Tag: M.W=200-250

Rich, Jamie R. published the artcileChemical and chemoenzymatic synthesis of S-linked ganglioside analogs and their protein conjugates for use as immunogens, Category: alcohols-buliding-blocks, the main research area is Tetanus toxoid bovine serum albumin protein antigen vaccine immunogen; glycoprotein ganglioside synthesis coupling glycosyltransferase catalyzed immunogen glycosylation vaccine; hydrolase resistance glycoside antigen thioglycosidic linkage immunogenic antibody oligosaccharide; neuraminic acid ganglioside coupling disaccharide sphingosine glycosyltransferase catalyzed trisaccharide; sialic acid chemoenzymic synthesis ganglioside protein conjugate immunogen disaccharide.

Analogs of the tumor-associated gangliosides GM3 and GM2 containing terminal S-linked neuraminic acid residues and an amino terminated, truncated ceramide homolog have been synthesized and conjugated to a protein. The synthesis involved coupling of a S-linked sialyl α(2→3) galactose disaccharide with a glucosyl sphingosine analog, followed by elaboration and deprotection to give amino-terminated glycosyl ceramide. Glycosyltransferase-catalyzed extension of the trisaccharide provided access to the modified GM2 tetrasaccharide or sulfur-containing GD3 analog. Owing to their potentially enhanced resistance to endogenous exo-glycoside hydrolases and their inherent non-self character, carbohydrate antigens containing non-reducing terminal thioglycosidic linkages may be more immunogenic than O-linked antigens and may stimulate the production of antibodies capable of recognizing naturally occurring oligosaccharides. Our initial results suggest that in fact these antigens are viable immunogens and furthermore, that immune sera cross reacts with O-gangliosides in the context of a heterologous glycoprotein conjugate.

Chemistry – A European Journal published new progress about Antibodies and Immunoglobulins Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 2595-07-5 belongs to class alcohols-buliding-blocks, name is (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C9H16O6, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Chiffoleauu-Giraud, V. published the artcileβ-Galactosidase transferase activity in ice and use of vinyl-β-D-galactoside as donor, HPLC of Formula: 2595-07-5, the main research area is oligosaccharide disaccharide preparation enzymic; vinylgalactoside transglycosidation glycoside galactosidase catalyst.

The ability of vinyl-β-D-galactoside as a donor in transglycosylation reactions catalyzed by the β-glycosidase from Aspergillus oryzae using allylic alc. and methyl-α-galactoside as acceptors is tested. A kinetic study made in comparison with another donor, the 2-nitrophenyl-β-D-galactoside, shows that the use of the latter leads at room temperature to better yields than those obtained form the former. A reverse situation is observed in ice at -7°C, conditions in which the yield for transglycosylation can be enhanced from 59% to 82% with methyl-α-galactoside as an acceptor.

Tetrahedron: Asymmetry published new progress about Enzymic transglycosylation. 2595-07-5 belongs to class alcohols-buliding-blocks, name is (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C9H16O6, HPLC of Formula: 2595-07-5.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Nilsson, Kurt G. I. published the artcileInfluence of various parameters on the yield and regioselectivity of glycosidase-catalyzed formation of oligosaccharide glycosides, COA of Formula: C9H16O6, the main research area is disaccharide formation galactosidase mannosidase.

The effects of the nature of the donor and acceptor aglycons and the temperature of the yields and regioselectivity of glycosidase-catalyzed disaccharide formation were studied. α-Galactosidase catalyzed the preponderant formation of either α(1→2)-, 2(1→3)-, or α(1→6)-linked digalactosides by using different α-galactosyl derivatives as acceptor. α-Mannosidase mainly formed α(1→6)-linked or α(1→2)-linked dimannose or dimannosyl derivatives, depending on the donor and acceptors. The yields and regioselectivity of p-nitrophenyl and Me digalactosides formed by α-galactosidase decreased with increasing temperature

Annals of the New York Academy of Sciences published new progress about. 2595-07-5 belongs to class alcohols-buliding-blocks, name is (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C9H16O6, COA of Formula: C9H16O6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Yang, Jing published the artcileHigh-quality bio-oil from one-pot catalytic hydrocracking of kraft lignin over supported noble metal catalysts in isopropanol system, SDS of cas: 58783-82-7, the main research area is kraft lignin isopropanol metal catalyst bio oil catalytic hydrocracking; Hydrocracking; Isopropanol; Kraft lignin; Nobel metal catalysts; Orthogonal array design.

Catalytic hydrocracking of kraft lignin was carried out in isopropanol system and an orthogonal array design (OAD) was employed to optimize the exptl. conditions. GC-MS/FID, elemental anal., GPC and 1H-13C HSQC NMR were carried out for entire investigation of the liquid products. The results indicated that the hydrocracking process was thermally controlled and catalysts showed significant influences on the product distributions. Comparing with Pd/C, Pt/C and Ru/C, Rh/C inhibited the self-condensation of isopropanol and reduced the formation of oxygenic-chain compounds The excellent catalytic activity for phenols conversion was obtained over Rh/C. The routes of oxygenic-chain compounds formation and phenol conversion were proposed in detail. The least oxygenic-chain compounds formation, the highest phenols conversion (93.4%), the lowest O/C ratio (0.094) and the highest HHV (37.969 MJ/kg) provided the possibility of the high quality bio-oil obtained over Rh/C in isopropanol medium.

Bioresource Technology published new progress about Aromatic hydrocarbons Role: PRP (Properties), TEM (Technical or Engineered Material Use), USES (Uses). 58783-82-7 belongs to class alcohols-buliding-blocks, name is 5-Tridecanol, and the molecular formula is C13H28O, SDS of cas: 58783-82-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Bandini, Marco published the artcileAn effective and useful synthesis of enantiomerically enriched arylglycinols, Product Details of C8H9BrO2, the main research area is enantiomerically enriched arylglycinol preparation; amino alc chiral preparation.

A two-step synthesis of racemic arylglycinols, together with a simple and straightforward methodol. for their resolution, is described. This method constitutes a practical means of preparing racemic and optically pure electron-rich or electron-poor substituted arylglycinols, useful building blocks for the synthesis of biol. active mols. and chiral ligands. All of the chiral β-amino alcs. were isolated in good chem. yields and with excellent enantiomeric excesses. Chiral fluoroarom. vicinal amino alcs. can also be obtained with good enantiopurity using such a procedure. The key step of the strategy presented is an easy chromatog. separation of the diastereoisomeric amides prepared from acetyl mandeloyl chloride. The absolute configuration of the perfluorinated amino alcs. was determined by X-ray anal. of the corresponding amide.

European Journal of Organic Chemistry published new progress about. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Product Details of C8H9BrO2.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Gibka, J. published the artcileOdor characteristics of aliphatic metameric C-13 ketones, alcohols and their derivatives, Recommanded Product: 5-Tridecanol, the main research area is odor structure tridecanone alc acetal.

The odor of a series of tridecanones their derivatives was determined The relations between structure and odor in the whole family of the tridecanone derivatives were described. Pleasant notes accompanied fatty-type ketone odors, e.g., floral for tridecan-3-one, and fruity for tridecan-6-one. Alcs., however, were less interesting, all having only a faint or mild waxy odor. Acetates had stronger odors than the corresponding alcs. Acetals were the most interesting group of compounds They all had nutritive odors with different notes: fruity, spicy, herbaceous or floral, and low odor threshold (10-20 ppm). The derivatives of tridecan-6-one have odors with spicy and vegetable notes.

Perfumer & Flavorist published new progress about Aliphatic ketones Role: COS (Cosmetic Use), PRP (Properties), BIOL (Biological Study), USES (Uses). 58783-82-7 belongs to class alcohols-buliding-blocks, name is 5-Tridecanol, and the molecular formula is C13H28O, Recommanded Product: 5-Tridecanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Mazur, Marcelina published the artcile4′-Methoxyphenacyl-Assisted Synthesis of β-Kdo Glycosides, COA of Formula: C13H19NO3, the main research area is Kdo glycoside stereoselective synthesis anomeric methoxyphenacyl auxiliary group thioglycoside.

3-Deoxy-β-D-manno-oct-2-ulosonic acid (β-Kdo) glycosides are mainly found in capsular polysaccharides and extracellular exopolysaccharides from Gram-neg. bacteria. These compounds have profound biol. implications in immune response and act as virulence factors. We have developed a novel methodol. for the stereoselective synthesis of β-Kdo glycosides via the use of a 4′-methoxyphenacyl (Phen) auxiliary group at the C1 position of a peracetylated β-Kdo thioglycoside. Under the promotion of NIS/AgOTf in acetonitrile, a series of Kdo glycosides was synthesized in good yield and β-selectivity while minimizing the formation of undesirable glycals. Stereoselectivity of the glycosylation was shown to be modulated by various factors such as promotor, solvent, anomeric ratio of donor, nature of acceptor, and Phen substitution. Chemoselective cleavage of the Phen group was performed under the action of Zn/HOAc. DFT calculations together with exptl. results suggested that α-triflate and a six-membered α-spiroPhen are plausible intermediates of the reaction, accounting for the enhanced formation of β-Kdo glycosides. The developed methodol. could be applied to the synthesis of β-Kdo-containing glycans from pathogenic bacteria.

Journal of Organic Chemistry published new progress about Exopolysaccharides Role: NPO (Natural Product Occurrence), BIOL (Biological Study), OCCU (Occurrence) (extracellular). 87905-98-4 belongs to class alcohols-buliding-blocks, name is Benzyl (5-hydroxypentyl)carbamate, and the molecular formula is C13H19NO3, COA of Formula: C13H19NO3.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Chang, Chun-Wei published the artcileAutomated Quantification of Hydroxyl Reactivities: Prediction of Glycosylation Reactions, Quality Control of 87905-98-4, the main research area is predictive stereoselective glycosylation automated quantification hydroxyl group reactivity; carbohydrates; diastereoselectivity; glycosylation; hydroxyl; predictive algorithms.

The stereoselectivity and yield in glycosylation reactions are paramount but unpredictable. We have developed a database of acceptor nucleophilic constants (Aka) to quantify the nucleophilicity of hydroxyl groups in glycosylation influenced by the steric, electronic and structural effects, providing a connection between experiments and computer algorithms. The subtle reactivity differences among the hydroxyl groups on various carbohydrate mols. can be defined by Aka, which is easily accessible by a simple and convenient automation system to assure high reproducibility and accuracy. A diverse range of glycosylation donors and acceptors with well-defined reactivity and promoters were organized and processed by the designed software program “”GlycoComputer”” for prediction of glycosylation reactions without involving sophisticated computational processing. The importance of Aka was further verified by random forest algorithm, and the applicability was tested by the synthesis of a Lewis A skeleton to show that the stereoselectivity and yield can be accurately estimated

Angewandte Chemie, International Edition published new progress about Algorithm. 87905-98-4 belongs to class alcohols-buliding-blocks, name is Benzyl (5-hydroxypentyl)carbamate, and the molecular formula is C13H19NO3, Quality Control of 87905-98-4.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Abdul Waseem, Malik published the artcileCatalyst Free Selective Monobenzoylation of Diols with Benzoyl Cyanide: A Robust and Regioselective Strategy, COA of Formula: C8H9BrO2, the main research area is diol polyol benzoyl cyanide regioselective chemoselective monobenzoylation catalyst free.

A general and robust strategy for regio- and chemoselective benzoylation of diols and polyols was developed under catalyst-free reaction conditions. This approach is highly flexible in generating a diverse range of 1,2-, 1,3-, and 1,4-monobenzoylated-adducts in excellent yields without the involvement of expensive catalysts. Collectively, these results have implications in reducing the burden of cost and toxicity associated with the catalysts used in earlier methods.

ChemistrySelect published new progress about Benzoylation, regioselective. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, COA of Formula: C8H9BrO2.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Krylov, Vadim B. published the artcilePyranoside-into-Furanoside Rearrangement: New Reaction in Carbohydrate Chemistry and Its Application in Oligosaccharide Synthesis, Safety of (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, the main research area is disaccharide enzymic UDP galactopyranose mutase rearrangement uronate; pyranoside furanoside rearrangement oligosaccharide synthesis sulfation acid catalyst; carbohydrates; furanoside; glycosylation; rearrangement; sulfation.

Great interest in natural furanoside-containing compounds has challenged the development of preparative methods for their synthesis. Herein a novel reaction in carbohydrate chem., namely a pyranoside-into-furanoside (PIF) rearrangement permitting the transformation of selectively O-substituted pyranosides into the corresponding furanosides is reported. The discovered process includes acid-promoted sulfation accompanied by rearrangement of the pyranoside ring into a furanoside ring followed by solvolytic O-desulfation. This process, which has no analogy in organic chem., was shown to be a very useful tool for the synthesis of furanoside-containing complex oligosaccharides, which was demonstrated by synthesizing disaccharide derivatives α-D-Galp-(1→3)-β-D-Galf-OPr, 3-O-s-lactyl-β-D-Galf-(1→3)-β-D-Glcp-OPr, and α-L-Fucf-(1→4)-β-D-GlcpA-OPr related to polysaccharides from the bacteria Klebsiella pneumoniae and Enterococcus faecalis and the brown seaweed Chordaria flagelliformis.

Chemistry – A European Journal published new progress about Oligosaccharides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 2595-07-5 belongs to class alcohols-buliding-blocks, name is (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C9H16O6, Safety of (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts