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Glucosamine and cancer

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https://www.readbyqxmd.com/read/28433532/exci-cest-exploiting-pharmaceutical-excipients-as-mri-cest-contrast-agents-for-tumor-imaging
#1
Dario Livio Longo, Fatima Zzahra Moustaghfir, Alexandre Zerbo, Lorena Consolino, Annasofia Anemone, Martina Bracesco, Silvio Aime
Chemical Exchange Saturation Transfer (CEST) approach is a novel tool within magnetic resonance imaging (MRI) that allows visualization of molecules possessing exchangeable protons with water. Many molecules, employed as excipients for the formulation of finished drug products, are endowed with hydroxyl, amine or amide protons, thus can be exploitable as MRI-CEST contrast agents. Their high safety profiles allow them to be injected at very high doses. Here we investigated the MRI-CEST properties of several excipients (ascorbic acid, sucrose, N-acetyl-d-glucosamine, meglumine and 2-pyrrolidone) and tested them as tumor-detecting agents in two different murine tumor models (breast and melanoma cancers)...
April 19, 2017: International Journal of Pharmaceutics
https://www.readbyqxmd.com/read/28408483/o-glcnac-cycling-and-the-regulation-of-nucleocytoplasmic-dynamics
#2
REVIEW
Moriah Eustice, Michelle R Bond, John A Hanover
The dynamic carbohydrate post-translational modification (PTM) O-linked β-N-acetyl glucosamine (O-GlcNAc) is found on thousands of proteins throughout the nucleus and cytoplasm, and rivals phosphorylation in terms of the number of substrates and pathways influenced. O-GlcNAc is highly conserved and essential in most organisms, with disruption of O-GlcNAc cycling linked to diseases ranging from cancer to neurodegeneration. Nuclear pore proteins were the first identified O-GlcNAc-modified substrates, generating intense and ongoing interest in understanding the role of O-GlcNAc cycling in nuclear pore complex structure and function...
April 15, 2017: Biochemical Society Transactions
https://www.readbyqxmd.com/read/28392399/preparation-of-functional-human-lysophosphatidic-acid-receptor-2-using-a-p9-%C3%A2-expression-system-and-an-amphipathic-polymer-and-investigation-of-its-in%C3%A2-vitro-binding-preference-to-g%C3%AE-proteins
#3
Seong-Gu Han, Seung-Il Baek, Tae Jin Son, Hyeongjin Lee, Nam Hyuk Kim, Yeon Gyu Yu
Human lysophosphatidic acid receptor 2 (LPA2), a member of the G-protein coupled receptor family, mediates lysophosphatidic acid (LPA)-dependent signaling by recruiting various G proteins. Particularly, it is directly implicated in the progression of colorectal and ovarian cancer through G protein signaling cascades. To investigate the biochemical binding properties of LPA2 against various alpha subunits of G protein (Gα), a functional recombinant LPA2 was overexpressed in E. coli membrane with a P9(∗) expression system, and the purified protein was stabilized with an amphipathic polymer that had been synthesized by coupling octylamine, glucosamine, and diethyl aminoproylamine at the carboxylic groups of poly-γ-glutamic acid...
May 20, 2017: Biochemical and Biophysical Research Communications
https://www.readbyqxmd.com/read/28349379/ulva-pertusa-lectin-1-delivery-through-adenovirus-vector-affects-multiple-signaling-pathways-in-cancer-cells
#4
Gongchu Li, Zhenzhen Zhao, Bingbing Wu, Qunshu Su, Liqin Wu, Xinyan Yang, Jing Chen
Ulva pertusa lectin 1 (UPL1) is a N-acetyl-D-glucosamine (GlcNAc) binding lectin in marine green alga Ulva pertusa. Exogenous UPL1 colocalized with protein arginine methyltransferase 5 (PRMT5), methylosome protein 50 (MEP50), β-actin and β-tubulin, indicating the interaction of UPL1 with the methylosome and cytoskeleton. UPL1 delivery through adenovirus vector (Ad-UPL1) dramatically induced extracellularly regulated protein kinases 1/2 (ERK1/2) phosphorylation in liver cancer cell lines BEL-7404 and Huh7...
March 27, 2017: Glycoconjugate Journal
https://www.readbyqxmd.com/read/28334643/dual-tail-approach-to-discovery-of-novel-carbonic-anhydrase-ix-inhibitors-by-simultaneously-matching-the-hydrophobic-and-hydrophilic-halves-of-the-active-site
#5
Zhuang Hou, Bin Lin, Yu Bao, Hai-Ning Yan, Miao Zhang, Xiao-Wei Chang, Xin-Xin Zhang, Zi-Jie Wang, Gao-Fei Wei, Mao-Sheng Cheng, Yang Liu, Chun Guo
Dual-tail approach was employed to design novel Carbonic Anhydrase (CA) IX inhibitors by simultaneously matching the hydrophobic and hydrophilic halves of the active site, which also contains a zinc ion as part of the catalytic center. The classic sulfanilamide moiety was used as the zinc binding group. An amino glucosamine fragment was chosen as the hydrophilic part and a cinnamamide fragment as the hydrophobic part in order to draw favorable interactions with the corresponding halves of the active site. In comparison with sulfanilamide which is largely devoid of the hydrophilic and hydrophobic interactions with the two halves of the active site, the compounds so designed and synthesized in this study showed 1000-fold improvement in binding affinity...
March 16, 2017: European Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/28280336/tumor-targeted-polymeric-nanostructured-lipid-carriers-with-precise-ratiometric-control-over-dual-drug-loading-for-combination-therapy-in-non-small-cell-lung-cancer
#6
Yan Liang, Baocheng Tian, Jing Zhang, Keke Li, Lele Wang, Jingtian Han, Zimei Wu
Gemcitabine (GEM) and paclitaxel (PTX) are effective combination anticancer agents against non-small-cell lung cancer (NSCLC). At the present time, a main challenge of combination treatment is the precision of control that will maximize the combined effects. Here, we report a novel method to load GEM (hydrophilic) and PTX (hydrophobic) into simplex tumor-targeted nanostructured lipid carriers (NLCs) for accurate control of the ratio of the two drugs. We covalently preconjugated the dual drugs through a hydrolyzable ester linker to form drug conjugates...
2017: International Journal of Nanomedicine
https://www.readbyqxmd.com/read/28280335/nanoparticle-abraxane-possesses-impaired-proliferation-in-a549-cells-due-to-the-underexpression-of-glucosamine-6-phosphate-n-acetyltransferase-1-gnpnat1-gna1
#7
Minzhi Zhao, Haiyun Li, Yan Ma, He Gong, Shu Yang, Qiaojun Fang, Zhiyuan Hu
Abraxane (Abr), a US Food and Drug Administration-approved albumin-bound nanoparticle applied for the treatment of non-small-cell lung cancer, has been reported to be more effective than paclitaxel (PTX). To further understand the molecular mechanisms that produce this superior drug efficacy of Abr, a quantitative proteomic approach has been applied to investigate the global protein expression profiles of lung cancer cell A549 treated with Abr and PTX. Only one protein, namely, glucosamine 6-phosphate N-acetyltransferase 1 (GNA1), showed significant differential expression (P<0...
2017: International Journal of Nanomedicine
https://www.readbyqxmd.com/read/28267503/a-new-unsaturated-derivative-of-hyaluronic-acid-synthesis-analysis-and-applications
#8
Radovan Buffa, Petra Šedová, Ivana Basarabová, Tomáš Bobula, Pavlína Procházková, Hana Vágnerová, Iva Dolečková, Soňa Moravčíková, Lenka Hejlová, Vladimír Velebný
Hyaluronic acid (HA) containing CC double bond in positions 4 and 5 of N-acetyl-glucosamine ring (ΔHA) is an unique material, which could be used for biomedical applications and cosmetics. The main advantage of the CC double bond is its ability to react with a wide range of oxidation agents. Location of the CC double bond directly on the glucopyranose ring allows to change the chemical capabilities and simultaneously to mimic the intrinsic physical properties of HA without introduction of linkers or other substances...
May 1, 2017: Carbohydrate Polymers
https://www.readbyqxmd.com/read/28262738/high-glucose-levels-boost-the-aggressiveness-of-highly-metastatic-cholangiocarcinoma-cells-via-o-glcnacylation
#9
Chatchai Phoomak, Kulthida Vaeteewoottacharn, Atit Silsirivanit, Charupong Saengboonmee, Wunchana Seubwai, Kanlayanee Sawanyawisuth, Chaisiri Wongkham, Sopit Wongkham
Increased glucose utilization is a feature of cancer cells to support cell survival, proliferation, and metastasis. An association between diabetes mellitus and cancer progression was previously demonstrated in cancers including cholangiocarcinoma (CCA). This study was aimed to determine the effects of high glucose on protein O-GlcNAcylation and metastatic potentials of CCA cells. Two pairs each of the parental low metastatic and highly metastatic CCA sublines were cultured in normal (5.6 mM) or high (25 mM) glucose media...
March 6, 2017: Scientific Reports
https://www.readbyqxmd.com/read/28177244/replacing-d-glucosamine-with-its-l-enantiomer-in-glycosylated-antitumor-ether-lipids-gaels-retains-cytotoxic-effects-against-epithelial-cancer-cells-and-cancer-stem-cells
#10
Makanjuola Ogunsina, Pranati Samadder, Temilolu Idowu, Gilbert Arthur, Frank Schweizer
We describe metabolically inert l-glucosamine-based glycosylated antitumor ether lipids (L-GAELs) that retain the cytotoxic effects of the D-GAELs including the ability to kill BT-474 breast cancer stem cells (CSCs). When compared to adriamycin, cisplatin, and the anti-CSC agent salinomycin, L-GAELs display superior activity to kill cancer stem cells (CSCs). Mode of action studies indicate that L-GAELs like the D-GAELs kill cells via an apoptosis-independent mechanism that was not due to membranolytic effects...
February 21, 2017: Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/28150883/analysis-of-protein-o-glcnacylation-by-mass-spectrometry
#11
Junfeng Ma, Gerald W Hart
O-linked β-D-N-acetyl glucosamine (O-GlcNAc) addition (O-GlcNAcylation), a post-translational modification of serine/threonine residues of proteins, is involved in diverse cellular metabolic and signaling pathways. Aberrant O-GlcNAcylation underlies the initiation and progression of multiple chronic diseases including diabetes, cancer, and neurodegenerative diseases. Numerous methods have been developed for the analysis of protein O-GlcNAcylation, but instead of discussing the classical biochemical techniques, this unit covers O-GlcNAc characterization by combining several enrichment methods and mass spectrometry detection techniques [including collision-induced dissociation (CID), higher energy collision dissociation (HCD), and electron transfer dissociation (ETD) mass spectrometry]...
February 2, 2017: Current Protocols in Protein Science
https://www.readbyqxmd.com/read/28063272/a-shell-crosslinked-polymeric-micelle-system-for-ph-redox-dual-stimuli-triggered-dox-on-demand-release-and-enhanced-antitumor-activity
#12
Lele Wang, Jing Zhang, Meijia Song, Baocheng Tian, Keke Li, Yan Liang, Jingtian Han, Zimei Wu
Based on targeted amphiphilic block copolymer N-acetyl glucosamine-poly (styrene-alt-maleic anhydride)58-b-polystyrene130 (NAG-P(St-alt-MA)58-b-PSt130), a pH/redox dual-triggered shell-crosslinked polymeric micelle system was constructed. The shell-crosslinked micelles (CLM) were prepared by post-crosslinking method to regulate drug release kinetics using cystamine as linkers between carboxy groups of the shell. Compared with non-crosslinked micelles (NCLM), CLM showed spherical shapes with little increased mean diameter of 102...
April 1, 2017: Colloids and Surfaces. B, Biointerfaces
https://www.readbyqxmd.com/read/28028922/n-dihydrogalactochitosan-as-a-potent-immune-activator-for-dendritic-cells
#13
Ahmed El-Hussein, Samuel S K Lam, Joseph Raker, Wei R Chen, Michael R Hamblin
Immunotherapy has become one of the fastest growing areas of cancer research. A promising in situ autologous cancer vaccine (inCVAX) uses a novel immune activator, N-dihydrogalactochitosan (GC), that possesses the ability to stimulate dendritic cells (DC). inCVAX is a combination treatment procedure involving treatment of the tumor with a thermal near-infrared laser to liberate whole cell tumor antigens, followed by injection of GC (a glucosamine polymer with galactose attached to the amino groups) into the treated tumor thereby inducing a systemic antitumor immune response...
April 2017: Journal of Biomedical Materials Research. Part A
https://www.readbyqxmd.com/read/28000448/glycoconjugated-site-selective-dna-methylating-agent-targeting-glucose-transporters-on-glioma-cells
#14
Mairin K Buchanan, Chase N Needham, Nina E Neill, Maria C White, Charles B Kelly, Kelly Mastro-Kishton, Lacie M Chauvigne-Hines, Tyler J Goodwin, Andrew L McIver, Libero J Bartolotti, Arthur R Frampton, Andrea J Bourdelais, Sridhar Varadarajan
DNA-alkylating drugs continue to remain an important weapon in the arsenal against cancers. However, they typically suffer from several shortcomings because of the indiscriminate DNA damage that they cause and their inability to specifically target cancer cells. We have developed a strategy for overcoming the deficiencies in current DNA-alkylating chemotherapy drugs by designing a site-specific DNA-methylating agent that can target cancer cells because of its selective uptake via glucose transporters, which are overexpressed in most cancers...
January 3, 2017: Biochemistry
https://www.readbyqxmd.com/read/27931795/ikk%C3%AE-inibition-by-a-glucosamine-derivative-enhances-maspin-expression-in-osteosarcoma-cell-line
#15
Martina Leopizzi, Rossana Cocchiola, Edoardo Milanetti, Domenico Raimondo, Laura Politi, Cesare Giordano, Roberto Scandurra, Anna Scotto d'Abusco
Chronic inflammation has been associated to cancer development by the alteration of several inflammatory pathways, such as Nuclear Factor-κB pathway. In particular, IκB kinase α (IKKα), one of two catalytic subunit of IKK complex, has been described to be associated to cancer progression and metastasis in a number of cancers. The molecular mechanism by which IKKα affects cancer progression is not yet completely clarified, anyway an association between IKKα and the expression of Maspin (Mammary Serine Protease Inhibitor or SerpinB5), a tumor suppressor protein, has been described...
January 25, 2017: Chemico-biological Interactions
https://www.readbyqxmd.com/read/27886097/investigating-glycol-split-heparin-derived-inhibitors-of-heparanase-a-study-of-synthetic-trisaccharides
#16
Minghong Ni, Stefano Elli, Annamaria Naggi, Marco Guerrini, Giangiacomo Torri, Maurice Petitou
Heparanase is the only known endoglycosidase able to cleave heparan sulfate. Roneparstat and necuparanib, heparanase inhibitors obtained from heparin and currently being tested in man as a potential drugs against cancer, contain in their structure glycol-split uronic acid moieties probably responsible for their strong inhibitory activity. We describe here the total chemical synthesis of the trisaccharide GlcNS6S-GlcA-1,6anGlcNS (1) and its glycol-split (gs) counterpart GlcNS6S-gsGlcA-1,6anGlcNS (2) from glucose...
November 23, 2016: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/27804885/the-functions-of-heparanase-in-human-diseases
#17
Hao Jin, Shaobo Zhou
The study of the heparanase has long been paid wide attention. Heparanase ,an endo-β-D-glucuronidase, is capable of specifically degrading heparan sulfate(HS), one of the excellular matrix(ECM) components. It exerts its enzymatic activity catalyzing the cleavage of the β (1,4)-glycosidic bond between glucuronic acid and glucosamine residue. HS cleavage results in remodelling of the extracellular matrix as well as in regulating the release of many HS-linked molecules such as growth factors, cytokines and enzymes involved in inflammation, wound healing and tumour invasion...
November 1, 2016: Mini Reviews in Medicinal Chemistry
https://www.readbyqxmd.com/read/27716624/targeting-the-hexosamine-biosynthetic-pathway-and-o-linked-n-acetylglucosamine-cycling-for-therapeutic-and-imaging-capabilities-in-diffuse-large-b-cell-lymphoma
#18
Lan V Pham, Jerry L Bryant, Richard Mendez, Juan Chen, Archito T Tamayo, Zijun Y Xu-Monette, Ken H Young, Ganiraju C Manyam, David Yang, L Jeffrey Medeiros, Richard J Ford
The hexosamine biosynthetic pathway (HBP) requires two key nutrients glucose and glutamine for O-linked N-acetylglucosamine (O-GlcNAc) cycling, a post-translational protein modification that adds GlcNAc to nuclear and cytoplasmic proteins. Increased GlcNAc has been linked to regulatory factors involved in cancer cell growth and survival. However, the biological significance of GlcNAc in diffuse large B-cell lymphoma (DLBCL) is not well defined. This study is the first to show that both the substrate and the endpoint O-GlcNAc transferase (OGT) enzyme of the HBP were highly expressed in DLBCL cell lines and in patient tumors compared with normal B-lymphocytes...
December 6, 2016: Oncotarget
https://www.readbyqxmd.com/read/27696858/improving-efficacy-oral-bioavailability-and-delivery-of-paclitaxel-using-protein-grafted-solid-lipid-nanoparticles
#19
Deep Pooja, Hitesh Kulhari, Madhusudana Kuncha, Shyam S Rachamalla, David J Adams, Vipul Bansal, Ramakrishna Sistla
Oral delivery of anticancer drugs remains challenging despite the most convenient route of drug administration. Hydrophobicity and nonspecific toxicities of anticancer agents are major impediments in the development of oral formulation. In this study, we developed wheat germ agglutinin (WGA)-conjugated, solid lipid nanoparticles to improve the oral delivery of the hydrophobic anticancer drug, paclitaxel (PTX). This study was focused to improve the PTX loading in biocompatible lipid matrix with high bioconjugation efficiency...
November 7, 2016: Molecular Pharmaceutics
https://www.readbyqxmd.com/read/27600054/glucosamine-and-n-acetyl-glucosamine-as-new-cest-mri-agents-for-molecular-imaging-of-tumors
#20
Michal Rivlin, Gil Navon
The efficacy of glucosamine (GlcN) and N-acetyl glucosamine (GlcNAc) as agents for chemical exchange saturation transfer (CEST) magnetic resonance molecular imaging of tumors is demonstrated. Both agents reflect the metabolic activity and malignancy of the tumors. The method was tested in two types of tumors implanted orthotopically in mice: 4T1 (mouse mammary cancer cells) and MCF7 (human mammary cancer cells). 4T1 is a more aggressive type of tumor than MCF7 and exhibited a larger CEST effect. Two methods of administration of the agents, intravenous (IV) and oral (PO), gave similar results...
2016: Scientific Reports
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