| Identification | More | [Name]
L(+)-Arabinose | [CAS]
87-72-9 | [Synonyms]
BETA-L-ARABINOPYRANOSE
BETA-L-(+)-ARABINOSE
L-(+)-ARABINOSE
Arabinose(L)
L-(+)-ARABINOSE CRYSTALLINE
pectinose, pure
L(+)-ARABINOSE, FOR BIOTECHNOLOGICAL PUR POSES
ausGummiarbicum
ARABITOL, L-(-)-(RG)
L-Arabinopyranose
L-ARABINOSE extrapure
(2R,3R,4S,5S)-oxane-2,3,4,5-tetrol | [EINECS(EC#)]
226-214-6 | [Molecular Formula]
C5H10O5 | [MDL Number]
MFCD00067709 | [Molecular Weight]
150.13 | [MOL File]
87-72-9.mol |
| Chemical Properties | Back Directory | [Appearance]
White to off white crystalline powder | [Melting point ]
160-163 °C(lit.)
| [alpha ]
103 º (c=5, H2O) | [Boiling point ]
191.65°C (rough estimate) | [density ]
1.1897 (rough estimate) | [refractive index ]
1.3920 (estimate) | [storage temp. ]
Store at RT. | [solubility ]
Methanol (Slightly), Water (Sparingly) | [form ]
Fine Crystalline Powder | [pka]
12.26±0.70(Predicted) | [color ]
White | [Optical Rotation]
+190.6 → +104.5 | [Water Solubility ]
soluble | [Merck ]
14,761 | [BRN ]
1723085 | [InChI]
1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4+,5?/m1/s1 | [InChIKey]
SRBFZHDQGSBBOR-ZRMNMSDTSA-N | [SMILES]
O1C([C@H]([C@@H]([C@@H](C1)O)O)O)O | [CAS DataBase Reference]
87-72-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Arabinose(L)(87-72-9) | [EPA Substance Registry System]
87-72-9(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H319-H335 | [Precautionary statements ]
P261-P305+P351+P338 | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [F ]
3-10 | [TSCA ]
Yes | [HS Code ]
29400090 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
White to off white crystalline powder | [Uses]
A base component of hemicellulose and pectin, critical biopolymers. | [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]
[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).
| [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]. |
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