13437-68-8

Basic information

• Product Name: 1-O,2-O,3-O,4-O,5-O-Pentaacetyl-D-xylitol
• Synonyms: 1-O,2-O,3-O,4-O,5-O-Pentaacetyl-D-xylitol;D-Xylitol pentaacetate
• CAS NO: 13437-68-8
• Molecular Weight: 0
• Mol File: 13437-68-8.mol
• Article Data: 45

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-O,2-O,3-O,4-O,5-O-Pentaacetyl-D-xylitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-O,2-O,3-O,4-O,5-O-Pentaacetyl-D-xylitol(13437-68-8)
• EPA Substance Registry System: 1-O,2-O,3-O,4-O,5-O-Pentaacetyl-D-xylitol(13437-68-8)

Safety Data

• Hazardous Substances Data: 13437-68-8(Hazardous Substances Data)

Usage

Chemical composition

1-O,2-O,3-O,4-O,5-O-Pentaacetyl-D-xylitol is formed by attaching five acetyl groups to the hydroxyl groups of a D-xylitol molecule.

Formation process

The compound is created through acetylation, which involves adding acetyl groups to the hydroxyl (OH) groups of D-xylitol.

Industrial uses

The compound serves as a chemical intermediate in the production of pharmaceuticals, a flavoring agent in the food industry, and a key ingredient in the synthesis of other organic compounds.

Research and laboratory applications

1-O,2-O,3-O,4-O,5-O-Pentaacetyl-D-xylitol is used in research and laboratory settings due to its unique chemical properties.

Upstream product

• 488-82-4 D-Arabitol 
• 108-24-7 acetic anhydride 
• 6018-27-5 1,2,3,4,5-pentapentanol 
• 18524-23-7 DL-erythro-pentene-⁽¹⁾-triol-(3.4.5)-triacetate 
• 409105-27-7 DL-erythro-pentyne-⁽¹⁾-triol-(3.4.5)-triacetate 
• 609-06-3 L-xylose 
• 106033-37-8 (R)-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-(S)-oxiranyl-methanol 
• 127-09-3 sodium acetate 
• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 102357-25-5 (1S,4'R)-1-(2,2-dimethyl-1,3-dioxolane-4-yl)-2-trimethylsilylprop-2-en-1-ol 
• 87-99-0 XYLITOL 
• 127-08-2 potassium acetate 
• 488-81-3 Adonitol 
• 110537-94-5 methyl 2,3,4-tri-O-acetyl-(5S)-5-tert-butyloxycarbonylamino-β-L-arabinopyranoside 

Relevant articles and documents

The favored formation of D,L-arabinitol in the formose reaction

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A stereoselective synthesis of xylitol

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Discovery and characterization of family 39 glycoside hydrolases from rumen anaerobic fungi with polyspecific activity on rare arabinosyl substrates

Enzyme activities that improve digestion of recalcitrant plant cell wall polysaccharides may offer solutions for sustainable industries. To this end, anaerobic fungi in the rumen have been identified as a promising source of novel carbohydrate active enzymes (CAZymes) that modify plant cell wall polysaccharides and other complex glycans. Many CAZymes share insufficient sequence identity to characterized proteins from other microbial ecosystems to infer their function; thus presenting challenges to their identification. In this study, four rumen fungal genes (nf2152, nf2215, nf2523, and pr2455) were identified that encode family 39 glycoside hydrolases (GH39s), and have conserved structural features with GH51s. Two recombinant proteins, NF2152 and NF2523, were characterized using a variety of biochemical and structural techniques, and were determined to have distinct catalytic activities. NF2152 releases a single product, β1,2-arabinobiose (Ara2) from sugar beet arabinan (SBA), and β1,2-Ara2 and α-1,2-galactoarabinose (Gal-Ara) from rye arabinoxylan (RAX). NF2523 exclusively releases α-1,2-Gal-Ara from RAX, which represents the first description of a galacto-(-1,2)-arabinosidase. Both β-1,2-Ara2 and α-1,2-Gal-Ara are disaccharides not previously described within SBA and RAX. In this regard, the enzymes studied here may represent valuable new biocatalytic tools for investigating the structures of rare arabinosyl-containing glycans, and potentially for facilitating their modification in industrial applications.

STRUCTURE OF A NEW CYANOGLUCOSIDE FROM ILEX WARBURGII LOESN.

A cyanoglucoside (1) has been isolated from the fruits of Ilex warburgii Loesn., and its structure has been elucidated by chemical and spectral means as (Z)-6α-(β-D-glucosyloxy)-4α,5α-dihydroxy-2-cyclohexene-Δ1,α-acetonitrile.A related compound, Menisdaurin (3) was also isolated.

A novel low-molecular-mass pumpkin polysaccharide: Structural characterization, antioxidant activity, and hypoglycemic potential

The novel natural low-molecular-mass polysaccharide (SLWPP-3) from pumpkin (Cucurbia moschata) was separated from the waste supernatant after macromolecular polysaccharide production and purified using a DEAE cellulose-52 column and gel-filtration chromatography. Chemical and instrumental studies revealed that SLWPP-3 with a molecular mass of 3.5 kDa was composed of rhamnose, glucose, arabinose, galactose and uronic acid with a weight ratio of 1: 1: 4: 6: 15, and primarily contained →3,6)-β-D-Galp-(1→, →4)-α-GalpA-(1→(OMe), →4)-α-GalpA-(1→, →2,4)-α-D-Rhap-(1→, →3)-β-D-Galp-(1→, →4)-α-D-Glcp, and →4)-β-D-Galp residues in the backbone. The branch chain passes were connected to the main chain through the O-4 atom of glucose and O-3 atom of arabinose. Physiologically, the ability of SLWPP-3 to inhibit carbohydrate-digesting enzymes and DPPH and ABTS radicals, as well as protect pancreatic β cells from oxidative damage by decreasing MDA levels and increasing SOD activities, was confirmed. The findings elucidated the structural types of pumpkin polysaccharides and revealed a potential adjuvant natural product with hypoglycemic effects.

Chemical synthesis method of L-xylose

The invention discloses a novel chemical synthesis method of L-xylose. According to the novel chemical synthesis method, 2, 2-dimethoxypropane protects hydroxyl of L-(-)2,3-dihydroxypropionaldehyde, and then a product is coupled with (1-bromovinyl)trimethylsilane so as to establish a basic framework of a target product; after production of 99% of ee is guaranteed by a sharpless epoxidation or Jacobsen-Katsuki expoxidation method, a three-membered ring is opened by protecting groups to guarantee that the configuration thereof is unchanged; then, the hydroxyl group produced by selectively removing one protecting group is oxidized into an aldehyde group; finally, the remaining protecting groups are removed to obtain the target product L-xylose, and the total yield is 46-48%. By the novel chemical synthesis method, the condition is mild, raw materials are cheap and easy to obtain, and a synthesis thought and the synthesis method are provided for chemical synthesis of a series of aldoses.