Category: 96345-79-8

Zhang, Yajie published the artcileTargeted Gene Delivery to Macrophages by Biodegradable Star-Shaped Polymers, Quality Control of 96345-79-8, the publication is ACS Applied Materials & Interfaces (2016), 8(6), 3719-3724, database is CAplus and MEDLINE.

In this report, two biodegradable star-shaped polyasparamide derivatives and four analogs modified with either mannose or folic acid moiety for preferential targeting of a difficult-to-transfect immune cell type, i.e., macrophage, have been synthesized. Each of the prepared star polymers complexes with plasmid DNA to form nanosized particles featuring a core-shell-like morphol. Mannose or folate functionalized star polymers can greatly improve the transfection performance on a macrophage cell line RAW 264.7. As a result, a combination of targeting ligand modification and topol. structures of gene carriers is a promising strategy for immune cells-based gene therapy.

ACS Applied Materials & Interfaces published new progress about 96345-79-8. 96345-79-8 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Gal and Man, name is (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C8H7ClO3, Quality Control of 96345-79-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Zhang, Xue-Qing published the artcileGalactosylated ternary DNA/polyphosphoramidate nanoparticles mediate high gene transfection efficiency in hepatocytes, Related Products of alcohols-buliding-blocks, the publication is Journal of Controlled Release (2005), 102(3), 749-763, database is CAplus and MEDLINE.

Galactosylated polyphosphoramidates (Gal-PPAs) with different ligand substitution degrees (6.5%, 12.5% and 21.8%, resp.) were synthesized and evaluated as hepatocyte-targeted gene carriers. The in vitro cytotoxicity of Gal-PPA decreased significantly with an increase in galactose substitution degree. The affinity of Gal-PPA/DNA nanoparticles to galactose-recognizing lectin increased with galactose substitution degree. However, decreased transfection efficiency was observed for these galactosylated PPAs in HepG2 cells. Based on the results of gel retardation and polyanion competition assays, we hypothesized that the reduced transfection efficiency of Gal-PPA/DNA nanoparticles was due to their decreased DNA-binding capacity and decreased particle stability. We therefore prepared nanoparticles by precondensing DNA with PPA at a charge ratio of 0.5, yielding nanoparticles with neg. surface charge, followed by coating with Gal-PPA, resulting in a Gal-PPA/ DNA/PPA ternary complex. Such a ternary nanoparticle formulation led to significant size reduction in comparison with binary nanoparticles, particularly at low N/P ratios (2 to 5). In HepG2 cells and primary rat hepatocytes, and at low N/P ratios (2 to 5), transfection efficiency mediated by ternary nanoparticles prepared with 6.5% Gal-PPA was 6-7200 times higher than PPA-DPA/DNA nanoparticles. Transgene expression increased slightly at higher N/P ratios in HepG2 cells and reached a plateau at N/P ratios between 5 and 10 for primary rat hepatocytes. Such an enhancement effect was not observed in HeLa cells that lack of asialoglycoprotein receptor (ASGPR). Nevertheless, transfection efficiency of ternary particles decreased dramatically, presumably due to the decreased DNA binding capacity and particle stability, as PPA galactosylation degree increased. This highlights the importance of optimizing ligand conjugation degree for PPA gene carrier.

Journal of Controlled Release published new progress about 96345-79-8. 96345-79-8 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Gal and Man, name is (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C10H10CoF6P, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Raja, Krishnaswami S. published the artcileIcosahedral virus particles as polyvalent carbohydrate display platforms, Product Details of C13H15NO6S, the publication is ChemBioChem (2003), 4(12), 1348-1351, database is CAplus and MEDLINE.

Readily prepared from the icosahedral cowpea mosaic virus (one-twelfth of the structure of this scaffold is shown here, with attachment points in yellow) and electrophilic sugar derivatives, the resulting particles bind strongly to the lectin concanavalin-A, forming cross-linked networks. Measurements of binding strength demonstrate effective polyvalencies comparable to the most potent dendrimer- and polymer-based systems reported to date, with the added advantage of near at.-resolution control over structure.

ChemBioChem published new progress about 96345-79-8. 96345-79-8 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Gal and Man, name is (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C13H15NO6S, Product Details of C13H15NO6S.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Liu, Junfeng published the artcileMannosylated PEGylated-Polyethyleneimine as efficient CpG oligodeoxynucleotide carriers for efficient dendritic cell targeting delivery and activation, Name: (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, the publication is Journal of Biomedical Nanotechnology (2019), 15(7), 1454-1467, database is CAplus and MEDLINE.

CpG ODN acts as a ′pathogen-associated′ mol. pattern that is recognized by intracellular Toll-like receptor 9 and can induce a robust dendritic cells (DCs) activation to against various diseases. However, the CpG ODN is restricted with critical defects of easily enzymolysis and negligible phagocytosis. To overcome these issues, a simpler and competent nanocarrier of mannose modified PEGylated branched PEI₂₅k (PEI-PEG-Man) was designed to achieve excellent DCsspecific delivery of CpG. Nanoparticles of PEI-PEG-Man encapsulating CpG (PEI-PEG-Man@CpG) possessed elevated gene loading capacity, biol. stability and admirable anti-enzymolysis ability. PEI-PEG-Man@CpG could be selectively uptake by DCs through a receptor-mediated endocytosis, which generates a potent immunostimulatory activity on bone marrow derived dendritic cells (BMDCs) evidenced by significantly upregulation of the pro and anti-inflammatory cytokines (TNF-α, IL-6) and the co-stimulatory mols. (CD40, CD80, CD86, and MHC class II) on BMDCs in vitro. More importantly, the results of in vivo targeting assay showed that PEI-PEG-Man@CpG nanoparticles could remarkably boost CpG accumulation in lymph lodes upon s.c. administration in C57BL/6 mice, which facilitated maturation of DCs and productions of anti-inflammatory cytokines. Our results suggested that PEI-PEG-Man@CpG nanoparticles, in the future, might function as a powerful vector for ex vivo engineering to promote DC targeting and maturation, which enhance vaccine efficiency against cancer or infectious disease.

Journal of Biomedical Nanotechnology published new progress about 96345-79-8. 96345-79-8 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Gal and Man, name is (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C13H15NO6S, Name: (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Espinosa, Emmanuelle Pales published the artcileLectins associated with the feeding organs of the oyster Crassostrea virginica can mediate particle selection, Recommanded Product: (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, the publication is Biological Bulletin (Woods Hole, MA, United States) (2009), 217(2), 130-141, database is CAplus and MEDLINE.

Despite advances in the study of particle selection in suspension-feeding bivalves, the mechanisms upon which bivalves rely to discriminate among particles have not been elucidated. We hypothesized that particle sorting in suspension-feeding bivalves could be based, in part, on a biochem. recognition mechanism mediated by lectins within the mucus that covers the feeding organs. Using Crassostrea virginica, the Eastern oyster, our investigations demonstrated that lectins from oyster mucus can specifically bind several microalgal species as well as different types of red blood cells (RBC), triggering their agglutination. Agglutination of microalgal species and RBC varied with the source of mucus (gills vs. labial palps). Hemagglutination and hemagglutination inhibition assays emphasized that mucus contains several lectins. In feeding experiments, Nitzschia closterium and Tetraselmis maculata were sep. incubated with mucus before being fed to oysters. Results showed that pre-treating these microalgae with mucus significantly alters the ability of oysters to sort particles. In another experiment, oysters were fed a mixture of microspheres coated with either bovine serum albumin (BSA) or glucosamide-BSA. Results show that oysters preferentially ingest microspheres with bound carbohydrates, highlighting probable interactions between lectins and carbohydrates in the mechanisms of microalgae recognition. This study confirms the presence of lectins in mucus that covers the feeding organs of oysters and suggests a new concept with regard to particle processing by suspension-feeding bivalves: specific interactions between carbohydrates on the surface of particles and lectins within the mucus mediate the selection and rejection processes.

Biological Bulletin (Woods Hole, MA, United States) published new progress about 96345-79-8. 96345-79-8 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Gal and Man, name is (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C13H15NO6S, Recommanded Product: (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Sunayama, Hirobumi published the artcileFluorescent protein-imprinted polymers capable of signal transduction of specific binding events prepared by a site-directed two-step post-imprinting modification, Safety of (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, the publication is Chemical Communications (Cambridge, United Kingdom) (2014), 50(11), 1347-1349, database is CAplus and MEDLINE.

Protein recognition polymers capable of highly specific transduction of protein binding events into fluorescence change were prepared by mol. imprinting in conjunction with a newly developed two-step post-imprinting chem. modification of functional groups located within the protein recognition cavity.

Chemical Communications (Cambridge, United Kingdom) published new progress about 96345-79-8. 96345-79-8 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Gal and Man, name is (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C18H10, Safety of (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Biessen, Erik A. L. published the artcileLysine-based cluster mannosides that inhibit ligand binding to the human mannose receptor at nanomolar concentration, Formula: C13H15NO6S, the publication is Journal of Biological Chemistry (1996), 271(45), 28024-28030, database is CAplus and MEDLINE.

In search of synthetic high affinity ligands for the mannose receptor, a series of lysine-based oligomannosides were synthesized containing two (M₂L) to six (M₆L₅) terminal α-D-mannose groups that are connected with the backbone by flexible elongated spacers (16 Å). The synthesized cluster mannosides were all able to displace binding of biotinylated RNase B and tissue-type plasminogen activator to isolated human mannose receptor. The affinity of these cluster mannosides for the mannose receptor was continuously enhanced from 18-23 μM to 0.5-2.6 nM, with mannose valencies increasing from two to six. On average, expansion of the cluster mannoside with an addnl. α-D-mannose group resulted in a 10-fold increase in its affinity for the mannose receptor. M₃L₂ to M₆L₅ displayed neg. cooperative inhibition of ligand binding to the mannose receptor, suggesting that binding of these mannosides involves multiple binding sites. The nanomolar affinity of the most potent ligand, the hexamannoside M₆L₅ makes it the most potent synthetic cluster mannoside for the mannose receptor yet developed. As a result of its high affinity and accessible synthesis, M₆L₅ not only is a powerful tool to study the mechanism of ligand binding by the mannose receptor, but it is also a promising targeting device to accomplish cell-specific delivery of genes and drugs to liver endothelial cells or macrophages in bone marrow, lungs, spleen, and atherosclerotic plaques.

Journal of Biological Chemistry published new progress about 96345-79-8. 96345-79-8 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Gal and Man, name is (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C13H15NO6S, Formula: C13H15NO6S.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Kobayashi, Yuka published the artcileLactate sensors based on con A/LOx multilayer-modified electrodes, Related Products of alcohols-buliding-blocks, the publication is Chemical Sensors (1997), 13(Suppl. B), 29-32, database is CAplus.

Proteins multilayers composed of Con A and lactate oxidase (LOx) were prepared on the surface of a platinum electrode to construct electrochem. enzyme sensors sensitive to L-lactate, by means of a specific affinity between Con A and mannose. For this purpose, LOx was modified with mannose residues covalently by treating with an excess amount of 4-isothiocyanatephenyl-α-D-mannopyranose. By this treatment LOx was tagged with several residues of mannose. Con A and the mannose-modified LOx were deposited on the surface of a platinum electrode alternately, by immersing the electrode in the solutions of Con A and enzyme. It was found that Con A/LOx multilayers are formed in this simple procedure. A gravimetric study using a quartz-crystal microbalance and a spectrophotometric study also suggested a formation of the Con A/LOx multilayers. The Con A/LOx multilayer-modified electrodes exhibited an amperometric response to 10^-6-3×10^-2 M L-lactate, the size of the output current being dependent on the number of the enzyme layers.

Chemical Sensors published new progress about 96345-79-8. 96345-79-8 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Gal and Man, name is (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C13H15NO6S, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Yang, Bo Yeun published the artcileDevelopment of a multimodal imaging probe by encapsulating iron oxide nanoparticles with functionalized amphiphiles for lymph node imaging, Application of (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, the publication is Nanomedicine (London, United Kingdom) (2015), 10(12), 1899-1910, database is CAplus and MEDLINE.

Aim: We tried to develop a multimodal iron oxide nanoparticles (IO NP) imaging probe by an encapsulation method using specific amphiphiles for ⁶⁸Ga-labeling and lymph node-targeting. Materials & methods: Nanoparticles (NPs) were encapsulated with a solution containing polysorbate 60 and the amphiphiles. The prepared NPs were labeled with ⁶⁸Ga and tested in vitro and in vivo. Results: Prepared 1,4,7-triazacyclononane-1,4,7-triacetic acid-IO-Mannose (NOTA-IO-Man) showed a narrow size distribution, and no significant aggregation or degradation under harsh conditions. The relaxivity coefficient of ⁶⁸Ga-NOTA-IO-Man was higher than that of ferumoxide. The accumulation of ⁶⁸Ga-NOTA-IO-Man in the lymph node after injection into rat’s footpad was confirmed by both positron emission tomog. and MRI. Conclusion: We successfully developed PET/MRI dual-modality imaging probe targeting lymph nodes by using the facile encapsulation method.

Nanomedicine (London, United Kingdom) published new progress about 96345-79-8. 96345-79-8 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Gal and Man, name is (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C17H28ClNO3, Application of (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Derrien, Daniele published the artcileMuramyl dipeptide bound to poly-L-lysine substituted with mannose and gluconoyl residues as macrophage activators, SDS of cas: 96345-79-8, the publication is Glycoconjugate Journal (1989), 6(2), 241-55, database is CAplus and MEDLINE.

Poly(L-lysine) modified with mannose derivatives, the residual cationic charges of which being neutralized by N-acylation, were synthesized and used as carriers of a macrophage activator (N-acetylmuramyl dipeptide, MDP). The effect of the acylating agent on the targeting efficiency was investigated: a hydrosolubilizing group such as a gluconoyl moiety led to very efficient carrier conjugates, while an acetyl group did not. The effect of sugar and acyl content of the polymers was assessed using these compounds as inhibitors of red blood cell agglutination by Con A. The binding and specific endocytosis of poly(L-lysine) substituted with several mannose derivatives and gluconoyl residues (GlcA_x-, Man_y-PLK) were determined by a quant. flow cytometry anal. MDP bound to these conjugates was much more efficient in vitro than free MDP in macrophage cytostasis assays.

Glycoconjugate Journal published new progress about 96345-79-8. 96345-79-8 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Gal and Man, name is (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C13H15NO6S, SDS of cas: 96345-79-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts