube to respond to ovular attractant LURE peptides in Torenia fournieri...
December 2, 2016: Plant Physiology
https://www.readbyqxmd.com/read/27910979/efficient-synthesis-of-cysteine-rich-cyclic-peptides-through-intramolecular-native-chemical-ligation-of-n-hnb-cys-peptide-crypto-thioesters
#10
Victor P Terrier, Agnès F Delmas, Vincent Aucagne
We herein introduce a straightforward synthetic route to cysteine-containing cyclic peptides based on the intramolecular native chemical ligation of in situ generated thioesters. Key precursors are N-Hnb-Cys crypto-thioesters, easily synthesized by Fmoc-based SPPS. The strategy is applied to a representative range of naturally occurring cyclic disulfide-rich peptide sequences.
December 2, 2016: Organic & Biomolecular Chemistry
https://www.readbyqxmd.com/read/27909898/two-dimensional-polyaniline-nanostructure-to-the-development-of-microfluidic-integrated-flexible-biosensors-for-biomarker-detection
#11
Pei Liu, Yisi Zhu, Seung Hee Lee, Minhee Yun
In this work, we report a flexible field-effect-transistor (FET) biosensor design based on two-dimensional (2-D) polyaniline (PANI) nanostructure. The flexible biosensor devices were fabricated through a facile and inexpensive method that combines top-down and bottom-up processes. The chemically synthesized PANI nanostructure showed excellent p-type semiconductor properties as well as good compatibility with flexible design. With the 2-D PANI nanostructure being as thin as 80 nm and its extremely large surface-area-to-volume (SA/V) ratio due to the intrinsic properties of PANI chemical synthesis, the developed flexible biosensor exhibited outstanding sensing performance in detecting B-type natriuretic peptide (BNP) biomarkers, and was able to achieve high specificity (averagely 112 folds) with the limit of detection as low as 100 pg/mL...
December 2016: Biomedical Microdevices
https://www.readbyqxmd.com/read/27909427/biocombinatorial-synthesis-of-novel-lipopeptides-by-com-domain-mediated-reprogramming-of-the-plipastatin-nrps-complex
#12
Hongxia Liu, Ling Gao, Jinzhi Han, Zhi Ma, Zhaoxin Lu, Chen Dai, Chong Zhang, Xiaomei Bie
Both donors and acceptors of communication-mediating (COM) domains are essential for coordinating intermolecular communication within nonribosomal peptides synthetases (NRPSs) complexes. Different sets of COM domains provide selectivity, allowing NRPSs to utilize different natural biosynthetic templates. In this study, novel lipopeptides were synthesized by reprogramming the plipastatin biosynthetic machinery. A Thr-to-Asp point mutation was sufficient to shift the selectivity of the donor COM domain of ppsB toward that of ppsD...
2016: Frontiers in Microbiology
https://www.readbyqxmd.com/read/27908274/a-novel-approach-to-probe-host-pathogen-interactions-of-bovine-digital-dermatitis-a-model-of-a-complex-polymicrobial-infection
#13
Paolo Marcatili, Martin W Nielsen, Thomas Sicheritz-Pontén, Tim K Jensen, Claus Schafer-Nielsen, Mette Boye, Morten Nielsen, Kirstine Klitgaard
BACKGROUND: Polymicrobial infections represent a great challenge for the clarification of disease etiology and the development of comprehensive diagnostic or therapeutic tools, particularly for fastidious and difficult-to-cultivate bacteria. Using bovine digital dermatitis (DD) as a disease model, we introduce a novel strategy to study the pathogenesis of complex infections. RESULTS: The strategy combines meta-transcriptomics with high-density peptide-microarray technology to screen for in vivo-expressed microbial genes and the host antibody response at the site of infection...
December 1, 2016: BMC Genomics
https://www.readbyqxmd.com/read/27905914/development-of-a-gene-synthesis-platform-for-the-efficient-large-scale-production-of-small-genes-encoding-animal-toxins
#14
Ana Filipa Sequeira, Joana L A Brás, Catarina I P D Guerreiro, Renaud Vincentelli, Carlos M G A Fontes
BACKGROUND: Gene synthesis is becoming an important tool in many fields of recombinant DNA technology, including recombinant protein production. De novo gene synthesis is quickly replacing the classical cloning and mutagenesis procedures and allows generating nucleic acids for which no template is available. In addition, when coupled with efficient gene design algorithms that optimize codon usage, it leads to high levels of recombinant protein expression. RESULTS: Here, we describe the development of an optimized gene synthesis platform that was applied to the large scale production of small genes encoding venom peptides...
December 1, 2016: BMC Biotechnology
https://www.readbyqxmd.com/read/27905149/scope-limitations-of-fmoc-chemistry-spps-based-approaches-to-the-total-synthesis-of-insulin-lispro-via-ester-insulin
#15
Stephen Kent, Balamurugan Dhayalan, Kalyaneswar Mandal, Nischay Rege, Michael Weiss, Simon Eitel, Thomas Meier, Ralph Schoenleber
We have systematically explored three approaches based on Fmoc chemistry SPPS for the total chemical synthesis of the key depsipeptide intermediate for the efficient total chemical synthesis of insulin. The approaches used were: stepwise Fmoc chemistry SPPS; the 'hybrid method', in which maximally-protected peptide segments made by Fmoc chemistry SPPS are condensed in solution; and, native chemical ligation using peptide-thioester segments generated by Fmoc chemistry SPPS. A key building block in all three approaches was a Glu[Oβ(Thr)] ester-linked dipeptide equipped with a set of orthogonal protecting groups compatible with Fmoc chemistry SPPS...
November 30, 2016: Chemistry: a European Journal
https://www.readbyqxmd.com/read/27904811/legionella-shows-a-diverse-secondary-metabolism-dependent-on-a-broad-spectrum-sfp-type-phosphopantetheinyl-transferase
#16
Nicholas J Tobias, Tilman Ahrendt, Ursula Schell, Melissa Miltenberger, Hubert Hilbi, Helge B Bode
Several members of the genus Legionella cause Legionnaires' disease, a potentially debilitating form of pneumonia. Studies frequently focus on the abundant number of virulence factors present in this genus. However, what is often overlooked is the role of secondary metabolites from Legionella. Following whole genome sequencing, we assembled and annotated the Legionella parisiensis DSM 19216 genome. Together with 14 other members of the Legionella, we performed comparative genomics and analysed the secondary metabolite potential of each strain...
2016: PeerJ
https://www.readbyqxmd.com/read/27904522/inducing-apolipoprotein-a-i-synthesis-to-reduce-cardiovascular-risk-from-assert-to-sustain-and-beyond
#17
Belinda A Di Bartolo, Daniel J Scherer, Stephen J Nicholls
Increasing attention has focused on efforts to promote the biological activities of high-density lipoproteins (HDL) in order to reduce cardiovascular risk. Targeting apolipoprotein A-I (apoA-I), the major protein carried on HDL particles, represents an attractive approach to promoting HDL by virtue of its ability to increase endogenous synthesis of functional HDL particles. A number of pharmacological strategies that target apoA-I, including upregulation of its production with the bromodomain and extraterminal (BET) protein inhibitor RVX-208, development of short peptide sequences that mimic its action, and administration as a component of reconstituted HDL particles, have undergone clinical development...
December 1, 2016: Archives of Medical Science: AMS
https://www.readbyqxmd.com/read/27904094/design-and-synthesis-of-functional-molecules-based-on-complexation-and-their-biological-applications
#18
Yosuke Hisamatsu
 In this review, we introduce the development of supermolecules, host-guest complexes, and metal complexes formed from the combination of non-covalent interactions and/or coordination bonds, as well as their biological applications. An adenine selective host molecule 1 provides a correctly oriented array of complementary hydrogen bonding sites for the adenine nucleobase. Furthermore, the new DDAA (D: hydrogen bond donor, A: hydrogen bond acceptor) module 4 and ADDA module 7 have been developed as quadruple hydrogen-bonding modules...
2016: Yakugaku Zasshi: Journal of the Pharmaceutical Society of Japan
https://www.readbyqxmd.com/read/27904082/design-and-synthesis-of-non-peptide-rgd-mimics-for-evaluation-of-their-utility-as-anti-platelet-agents
#19
Kazuhiro Higuchi, Hideki Hikita, Asumi Murayama, Daichi Yuri, Natsu Kobayakawa, Takashi Takahashi, Shigeru Kojima, Hiroko Ueno, Tomomi Hatakeyama, Airi Kato, Masanori Tayu, Etsuko Oyama, Shigeo Sugiyama, Kazuyuki Ishii, Hidenobu Takahashi, Tomomi Kawasaki
Arg-Gly-Asp (RGD) mimics were synthesized and their anti-platelet activity was evaluated. A concise method was developed for the synthesis of the target compounds from dehydroepiandrosterone and Wieland-Miescher and Hajos-Parrish ketones, which are suitable for readily available platform. Among the synthesized compounds, the perhydronaphthalene framework with a 3-(4-piperidinyl)propoxyl structure 3e possessed the highest anti-aggregative activity. The IC50 values of 3e were 0.91 mM (ADP initiation) and 0...
2016: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/27903492/angiotensinogen-import-in-isolated-proximal-tubules-evidence-for-mitochondrial-trafficking-and-uptake
#20
Bryan A Wilson, Nildris Cruz-Diaz, Yixin Su, James C Rose, TanYa M Gwathmey, Mark C Chappell
The renal proximal tubules are a key functional component of the kidney and express the angiotensin precursor angiotensinogen; however, it is unclear the extent that tubular angiotensinogen reflects local synthesis or internalization. Therefore, the current study established the extent that angiotensinogen is internalized by proximal tubules and the intracellular distribution. Proximal tubules were isolated from the kidney cortex of male sheep by enzymatic digestion and a discontinuous Percoll gradient. Tubules were incubated with radiolabeled 125I-angiotensinogen for 2 hrs at 37°C in serum/phenol-free DMEM/F12 media...
November 30, 2016: American Journal of Physiology. Renal Physiology
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