Tag: M.W=300-350

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

Muramatsu, Wataru published the artcilePerfectly Regioselective and Sequential Protection of Glucopyranosides, SDS of cas: 85618-21-9, the publication is European Journal of Organic Chemistry (2010), 827-831, S827/1-S827/67, database is CAplus.

A perfectly regioselective and sequential method for the preparation of orthogonally protected glucopyranosides has been developed. An acyl group was introduced at C(4)-OH by organocatalysis with >99 % regioselectivity. TBDPS, Boc, and BOM groups were sequentially introduced into the 4-O-acyl-glucopyranoside at C(6)-OH, C(2)-OH, and C(3)-OH, resp., with ca. 100 % regioselectivity in each step.

European Journal of Organic Chemistry published new progress about 85618-21-9. 85618-21-9 belongs to alcohols-buliding-blocks, auxiliary class Tetrahydropyran,Chiral,sulfides,Alcohol, name is (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C14H28O5S, SDS of cas: 85618-21-9.

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

Tran, Chieu D. published the artcileChiral ionic liquids for enantioseparation of pharmaceutical products by capillary electrophoresis, Category: alcohols-buliding-blocks, the publication is Journal of Chromatography A (2008), 1204(2), 204-209, database is CAplus and MEDLINE.

A chiral ionic liquid (IL), S-[3-(chloro-2-hydroxypropyl)trimethylammonium] [bis((trifluoromethyl)sulfonyl)amide] (S-[CHTA]⁺[Tf₂N]^–), which can be easily and readily synthesized in a one-step process from com. available reagents, can be successfully used both as co-electrolyte and as a chiral selector for CE. A variety of pharmaceutical products including atenolol, propranolol, warfarin, indoprofen, ketoprofen, ibuprofen and flurbiprofen, can be successfully and baseline separated with the use of this IL as electrolyte. Interestingly, while S-[CHTA]⁺[Tf₂N]^– can also serve as a chiral selector, enantioseparation cannot be successfully achieved with S-[CHTA]⁺[Tf₂N]^– as the only chiral selector. In the case of ibuprofen, a second chiral selector, namely a chiral anion (sodium cholate), is needed for the chiral separation For flurbiprofen, in addition to S-[CHTA]⁺[Tf₂N]^– and sodium cholate, a third and neutral chiral selector, 1-S-octyl-β–thioglucopyranoside (OTG), is also needed. Due to the fact that the chirality of this chiral IL resides on the cation (i.e., -[CHTA]⁺), and that needed addnl. chiral selector(s) are either chiral anion (i.e., cholate) or chiral neutral compound (OTG), the results obtained seem to suggest that addnl. chiral selector(s) are needed to provide the three-point interactions needed for chiral separations

Journal of Chromatography A published new progress about 85618-21-9. 85618-21-9 belongs to alcohols-buliding-blocks, auxiliary class Tetrahydropyran,Chiral,sulfides,Alcohol, name is (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C3H5BN2O2, Category: alcohols-buliding-blocks.

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

Bonfils, Edwige published the artcileUptake by macrophages of a biotinylated oligo-α-deoxythymidylate by using mannosylated streptavidin, Recommanded Product: (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, the publication is Bioconjugate Chemistry (1992), 3(4), 277-84, database is CAplus and MEDLINE.

Streptavidin substituted with mannose residues increased by 20-fold the intracellular concentration of a biotinylated dodecakis(α-deoxythymidylate) in macrophages by comparison with the uptake of free oligodeoxynucleotide. Streptavidin, the bacterial homolog of the very basic avidin, which does not contain any carbohydrate moieties and is a neutral protein, was substituted with 12 mannose residues in order to be recognized and internalized by mannose-specific lectins on the surface of macrophages. A 3′-biotinylated 5′-fluoresceinylated dodecakis(α-deoxythymidylate) was synthesized and bound onto mannosylated streptavidin. The conjugate was isolated, and by using flow cytometry, it was shown that the uptake of fluoresceinylated oligodeoxynucleotides bound to mannosylated streptavidin by macrophages is 20-fold higher than that of free oligodeoxynucleotides and that the uptake was competitively inhibited by mannosylated serum albumin. Glycosylated streptavidin conjugates recognizing specific membrane lectins on different cells provide the possibility to target biotinylated antisense oligodeoxynucleotides and to increase the biol. effect of these chemotherapeutic agents.

Bioconjugate 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, 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

Raju, Rekha published the artcilen-Octyl (thio)glycosides as potential cryoprotectants: Glass transition behaviour, membrane permeability, and ice recrystallization inhibition studies, Recommanded Product: (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, the publication is Australian Journal of Chemistry (2019), 72(8), 637-643, database is CAplus.

A series of eight n-octyl (thio)glycosides (1α, β-4α, β) with d-glucose or d-galactose-configured head groups and varying anomeric configuration were synthesized and evaluated for glass transition behavior, membrane permeability, and ice recrystallization inhibition (IRI) activity. Of these, n-octyl β-d-glucopyranoside (2β) exhibited a high glass transition temperatures (Tg), both as a neat sample and 20 wt-% aqueous solution Membrane permeability studies of this compound revealed cellular uptake to concentrations relevant to the inhibition of intracellular ice formation, thus presenting a promising lead candidate for further biophys. and cryopreservation studies. Compounds were also evaluated as ice recrystallization inhibitors; however, no detectable activity was observed for the newly tested compounds

Australian Journal of Chemistry published new progress about 85618-21-9. 85618-21-9 belongs to alcohols-buliding-blocks, auxiliary class Tetrahydropyran,Chiral,sulfides,Alcohol, name is (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C14H28O5S, Recommanded Product: (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)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

Varade, Vaibhav published the artcileBacteriorhodopsin based non-magnetic spin filters for biomolecular spintronics, Safety of (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, the publication is Physical Chemistry Chemical Physics (2018), 20(2), 1091-1097, database is CAplus and MEDLINE.

We discuss spin injection and spin valves, which are based on organic and biomols., that offer the possibility to overcome some of the limitations of solid-state devices, which are based on ferromagnetic metal electrodes. In particular, we discuss spin filtering through bacteriorhodopsin in a solid state biomol. spin valve that is based on the chirality induced spin selectivity (CISS) effect and shows a magnetoresistance of ∼2% at room temperature The device is fabricated using a layer of bacteriorhodopsin (treated with n-octyl-thioglucoside detergent: OTG-bR) that is adsorbed on a cysteamine functionalized gold electrode and capped with a magnesium oxide layer as a tunneling barrier, upon which a Ni top electrode film is placed and used as a spin analyzer. The bR based spin valves show an antisym. magnetoresistance response when a magnetic field is applied along the direction of the current flow, whereas they display a pos. sym. magnetoresistance curve when a magnetic field is applied perpendicular to the current direction.

Physical Chemistry Chemical Physics published new progress about 85618-21-9. 85618-21-9 belongs to alcohols-buliding-blocks, auxiliary class Tetrahydropyran,Chiral,sulfides,Alcohol, name is (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C6H12O2, Safety of (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol.

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

Antharavally, Babu S. published the artcileEfficient removal of detergents from proteins and peptides in a spin column format, Synthetic Route of 85618-21-9, the publication is Analytical Biochemistry (2011), 416(1), 39-44, database is CAplus and MEDLINE.

Detergents are commonly used in protein-chem. protocols and may be necessary for protein extraction, solubilization, and denaturation; however, their presence interferes with many downstream anal. techniques, including mass spectrometry (MS). To enable downstream anal., it is critical to remove unbound detergents from protein and peptide samples. In this study, the authors describe a high-performance resin that offers exceptional detergent removal for proteins and peptides. When used in a spin column format, this resin dramatically improves protein and peptide MS results by more than 95% removal of 1-5% detergents, including SDS, sodium deoxycholate, Chaps, Triton X-100, Triton X-114, NP-40, Brij-35, octyl glucoside, octyl thioglucoside, and lauryl maltoside, with high recovery of proteins and peptides. Postcolumn liquid chromatog.-tandem MS (LC-MS/MS) anal. of trypsin digests of bovine serum albumin (BSA) and HeLa cell lysate revealed excellent sequence coverage, indicating successful removal of detergent from the peptides. Matrix-assisted laser desorption/ionization (MALDI)-MS anal. of unprocessed and processed samples further confirmed efficient removal of detergents. The advantages of this method include speed (<15 min), efficient detergent removal, and high recovery of proteins and peptides.

Analytical Biochemistry published new progress about 85618-21-9. 85618-21-9 belongs to alcohols-buliding-blocks, auxiliary class Tetrahydropyran,Chiral,sulfides,Alcohol, name is (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C14H28O5S, Synthetic Route of 85618-21-9.

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

Cavallaro, Gennara published the artcileGlycosilated macromolecular conjugates of antiviral drugs with a polyaspartamide, Related Products of alcohols-buliding-blocks, the publication is Journal of Drug Targeting (2004), 12(9-10), 593-605, database is CAplus and MEDLINE.

Two new polymeric conjugates for specific liver targeting were prepared by conjugation of sugar moieties and antiviral drugs to α, β-poly[N-2-(hydroxyethyl)-dl-aspartamide] (PHEA). PHEA-galactopyranosylphenylthiocarbamide-mono-O-succinylganciclovir (conjugate 7) and PHEA-mannopyranosylphenylthiocarbamide-O-succinylacyclovir (conjugate 8) were synthesized according to a multi-step procedure which allowed for obtaining high product yield and process standardization. Conjugate 7 contained 7.5 and 8.5% of galactose and ganciclovir (substituent/repeating unit, mol/mol), resp., and conjugate 8 contained 14.2 and 10.8% of mannose and acyclovir, resp. In vitro studies demonstrated that both acyclovir and ganciclovir were released from the polymeric adducts at a release rate depending on the incubation medium. Though a detailed study evidenced that the two bioconjugates undergo different hydrolysis pathways, in both cases high drug release rate was found in plasma, while the glycosidic moiety was not released. Pharmacokinetic studies carried out by i.v. administration of the bioconjugates to Balb/c mice demonstrated that the conjugation of glycosidic moieties promoted the disappearance of the polymer from the blood stream. The two derivatives displayed a different pharmacokinetic profile. In particular, the mannosyl conjugation promoted the rapid disposition of the macromol. in the kidneys and in the liver, while prevented the accumulation in the spleen. On the contrary, the galactosyl derivative was found to dispose in the liver at the same extent of the naked polymer. Few considerations on the different behavior of the conjugates were reported.

Journal of Drug Targeting 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

Stones, Duane published the artcileModular solid-phase synthetic approach to optimize structural and electronic properties of oligo-boronic acid receptors and sensors for the aqueous recognition of oligosaccharides, HPLC of Formula: 673456-16-1, the publication is Chemistry – A European Journal (2004), 10(1), 92-100, database is CAplus and MEDLINE.

This article describes the design and optimization of the first entirely modular, parallel solid-phase synthetic approach for the generation of well-defined polyamine oligo-boronic acid receptors and fluorescence sensors for complex oligosaccharides. The synthetic approach allows an effective building of the receptor polyamine backbone, followed by the controlled diversification of the amine benzylic side chains. This approach enabled the testing, in a modular fashion, of the effect of different aryl-boronic acid units substituted with un-encumbering para electron-withdrawing or electron-donating groups. The feasibility of this approach toward automated synthesis was also investigated with the assembly of a sub-library of receptors by means of the Irori MiniKan technol. Several sub-libraries of anthracene-capped sensors containing two or three aryl-boronic acids were synthesized, and their binding to a series of model disaccharides was examined in neutral aqueous media. The calculation of association constants by fluorescence titrations confirmed that subtle changes in the structures of the inter-amine spacers in the polyamine backbone can have a significant effect on the stability of the resulting complexes. Most importantly, this study led to the determination of the preferred electronic characteristics for the aryl-boronate units, and suggests that a new generation of receptors containing very electron-poor aryl-boronic acids could lead to a significant improvement of binding affinities.

Chemistry – A European Journal published new progress about 673456-16-1. 673456-16-1 belongs to alcohols-buliding-blocks, auxiliary class Fluoride,Bromide,Boronic acid and ester,Benzyl bromide,Benzene,Boronic Acids,Boronic acid and ester,, name is 2-(2-(Bromomethyl)-4-fluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane, and the molecular formula is C14H14N2O2, HPLC of Formula: 673456-16-1.

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