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

• 67-56-1 methanol 
• 22416-59-7 xylotriose 
• 73654-66-7 methyl 4-O-<3-O-(β-D-xylopyranosyl)-β-D-xylopyranosyl>-β-D-xylopyranoside 
• 74972-67-1 β-D-Xylp-(1->4)-β-D-Xylp-(1->4)-β-D-Xylp-OMe 
• 93070-16-7 β-D-Xylp-(1->4)-β-D-Xylp-(1->3)-β-D-Xylp-OMe 
• 93070-18-9 β-D-Xylp-(1->4)-β-D-Xylp-(1->2)-β-D-Xylp-OMe 
• 89203-17-8 askendoside A 
• 109792-81-6 arjungenin-28-O-β-D-xylopyranosyl-(1-2)-β-D-glucopyranoside 
• 89837-88-7 C₄₁H₆₄O₁₄ 
• 65604-80-0 mixture of 3-O-<α-L-rhamnopyranosyl-(1->2)><β-D-xylopyranosyl(1->3)>-β-D-glucopyranosides of diosgenin and yamogenin 
• 89355-06-6 C₄₆H₇₂O₁₇ 
• 89355-07-7 C₄₆H₇₂O₁₈ 
• 90155-39-8 C₄₇H₇₄O₁₈ 
• 89789-08-2 salsoloside D 

Downstream Products

• 30571-60-9 D-lyxose diphenyldithioacetal 
• 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 
• 85051-64-5 (2R,3R,4S)-5-[(4,5-Diphenyl-oxazol-2-yl)-hydrazono]-pentane-1,2,3,4-tetraol 
• 139515-30-3 (2S,3R,4S)-5-[(4,5-Diphenyl-oxazol-2-yl)-hydrazono]-pentane-1,2,3,4-tetraol 
• 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 

Relevant articles and documents

New flavonoid glycosides from Xanthium strumarium with their protein tyrosine phosphatase 1B inhibitory activity

Two new flavonoid glycosides named 6-hydroxy-3-methoxy-apigenin 7-O-α-?-rhamnopyranoside (1) and 3-hydroxyl-apigenin 8-C-β-?-xylopyranoside (2), along with five known compounds (3-7), were isolated from Xanthium strumarium. Their structures were elucidate

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.]

Mimonoside D: a new triterpenoid saponin from Mimosa diplotricha Sauvalle (Fabaceae)

A new triterpenoid saponin (Mimonoside D: 3-O-α-L-arabinopyranosyl-3β-hydroxyolean-12-en-28-oic acid 28-O-β-D-xylopyranosyl-(1→2)-β-D- glucopyranoside ester (1)) was isolated from the aerial parts of Mimosa diplotricha Sauvalle together with nine known compounds: 7,4′-dihydroxyflavone (2), kaempferol (3), lupeol (4), betulinic acid (5), β-sitosterol (6), β-sitosterol-3-O-β-D-glucopyranoside (7), lutein (8), 5,2′-dihydroxy-7,4′,5′-trimethoxyflavone (9) and vitexin (10). Their structures were elucidated on the basis of spectroscopic (1D and 2D nuclear magnetic resonance) and high-resolution mass spectrometric data as well as by comparison of their spectral data with those of related compounds. Compounds 2, 7 and 8 had already been isolated from M. diplotricha, while compounds 3, 4, 5 and 6 have been isolated from other Mimosa species. Compound 2 moderately inhibited Proteus mirabilis (MIC = 32μg/mL), weakly inhibited Pseudomonas aeruginosa (MIC = 64μg/mL) and very weakly inhibited Staphylococcus aureus (MIC = 128μg/mL) and Enterococus faecalis (MIC = 128μg/mL).