87-72-9

Basic information

• Product Name: L(+)-Arabinose
• Synonyms: ARABITOL, L-(-)-(RG);L-Arabinopyranose;L-ARABINOSE extrapure;(2R,3R,4S,5S)-oxane-2,3,4,5-tetrol;L-Arabinose 98%;L-(+)-Arabinose, L-arabinose;l-[1-13C]arabinose;l-[2-13C]arabinose
• CAS NO: 87-72-9
• Molecular Formula: C₅H₁₀O₅
• Molecular Weight: 150.13
• EINECS: 226-214-6
• Product Categories: Sugars, Carbohydrates & Glucosides;Dextrins、Sugar & Carbohydrates;Carbohydrates & Derivatives;carbohydrate;Food Additives;Inhibitors
• Mol File: 87-72-9.mol
• Article Data: 279

Chemical Properties

• Melting Point: 160-163 °C(lit.)
• Boiling Point: 191.65°C (rough estimate)
• Flash Point: 155.3 °C
• Appearance: White/Fine Crystalline Powder
• Density: 1.1897 (rough estimate)
• Refractive Index: 1.3920 (estimate)
• Storage Temp.: Store at RT.
• PKA: 12.26±0.70(Predicted)
• Water Solubility: soluble
• Merck: 14,761
• BRN: 1723085
• CAS DataBase Reference: L(+)-Arabinose(CAS DataBase Reference)
• NIST Chemistry Reference: L(+)-Arabinose(87-72-9)
• EPA Substance Registry System: L(+)-Arabinose(87-72-9)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 24/25-36-26
• WGK Germany: 3
• F: 3-10
• TSCA: Yes
• Hazardous Substances Data: 87-72-9(Hazardous Substances Data)

Usage

Chemical Properties

White to off white crystalline powder

Uses

Different sources of media describe the Uses of 87-72-9 differently. You can refer to the following data:
1. A base component of hemicellulose and pectin, critical biopolymers.
2. L-(+)-Arabinose is used to identify and differentiate and characterize pentose sugar isomerase. It is also used as the carbon source in microbial culture. It is involved in the bioproduction of L-ribose. It finds application in the production of savory reaction flavors. Its derivatives are used in the development of antiviral agents such as nucleoside. It acts as a base component of hemicellulose and pectin.

Purification Methods

beta-L-(+)-Arabinose is recrystallised slowly, twice, from 80% aqueous EtOH, then dried under vacuum over P2O5. It can also be purified by heating the arabinose (200g) with glacial acetic acid (300mL) on a boiling water bath for 45minutes, cooling, filtering, washing with 95% EtOH (500mL) in four portions and drying at 56-60o over P2O5. It has been recrystallised from 5times its weight of 76% EtOH using charcoal (10g) to yield 127g, m 155-157o, [] 20D +190.6o and mutarotating to +104o (c 4, H2O). [Anderson & Sands Org Synth Coll Vol I 67 1941, Wolfrom & Christian J Am Chem Soc 48 3172 1926, Beilstein 1 IV 4217.]

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

Upstream product

• 22416-59-7 xylotriose 
• 95272-12-1 O-α-D-xylopyranosyl-(1->6)-D-glucopyranose 
• 532-20-7 D-lyxose 
• 552-71-6 D-(+)-xylobiose 
• 67-63-0 isopropyl alcohol 
• 106-48-9 4-chloro-phenol 
• 2001-96-9 p-nitrophenyl β-D-xylopyranoside 
• 150-76-5 4-methoxy-phenol 
• 111-27-3 hexan-1-ol 
• 20881-04-3 1,2:3,5-di-O-isopropylidene-D-xylofuranose 
• 84954-97-2 chikusaikoside I 
• 87-72-9 D-lyxose 
• 18604-54-1 eugenyl 6-O-β-D-xylopyranosyl-β-D-glucopyranoside 
• 1309570-16-8 (3β,15α,16β)-15,16,24,25-tetrahydroxy-9,19-cyclolanostan-3-yl β-D-xylopyranoside 

Downstream Products

• 91-09-8 methyl xyloside 
• 612-05-5 methyl-β-D-xylopyranoside 
• 91-09-8 methyl-α-D-xylopyranoside 
• 18449-76-8 methyl α-D-lyxopyranoside 
• 91-09-8 methyl β-L-arabinopyranoside 
• 91-09-8 methyl β-L-arabinopyranoside 
• 3795-68-4 methyl α-L-arabinofuranoside 
• 3795-69-5 methyl β-L-arabinofuranoside 
• 62410-08-6 5-deoxy-1,2-O-isopropylidene-α-D-xylohexofuranose 
• 76222-63-4 3,5-O-isopropylidene-D-xylofuranose 
• 13039-94-6 2,3,4,5-di-O-isopropylidene-D-xylose aldehyde 
• 2001-96-9 p-nitrophenyl β-D-xylopyranoside 
• 25217-96-3 p-Acetyl-phenyl-β-D-xylopyranosid 
• 161879-31-8 1-(3-methoxy-4-β-D-xylopyranosyloxy-phenyl)-ethanone 

Relevant articles and documents

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.]

Arenarosides A-G, Polyhydroxylated Oleanane-Type Saponins from Polycarpaea arenaria and their Cytotoxic and Antiangiogenic Activities

Seven new polyhydroxylated oleanane-type triterpene saponins, arenarosides A-G (1-7), together with four known compounds, were isolated from an ethanol extract of the aerial parts of the Vietnamese plant Polycarpaea arenaria. The chemical structures of the newly isolated oleanane saponins were elucidated on the basis of spectroscopic and spectrometric analysis, especially 2D NMR and HRMS. Biological evaluation revealed that 3, 4, 6, and 7 showed moderate activities against four human cancer cell lines (A549, HTC116, PC3, and RT112) with IC50 values of 6.0-9.9 μM, and 3, 4, 5, and 7 also displayed promising antiangiogenesis effects with IC50 values 5 μM in the test system used. Among the isolates, arenaroside D (4) exhibited the most potent inhibitory effects, not only in cancer cell proliferation but also in angiogenic activities. Preliminary SAR studies revealed that the presence of an acetyl group at C-22 in oleanane-type triterpene saponins increases these bioactivities.