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https://www.readbyqxmd.com/read/28870843/phosphatidylserine-a-cancer-cell-targeting-biomarker
#1
REVIEW
Bhupender Sharma, Shamsher S Kanwar
Cancer is a leading cause of mortality and morbidity globally. Many prominent cancer-associated molecules have been identified over the recent years which include EGFR, CD44, TGFbRII, HER2, miR-497, NMP22, BTA, Fibrin/FDP etc. These biomarkers are often used for screening, detection, diagnosis, prognosis, prediction and monitoring of cancer development. Phosphatidylserine (PS) is an essential component in all human cells which is present on the inner leaflet of the cell membrane. The oxidative stress causes exposure of PS on the surface of the vascular endothelium in the cancer cells (lung, breast, pancreatic, bladder, skin, brain metastasis, rectal adenocarcinoma etc...
September 1, 2017: Seminars in Cancer Biology
https://www.readbyqxmd.com/read/28852829/pal-12-a-new-anti-aging-hexa-peptoid-inhibits-uvb-induced-photoaging-in-human-dermal-fibroblasts-and-3d-reconstructed-human-full-skin-model-keraskin-ft%C3%A2
#2
Daeun Song, Hyeonji Park, Su-Hyon Lee, Mi Jung Kim, Eun-Joo Kim, Kyung-Min Lim
Peptoids are a class of peptidomimetics whose pharmacological activities are widely investigated owing to their remarkable biological stability. However, the utilities of peptoids as cosmetic functional ingredients have not been fully explored. Here, we investigated anti-aging effects of PAL-12, a new hexa-peptoid, on UVB-induced photoaging in human dermal fibroblasts (HDFs) and a 3D reconstituted human full skin model, Keraskin-FT™. PAL-12 suppressed matrix metalloproteinase-1 (MMP-1) expression induced by UVB irradiation along with the attenuation of MMP-1 secretion as determined by ELISA assay...
August 29, 2017: Archives of Dermatological Research
https://www.readbyqxmd.com/read/28837348/highly-homogeneous-and-robust-polyproline-type-i-helices-from-peptoids-with-non-aromatic-%C3%AE-chiral-side-chains
#3
Olivier Roy, Geoffrey Dumonteil, Sophie Faure, Laurent Jouffret, Alexandre Kriznik, Claude Taillefumier
Peptoids which are oligomers of N-substituted glycines represent a class of peptide mimics with great potential in areas ranging from medicinal chemistry to biomaterial science. Controlling the equilibria between the cis and trans conformations of their backbone amides is the major hurdle to overcome for the construction of discrete folded structures, particularly for the development of all-cis PolyProline-type I (PPI) helices, as tools for modulating biological functions. The prominent role of backbone to side chain electronic interactions (n→π*) and side chains bulkiness in promoting cis-amides was essentially investigated with peptoid aromatic side chains among which the chiral 1-naphthylethyl (1npe) group yielded the best results...
August 24, 2017: Journal of the American Chemical Society
https://www.readbyqxmd.com/read/28837260/selective-biligand-inhibitor-of-ck2-increases-caspase-3-activity-in-cancerous-cells-and-inhibits-platelet-aggregation
#4
Hedi Rahnel, Kaido Viht, Darja Lavogina, Olga Mazina, Tõiv Haljasorg, Erki Enkvist, Asko Uri
The pleiotropic nature, role in many cellular processes, and constitutive activity of protein kinase CK2 exemplify its importance in a number of diseases, e.g. thrombosis and cancer. Compounds developed in this paper represent a novel class of biologically active scaffold that may be developed into promising drug candidates, but also applied to study the yet still unspecified pathways regulated by CK2. Biligand inhibitors of CK2 were constructed by conjugating 4-(2-amino-1,3-thiazol-5-yl)benzoic acid and carboxylate-rich peptoids...
August 24, 2017: ChemMedChem
https://www.readbyqxmd.com/read/28822292/nanoparticles-assemblies-on-demand-controlled-aggregation-of-ag-0-mediated-by-modified-peptoid-sequences
#5
Hagar Tigger-Zaborov, Galia Maayan
Assemblies of metal nanoparticles (NPs) have been broadly used for the construction of materials with distinct spectroscopic properties towards sensing applications. On the other hand, well-dispersed NPs are exploit for applications in catalysis and medicine. Biopolymers or biomimetic oligomers can serve both as efficient stabilizers of NPs and as useful aggregation mediators that can lead to assemblies with unique properties. Controlling aggregation processes, however, is still challenging and often relies on trial and error rather than on defined thumb rules...
August 12, 2017: Journal of Colloid and Interface Science
https://www.readbyqxmd.com/read/28808293/targeting-apolipoprotein-e-amyloid-%C3%AE-binding-by-peptoid-cpo_a%C3%AE-17-21%C3%A2-p-ameliorates-alzheimer-s-disease-related-pathology-and-cognitive-decline
#6
Shan Liu, Shinae Park, Grant Allington, Frances Prelli, Yanjie Sun, Mitchell Martá-Ariza, Henrieta Scholtzova, Goutam Biswas, Bernard Brown, Philip B Verghese, Pankaj D Mehta, Yong-Uk Kwon, Thomas Wisniewski
Inheritance of the apolipoprotein E4 (apoE4) genotype has been identified as the major genetic risk factor for late onset Alzheimer's disease (AD). Studies have shown that apoE, apoE4 in particular, binds to amyloid-β (Aβ) peptides at residues 12-28 of Aβ and this binding modulates Aβ accumulation and disease progression. We have previously shown in several AD transgenic mice lines that blocking the apoE/Aβ interaction with Aβ12-28 P reduced Aβ and tau-related pathology, leading to cognitive improvements in treated AD mice...
August 14, 2017: Scientific Reports
https://www.readbyqxmd.com/read/28763612/cyclic-peptoids-as-mycotoxin-mimics-an-exploration-of-their-structural-and-biological-properties
#7
Assunta D'Amato, Raffaele Volpe, Maria Carmela Vaccaro, Stefania Terracciano, Ines Bruno, Massimo Tosolini, Consiglia Tedesco, Giovanni Pierri, Paolo Tecilla, Chiara Costabile, Giorgio Della Sala, Irene Izzo, Francesco De Riccardis
Cyclic peptoids have recently emerged as important examples of peptidomimetics for their interesting complexing properties and innate ability to permeate biological barriers. In the present contribution, experimental and theoretical data evidence the intricate conformational and stereochemical properties of five novel hexameric peptoids decorated with N-isopropyl, N-isobutyl, and N-benzyl substituents. Complexation studies by NMR, in the presence of sodium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (NaTFPB), theoretical calculations, and single-crystal X-ray analyses indicate that the conformationally stable host/guest metal adducts display architectural ordering comparable to that of the enniatins and beauvericin mycotoxins...
August 17, 2017: Journal of Organic Chemistry
https://www.readbyqxmd.com/read/28735540/the-n%C3%A2-%C3%AF-interaction
#8
Robert W Newberry, Ronald T Raines
The carbonyl group holds a prominent position in chemistry and biology not only because it allows diverse transformations but also because it supports key intermolecular interactions, including hydrogen bonding. More recently, carbonyl groups have been found to interact with a variety of nucleophiles, including other carbonyl groups, in what we have termed an n→π* interaction. In an n→π* interaction, a nucleophile donates lone-pair (n) electron density into the empty π* orbital of a nearby carbonyl group...
August 15, 2017: Accounts of Chemical Research
https://www.readbyqxmd.com/read/28700225/combining-elements-from-two-antagonists-of-formyl-peptide-receptor-2-generates-more-potent-peptidomimetic-antagonists
#9
Sarah Line Skovbakke, André Holdfeldt, Christina Nielsen, Anna Mette Hansen, Iris Perez-Gassol, Claes Dahlgren, Huamei Forsman, Henrik Franzyk
Structural optimization of a peptidomimetic antagonist of formyl peptide receptor 2 (FPR2) was explored by an approach involving combination of elements from the two most potent FPR2 antagonists described: a Rhodamine B-conjugated 10-residue gelsonin-derived peptide (i.e., PBP10, RhB-QRLFQVKGRR-OH) and the palmitoylated α-peptide/β-peptoid hybrid Pam-(Lys-βNspe)6-NH2. This generated an array of hybrid compounds from which a new subclass of receptor-selective antagonists was identified. The most potent representatives displayed activity in the low nanomolar range...
August 10, 2017: Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/28684782/precisely-tuneable-energy-transfer-system-using-peptoid-helix-based-molecular-scaffold
#10
Boyeong Kang, Woojin Yang, Sebok Lee, Sudipto Mukherjee, Jonathan Forstater, Hanna Kim, Byoungsook Goh, Tae-Young Kim, Vincent A Voelz, Yoonsoo Pang, Jiwon Seo
The energy flow during natural photosynthesis is controlled by maintaining the spatial arrangement of pigments, employing helices as scaffolds. In this study, we have developed porphyrin-peptoid (pigment-helix) conjugates (PPCs) that can modulate the donor-acceptor energy transfer efficiency with exceptional precision by controlling the relative distance and orientation of the two pigments. Five donor-acceptor molecular dyads were constructed using zinc porphyrin and free base porphyrin (Zn(i + 2)-Zn(i + 6)), and highly efficient energy transfer was demonstrated with estimated efficiencies ranging from 92% to 96% measured by static fluorescence emission in CH2Cl2 and from 96...
July 6, 2017: Scientific Reports
https://www.readbyqxmd.com/read/28656750/ultrafast-set-lrp-with-peptoid-cytostatic-drugs-as-monofunctional-and-bifunctional-initiators
#11
Gerard Lligadas, Mojtaba Enayati, Silvia Grama, Rauan Smail, Samuel E Sherman, Virgil Percec
To continue expanding the use of Single Electron Transfer-Living Radical Polymerization (SET-LRP) in applications at the interface between macromolecular science, biomacromolecules, biology and medicine, it is essential to develop novel initiators that do not compromise the structural stability of synthesized polymers in biological environments. Here, we report that stable 2-bromopropionyl peptoid-type initiators such as 1,4-bis(2-bromopropionyl)piperazine and 4-(2-bromopropionyl)morpholine are an alternative that meets the standards reached by the well-known secondary and tertiary α-haloester-type initiators in terms of excellent control over molecular weight evolution and distribution as well as polymer chain ends...
July 10, 2017: Biomacromolecules
https://www.readbyqxmd.com/read/28652236/synthetic-cyclic-peptomers-as-type-iii-secretion-system-inhibitors
#12
Hanh Lam, Joshua Schwochert, Yongtong Lao, Tannia Lau, Cameron Lloyd, Justin Luu, Olivia Kooner, Jessica Morgan, Scott Lokey, Victoria Auerbuch
Antibiotic-resistant bacteria are an emerging threat to global public health. New classes of antibiotics and tools for antimicrobial discovery are urgently needed. Type III secretion systems (T3SS), which are required by dozens of Gram-negative bacteria for virulence but largely absent from nonpathogenic bacteria, are promising virulence blocker targets. The ability of mammalian cells to recognize the presence of a functional T3SS and trigger NF-κB activation provides a rapid and sensitive method for identifying chemical inhibitors of T3SS activity...
September 2017: Antimicrobial Agents and Chemotherapy
https://www.readbyqxmd.com/read/28605073/antibody-mimetic-peptoid-nanosheet-for-label-free-serum-based-diagnosis-of-alzheimer-s-disease
#13
Ling Zhu, Zijian Zhao, Peng Cheng, Zhaohui He, Zhiqiang Cheng, Jiaxi Peng, Huayi Wang, Chen Wang, Yanlian Yang, Zhiyuan Hu
Alzheimer's disease (AD) is the most common form of dementia characterized by progressive cognitive decline. Current diagnosis of AD is based on symptoms, neuropsychological tests, and neuroimaging, and is usually evident years after the pathological process. Early assessment at the preclinical or prodromal stage is in a great demand since treatment after the onset can hardly stop or reverse the disease progress. However, early diagnosis of AD is challenging due to the lack of reliable noninvasive approaches...
August 2017: Advanced Materials
https://www.readbyqxmd.com/read/28574690/design-multicomponent-synthesis-and-anticancer-activity-of-a-focused-histone-deacetylase-hdac-inhibitor-library-with-peptoid-based-cap-groups
#14
Viktoria Krieger, Alexandra Hamacher, Christoph G W Gertzen, Johanna Senger, Martijn R H Zwinderman, Martin Marek, Christophe Romier, Frank J Dekker, Thomas Kurz, Manfred Jung, Holger Gohlke, Matthias U Kassack, Finn K Hansen
In this work, we report the multicomponent synthesis of a focused histone deacetylase (HDAC) inhibitor library with peptoid-based cap groups and different zinc-binding groups. All synthesized compounds were tested in a cellular HDAC inhibition assay and an MTT assay for cytotoxicity. On the basis of their noteworthy activity in the cellular HDAC assays, four compounds were further screened for their inhibitory activity against recombinant HDAC1-3, HDAC6, and HDAC8. All four compounds showed potent inhibition of HDAC1-3 as well as significant inhibition of HDAC6 with IC50 values in the submicromolar concentration range...
July 13, 2017: Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/28572550/synthesis-crystallization-x-ray-structural-characterization-and-solid-state-assembly-of-a-cyclic-hexapeptoid-with-propargyl-and-methoxyethyl-side-chains
#15
Consiglia Tedesco, Eleonora Macedi, Alessandra Meli, Giovanni Pierri, Giorgio Della Sala, Christina Drathen, Andrew N Fitch, Gavin B M Vaughan, Irene Izzo, Francesco De Riccardis
The synthesis and the structural characterization of a cyclic hexapeptoid with four methoxyethyl and two propargyl side chains have disclosed the presence of a hydrate crystal form [form (I)] and an anhydrous crystal form [form (II)]. The relative amounts of form (I) and form (II) in the as-purified product were determined by Rietveld refinement and depend on the purification procedures. In crystal form (I), peptoid molecules assemble in a columnar arrangement by means of side-chain-to-backbone C=CH...OC hydrogen bonds...
June 1, 2017: Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials
https://www.readbyqxmd.com/read/28551176/a-unique-mid-sequence-linker-used-to-multimerize-the-lipid-phosphatidylserine-ps-binding-peptide-peptoid-hybrid-pps1
#16
Satya Prakash Shukla, Joseph C Manarang, D Gomika Udugamasooriya
Ligand multimerizations enhance the binding affinity towards cell surface biomarkers through their avidity effects. Typical linkers connect individual monomeric ligand moieties from one end (e.g., C- or N-terminus of a peptide) and exclusively target protein receptors. The lipid phosphatidylserine (PS) is normally present on the cytoplasmic side of the eukaryotic cell membrane, but in tumors and tumor endothelial cells, this negatively charged PS flips to the outer layer. We recently reported a PS binding peptide-peptoid hybrid (PPS1) that has distinct positively charged and hydrophobic residue-containing regions...
September 8, 2017: European Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/28537738/a-peptoid-square-helix-via-synergistic-control-of-backbone-dihedral-angles
#17
Benjamin C Gorske, Emily M Mumford, Charles G Gerrity, Imelda Ko
The continued expansion of the fields of macromolecular chemistry and nanoscience has motivated the development of new secondary structures that can serve as architectural elements of innovative materials, molecular machines, biological probes, and even commercial medicines. Synthetic foldamers are particularly attractive systems for developing such elements because they are specifically designed to facilitate synthetic manipulation and functional diversity. However, relatively few predictive design principles exist that permit both rational and modular control of foldamer secondary structure, while maintaining the capacity for facile diversification of displayed functionality...
June 21, 2017: Journal of the American Chemical Society
https://www.readbyqxmd.com/read/28533975/an-exhaustive-survey-of-regular-peptide-conformations-using-a-new-metric-for-backbone-handedness-h
#18
Ranjan V Mannige
The Ramachandran plot is important to structural biology as it describes a peptide backbone in the context of its dominant degrees of freedom-the backbone dihedral angles φ and ψ (Ramachandran, Ramakrishnan & Sasisekharan, 1963). Since its introduction, the Ramachandran plot has been a crucial tool to characterize protein backbone features. However, the conformation or twist of a backbone as a function of φ and ψ has not been completely described for both cis and trans backbones. Additionally, little intuitive understanding is available about a peptide's conformation simply from knowing the φ and ψ values of a peptide (e...
2017: PeerJ
https://www.readbyqxmd.com/read/28513982/plasmon-enhanced-fluorescence-based-on-porphyrin-peptoid-hybridized-gold-nanoparticle-platform
#19
Younghye Kim, Boyeong Kang, Hyo-Yong Ahn, Jiwon Seo, Ki Tae Nam
A porphyrin-peptoid-hybridized silica-coated gold nanoparticle is developed, which is inspired by the protein-chlorophyll ensemble found in photosynthetic antenna. In the natural antenna, chlorophylls are integrated into dense assemblies that are supported by frameworks of proteins, which ensure optimal pigment arrangement for effective light harvesting. In the subject platform, porphyrins are conjugated to the peptoid helix scaffold in a structurally well-defined alignments and subsequently immobilized on the surface of nanoparticles...
May 17, 2017: Small
https://www.readbyqxmd.com/read/28429225/design-of-chemical-conjugate-for-targeted-therapy-of-multiple-sclerosis-based-of-constant-fragment-of-human-antibody-heavy-chain-and-peptoid-analog-of-autoantigen-mog35-55
#20
Y A Lomakin, A V Stepanov, D S Balabashin, N A Ponomarenko, I V Smirnov, A A Belogurov
Elimination of B cells producing autoantibodies to neuroantigens is considered as beneficial in the treatment of multiple sclerosis. Myelin oligodendrocyte glycoprotein (MOG) is a significant autoantigen in multiple sclerosis. It was shown that MOG-like peptoid AMogP3 can bind autoantibodies produced by pathological lymphocytes. We propose a structure of an innovative drug for targeted elimination of the pool of autoreactive B cells responsible for multiple sclerosis pathogenesis; this compound is a complex of peptoid AMogP3 with Fc fragment of human immunoglobulin...
April 2017: Bulletin of Experimental Biology and Medicine
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