(2R,3S,4S)-2,3,4,5-tetrahydroxypentanal

• ChemBase ID: 70022
• Molecular Formular: C5H10O5
• Molecular Mass: 150.1299
• Monoisotopic Mass: 150.05282342
• SMILES: O=C[C@H](O)[C@@H](O)[C@@H](O)CO
• Canonical SMILES: OC[C@@H]([C@@H]([C@H](C=O)O)O)O
• InChI: InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4-,5+/m0/s1
• InChIKey: PYMYPHUHKUWMLA-VAYJURFESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S)-2,3,4,5-tetrahydroxypentanal
• IUPAC Traditional name: L-arabinose
• Synonyms: L-(+)-Arabinose; Pectin Sugar; Pectinose; DL-Arabinose; L-(+)-Arabinose; L-(+)-阿拉伯糖

Database IDs

• CAS Number: 147-81-9; 5328-37-0
• EC Number: 226-214-6; 205-699-8; 201-767-6
• MDL Number: MFCD00135866; MFCD00135867
• Beilstein Number: 1723085; 1723086
• PubChem SID: 24890753; 24846665; 162035747; 24891465; 24891423; 24846814
• PubChem CID: 5460291
• FEMA ID: 3255

CALCULATED PROPERTIES

• Acid pKa: 12.332793
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.9380257
• LogD (pH = 7.4): -2.9380307
• Log P: -2.9380257
• Molar Refractivity: 31.3831 cm^3
• Polarizability: 12.73608 Å^3
• Polar Surface Area: 97.99 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Do you have solubility information on this product that you would like to share?; H2O: soluble1 M at 20 °C, clear, colorless
• Melting Point: 154-158 °C; 155-158 °C; 155-159 °C; 158°C; 158-160 °C; 160-163 °C(lit.)
• Density: 1.585 g/ml (20°C)
• Optical Rotation: [α]/D +103 to +105°°(lit.); [α]/D 102 to 105°, c = 10 in H2O (24 hours); [α]20/D +103°, c = 1 in H2O; [α]20/D +104±1°, 24 hr, c = 10% in H2O; [α]20/D +104±2°, 24 hr, c = 10% in H2O
• Absorption Wavelength: λ: 260 nm Amax: ≤0.05; λ: 280 nm Amax: ≤0.04
• pH: 4-7 (25 °C, 1 M in H2O)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: >98%; ≥97.0% (sum of enantiomers, HPLC); ≥98%; ≥99%; ≥99.0% (HPLC); ≥99.0% (sum of enantiomers, HPLC); ≥99.5% (sum of enantiomers, HPLC); 95+%; 98%
• Grade: for biotechnological purposes; puriss.
• Ignition Residue: ≤0.1%; ≤0.1% (as SO4)
• Impurities: insoluble matter, passes filter test
• Cation Traces: Al: ≤5 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤100 mg/kg; Ca: ≤20 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤15 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: ≤5 mg/kg; Mg: ≤50 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤50 mg/kg
• Loss on Drying: ≤0.1% loss on drying; ≤0.5% loss on drying, 20 °C (HV)
• Quality Level: PREMIUM
• λ: 1 M in H2O
• Product Line: BioUltra
• Empirical Formula (Hill Notation): C5H10O5

DETAILS

MP Biomedicals - 02100706

Crystalline
Purity: >98%

Sigma Aldrich - A9524

Application
DL-Arabinose is a mixture of the diastereomers D-arabinose and L-arabinose used in physicochemical studies.

Sigma Aldrich - 10839

Biochem/physiol Actions
L-Arabinose is the naturally occurring isomer and is a constituent of plant polysaccharides. Most bacteria contain an inducible arabinose operon that codes for a series of enzymes and transporters that allows L-arabinose to be used as the sole carbon source in microbial culture.
Application
L-Arabinose is used as a substrate to identify, differentiate and characterize pentose sugar isomerase(s). L-Arabinose is used in the bioproduction of L-ribose.

Sigma Aldrich - A3256

Application
Do you have application information on this product that you would like to share?
L-Arabinose is used as a substrate to identify, differentiate and characterize pentose sugar isomerase(s). L-Arabinose is used in the bioproduction of L-ribose.
Biochem/physiol Actions
L-Arabinose is the naturally occurring isomer and is a constituent of plant polysaccharides. Most bacteria contain an inducible arabinose operon that codes for a series of enzymes and transporters that allows L-arabinose to be used as the sole carbon source in microbial culture.
Packaging
10 mg in autosmp vl
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A3256.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - A91906

Biochem/physiol Actions
L-Arabinose is the naturally occurring isomer and is a constituent of plant polysaccharides. Most bacteria contain an inducible arabinose operon that codes for a series of enzymes and transporters that allows L-arabinose to be used as the sole carbon source in microbial culture.
Packaging
1 g in glass bottle
25, 100 g in poly bottle

Sigma Aldrich - W325501

Biochem/physiol Actions
L-Arabinose is the naturally occurring isomer and is a constituent of plant polysaccharides. Most bacteria contain an inducible arabinose operon that codes for a series of enzymes and transporters that allows L-arabinose to be used as the sole carbon source in microbial culture.
Packaging
1 kg in poly bottle
1 sample in glass bottle
100 g in poly bottle

Sigma Aldrich - 10845

Biochem/physiol Actions
L-Arabinose is the naturally occurring isomer and is a constituent of plant polysaccharides. Most bacteria contain an inducible arabinose operon that codes for a series of enzymes and transporters that allows L-arabinose to be used as the sole carbon source in microbial culture.

Sigma Aldrich - 10840

Biochem/physiol Actions
L-Arabinose is the naturally occurring isomer and is a constituent of plant polysaccharides. Most bacteria contain an inducible arabinose operon that codes for a series of enzymes and transporters that allows L-arabinose to be used as the sole carbon source in microbial culture.