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

• ChemBase ID: 69896
• 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-LMVFSUKVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R)-2,3,4,5-tetrahydroxypentanal
• IUPAC Traditional name: D-ribose
• Synonyms: D-(-)-Ribose; D-Ribofuranose; D-(-)-RIBOSE; D-Ribose; D-(-)-核糖

Database IDs

• CAS Number: 50-69-1
• EC Number: 200-059-4
• MDL Number: MFCD00135453
• Beilstein Number: 1723081
• Merck Index: 148204
• PubChem SID: 24901881; 24899417; 24899349; 24899416; 24899392; 162035621
• PubChem CID: 5311110
• FEMA ID: 3793

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: H2O: soluble0.1 g/mL, clear, colorless to light yellow
• Melting Point: 82-86°C; 85-88 °C; 87 °C; 88-92 °C(lit.)
• Optical Rotation: [α]20/D -19.7°, c = 4 in H2O; [α]20/D -20±1°, 5 hr, c = 4% in H2O; [α]21/D -19.7°, c = 4 in H2O; -20 (c=10 in water, 28h)

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: Hygroscopic; IRRITANT
• RTECS: VJ2275000
• German water hazard class: 3
• TSCA Listed: false; 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98%; ≥99%; ≥99.0% (sum of enantiomers, HPLC); 95+%; 98%; 99%
• Grade: NI
• Suitability: plant cell culture tested; suitable for cell culture
• Ignition Residue: ≤0.1% (as SO4)
• Cation Traces: As: ≤0.1 mg/kg; Ca: ≤100 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤50 mg/kg; K: ≤50 mg/kg; Mg: ≤20 mg/kg; Mn: ≤5 mg/kg; Na: ≤100 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤200 mg/kg
• Loss on Drying: ≤0.2% loss on drying, 20 °C (HV)
• Empirical Formula (Hill Notation): C5H10O5

DETAILS

MP Biomedicals - 02194736

Cell Culture Reagent
Purity: 99%
Crystalline

MP Biomedicals - 02102819

Purity: 99%
Crystalline

Sigma Aldrich - R7500

包装
10 mg in autosmp vl

Sigma Aldrich - R9629

Biochem/physiol Actions
Ribose is an aldopentose monosaccharide that is phosphorylated into D-ribose 5-phosphate by ribokinase. Ribose-5-phosphate supports the biosynthesis of tryptophan and histidine and is a component of the pentose phosphate pathway.
Suitability
This D-ribose has been qualified for use as a supplement in cell culture.

Sigma Aldrich - R1757

Packaging
10, 25, 100 g in poly bottle

Sigma Aldrich - W379301

Packaging
1 kg in poly bottle
1 sample in glass bottle
100 g in poly bottle
5 kg in fiber drum

REFERENCES

• For an evaluation of the potential of D-ribose as an enantiopure building block for construction of the C-ring of taxol, see: J. Org. Chem., 60, 7849 (1995).