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HomeProduct name listL-Arabinose

L-Arabinose

Synonym(s):L(+)-Arabinose;Pectin sugar;Pectinose

  • CAS NO.:87-72-9
  • Empirical Formula: C5H10O5
  • Molecular Weight: 150.13
  • MDL number: MFCD00006609
  • EINECS: 201-767-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-28 23:16:16
L-Arabinose Structural

What is L-Arabinose?

Chemical properties

White to off white crystalline powder

The Uses of L-Arabinose

A base component of hemicellulose and pectin, critical biopolymers.

The Uses of L-Arabinose

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.

Definition

ChEBI: L-arabinopyranose is the six-membered ring form of L-arabinose. It has a role as an Escherichia coli metabolite and a mouse metabolite.

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.]

Mode of action

L-arabinose has been shown to slow down glucose absorption by inhibiting the intestinal enzyme sucrase in an uncompetitive manner. Sucrase is present in the brush border of the intestine and critical for hydrolysing sucrose into a glucose and fructose molecule[1].

Mode of action

[1] Korrie Pol, Monica Mars, Marie-Luise Puhlmann. “Efficacy of L-Arabinose in Lowering Glycemic and Insulinemic Responses: The Modifying Effect of Starch and Fat.” Foods (2022).

Properties of L-Arabinose

Melting point: 160-163 °C(lit.)
Boiling point: 191.65°C (rough estimate)
alpha  103 º (c=5, H2O)
Density  1.1897 (rough estimate)
refractive index  1.3920 (estimate)
storage temp.  Inert atmosphere,Room Temperature
solubility  Methanol (Slightly), Water (Sparingly)
pka 12.26±0.70(Predicted)
form  Fine Crystalline Powder
color  White
Water Solubility  soluble
Merck  14,761
BRN  1723085
CAS DataBase Reference 87-72-9(CAS DataBase Reference)
NIST Chemistry Reference Arabinose(L)(87-72-9)
EPA Substance Registry System L-Arabinopyranose (87-72-9)

Safety information for L-Arabinose

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for L-Arabinose

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