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

• 95272-12-1 O-α-D-xylopyranosyl-(1->6)-D-glucopyranose 
• 532-20-7 D-lyxose 
• 87777-05-7 4-bromo-2-xylosylisoquinolinium bromide 
• 38631-44-6 hederagenin 3-O-<β-D-xylopyranosyl-(1-2)-α-L-arabinopyranoside> 
• 97892-86-9 <16,28-dihydroxy-23,28-dioxoolean-12-en-3β-yl O-β-D-galactopyranosyl-(1->2)-O-β-D-xylopyranosyl-(1->3)-β-D-glucopyranosid>uronic 
• 107091-16-7 methyl O-β-D-xylopyranosyl-(1<*>4)-3)>-O-α-L-rhamnopyranosyl-(1<*>2)-β-D-fucopyranoside 
• 108529-15-3 ilexoside B methyl ester 
• 108820-20-8 ilexoside A methyl ester 
• 76729-71-0 oleanolic acid 3-O-β-D-xylopyranosyl-(1->2)-α-L-arabinopyranoside 
• 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 
• 105798-62-7 alliofuroside A 

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

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Isolation and structural characterization of four diastereomeric lignan glycosides from Abies holophylla and their neuroprotective activity

Diastereomers are a type of a stereoisomer and they are often isolated as a mixture due to their similar physical properties. Through HPLC technique, we isolated four stereoisomeric lignan glycosides, holophyllosides A–D (1–4), from the trunk of Abies holophylla Maxim. which were first isolated as a mixture 25 years ago. The planar structures of 1–4 were characterized by conventional 1D and 2D NMR data analysis and their stereochemistry was determined via empirical comparison of their 13C NMR chemical shifts and 3JH-H coupling constants with the reported values, enzymatic hydrolysis followed by LC-MS analysis, and ECD experiment. Of the four stereoisomers isolated, only compounds 1, 3, and 4 showed moderate neuroprotective activity by inducing NGF secretion in C6 cells whereas 2 did not. This study highlights again the stereochemical importance of molecules in their biological and pharmaceutical application.