28697-53-2

Basic information

• Product Name: D(-)-Arabinose
• Synonyms: D-ARA;(3S,4R,5R)-OXANE-2,3,4,5-TETROL;D(-)-ARABINOSE MOLECULAR BIOLOGYREAGENT;D-(-)-ARABINOSE SIGMAULTRA;D-Arabinopyranose (9CI);biotechgrade;D(-)-Arabinose, 99+%;D-Arabinopyranose
• CAS NO: 28697-53-2
• Molecular Formula: C5H10O5
• Molecular Weight: 150.13
• EINECS: 233-708-5
• Product Categories: Pharmaceutical Intermediates;CARBOHYDRATE;Sugars, Carbohydrates & Glucosides;Carbohydrates & Derivatives;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 28697-53-2.mol
• Article Data: 284

Chemical Properties

• Melting Point: 162-164 °C(lit.)
• Boiling Point: 191.65°C (rough estimate)
• Flash Point: 155.3 °C
• Appearance: Clear/Liquid
• Density: 1.1897 (rough estimate)
• Vapor Pressure: 9.92E-06mmHg at 25°C
• Refractive Index: 1.3920 (estimate)
• Storage Temp.: Store at RT.
• Solubility: H2O: 1 M at 20 °C, clear, colorless
• PKA: 12.26±0.70(Predicted)
• Water Solubility: soluble
• Stability: Hygroscopic
• CAS DataBase Reference: D(-)-Arabinose(CAS DataBase Reference)
• NIST Chemistry Reference: D(-)-Arabinose(28697-53-2)
• EPA Substance Registry System: D(-)-Arabinose(28697-53-2)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 28697-53-2(Hazardous Substances Data)

Usage

Description

D(-)-Arabinose, also known as L-Arabinose, is a monosaccharide that belongs to the pentose family of sugars. It is a naturally occurring sugar found in plants and some microorganisms. D(-)-Arabinose has a unique structure, as it is a five-carbon sugar with a ketone group at the second carbon. It is an important component in various biological processes and has potential applications in different industries due to its distinct properties.

Uses

Used in Pharmaceutical Industry:
D(-)-Arabinose is used as an inhibitor for the enzyme glucose dehydrogenase, which plays a crucial role in glucose metabolism. By inhibiting this enzyme, D(-)-Arabinose can help regulate glucose levels and potentially be used in the development of treatments for diabetes and other metabolic disorders.
Used in Chemical Industry:
D(-)-Arabinose, being a white to off-white powder, can be utilized as a starting material for the synthesis of various chemical compounds. Its unique structure allows for the creation of novel molecules with potential applications in different fields, such as pharmaceuticals, agrochemicals, and materials science.
Used in Food Industry:
Due to its natural occurrence in plants, D(-)-Arabinose can be used as a natural sweetener in the food industry. It may also be used as a component in the development of prebiotic fibers, which can promote the growth of beneficial gut bacteria and contribute to overall gut health.
Used in Cosmetics Industry:
The unique properties of D(-)-Arabinose can be harnessed in the cosmetics industry for the development of skincare products. It may be used as an ingredient in moisturizers, creams, and lotions to provide hydration and improve skin texture.
Used in Research and Development:
D(-)-Arabinose can be employed as a research tool in various scientific studies, particularly in the fields of biochemistry, molecular biology, and biotechnology. It can be used to investigate the structure and function of enzymes, as well as to study the interactions between sugars and other biomolecules.

InChI:InChI=1/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4+,5-/m0/s1

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Downstream Products

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• 98-01-1 furfural 
• 141-46-8 Glycolaldehyde 
• 116-09-6 hydroxy-2-propanone 
• 532-20-7 D-lyxose 
• 78-98-8 2-oxopropanal 

Relevant articles and documents

New 23, 27-dihydroxy-oleanane-type triterpenoid saponins from Anemone Raddeana Regel

Two new 23, 27-dihydroxy-oleanane-type triterpenoid saponins named Raddeanoside Rf and Raddeanoside Rg (1 and 2), along with thirteen known triterpenoid saponins (3–15) were isolated from the rhizome of Anemone raddeana Regel. Their structures were determined by chemical and spectral analysis, including 1 D, 2 D NMR data and HRESIMS. The type of aglycone 23, 27-dihydroxy oleanolic acid is extremely rare in natural products. In addition, the anti-cancer activity for all the compounds were evaluated. Compounds 9 and 10 exhibited significant cytotoxicity with IC50 values of 4.47 and 8.97 μM against human pancreatic cancer lines (PANC-1), while compound 6 with IC50 value of 8.19 μM against human lung lines (A549). The possible structure-activity relationships of these triterpenoid saponins were also tentatively discussed.

New triterpenoid saponin from the stems of Albizia adianthifolia (Schumach.) W.Wight

As part of our continuing study of apoptosis-inducing saponins from Cameroonian Albizia genus, one new triterpenoid saponin, named adianthifolioside J (1), together with the known gummiferaoside E (2), were isolated from Albizia adianthifolia stems. The s

Ursane-type triterpene oligoglycosides with anti-hepatosteatosis and anti-hyperlipidemic activity from the leaves of Ilex paraguariensis A. St.-Hil.

The methanol extract from the leaves of Ilex paraguariensis A. St.-Hil. (Aquifoliaceae), popularly known as mate, maté, or yerba maté, inhibits the intracellular triglyceride accumulation in HepG2 cells and suppresses the plasma triglyceride elevation in olive oil-treated mice. Three new triterpene saponins, termed mateosides I (1), II (2), and III (3), were isolated from the extract along with 29 known compounds. The structures of 1–3 were elucidated based on chemical and spectroscopic evidence. Among the isolates, principal saponin constituents, 2 and matesaponins 1 (7) and 2 (9), potently inhibited the triglyceride accumulation in HepG2 cells simultaneously treated with oleic acid and high glucose. In vivo assay of the methanol extract of I. paraguariensis revealed that 7 and 9 showed anti-hyperlipidemic activities in olive oil-treated mice. These results suggested that the saponin constituents of I. paraguariensis could be valuable bioactive marker for the anti-obesogenic activity. Graphical abstract: [Figure not available: see fulltext.]

A new triterpenoid saponin from Glinus oppositifolius

From the ethanol extract of Glinus oppositifolius, collected at Phu Yen province, Viet Nam, one new triterpenoid saponin (1) and four known compounds (2–5) were isolated. By means of NMR and HR-ESI-MS analyses, their structure was elucidated as 3-O-(β-D-xylopyranosyl-(1→3)-β-D-xylopyranosyl)spergulagenin A or glinusopposide V (1), glinusopposide L (2), spergulin B (3), vitexin (4) and astralagin (5). Two compounds (1–2) showed weak inhibitory activity against α-glucosidase.