(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol

• ChemBase ID: 128192
• Molecular Formular: C12H22O11
• Molecular Mass: 342.29648
• Monoisotopic Mass: 342.11621152
• SMILES: O([C@H]1[C@H](O)[C@@H](O)C(O)O[C@@H]1CO)[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO
• Canonical SMILES: OC[C@H]1OC(O)[C@@H]([C@H]([C@@H]1O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O
• InChI: InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11?,12-/m1/s1
• InChIKey: GUBGYTABKSRVRQ-PICCSMPSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol; (3R,4R,5S,6R)-6-(hydroxymethyl)-5-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2,3,4-triol
• IUPAC Traditional name: maltose; (3R,4R,5S,6R)-6-(hydroxymethyl)-5-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2,3,4-triol
• Synonyms: 4-O-α-D-Glucopyranosyl-D-glucose; Maltose solution; 4-O-α-D-Glucopyranosyl-D-glucose; Maltose; 4-O-α-D-吡喃葡糖基-D-葡萄糖

Database IDs

• CAS Number: 69-79-4
• EC Number: 200-716-5
• MDL Number: MFCD00135877
• Beilstein Number: 93798
• PubChem SID: 162222503; 24882612
• PubChem CID: 6255; 439186
• CHEBI ID: 17306
• CHEMBL: 1234209
• Chemspider ID: 388329
• Unique Ingredient Identifier: 66Y63L379N
• Wikipedia Title: Maltose

CALCULATED PROPERTIES

• Acid pKa: 11.2543745
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -4.703376
• LogD (pH = 7.4): -4.7034354
• Log P: -4.703375
• Molar Refractivity: 68.3367 cm^3
• Polarizability: 28.969793 Å^3
• Polar Surface Area: 189.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 1.080 g/mL (20 °C) in water
• Apperance: White powder or crystals
• Melting Point: 160–165 °C (anhydrous); 102–103 °C (monohydrate)
• Density: 1.54 g/cm^3
• Refractive Index: n20/D 1.361
• Optical Rotation: +140.7° (H₂O, c = 10)
• Absorption Wavelength: λ: 260 nm Amax: 0.08; λ: 280 nm Amax: 0.07
• pH: 4.0-6.5 (25 °C)

Safety Information

• German water hazard class: 2
• EU Index: not listed
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Concentration: ~20% in H2O
• Grade: for molecular biology
• Impurities: DNases, none detected; insoluble matter, passes filter test; phosphatases, none detected; proteases, none detected; RNases, none detected
• Cation Traces: Al: ≤1 mg/kg; As: ≤0.05 mg/kg; Ba: ≤1 mg/kg; Bi: ≤1 mg/kg; Ca: ≤20 mg/kg; Cd: ≤1 mg/kg; Co: ≤1 mg/kg; Cr: ≤1 mg/kg; Cu: ≤1 mg/kg; Fe: ≤1 mg/kg; K: ≤20 mg/kg; Li: ≤1 mg/kg; Mg: ≤10 mg/kg; Mn: ≤1 mg/kg; Mo: ≤1 mg/kg; Na: ≤20 mg/kg; Ni: ≤1 mg/kg; Pb: ≤1 mg/kg; Sr: ≤1 mg/kg; Zn: ≤1 mg/kg
• Antion Traces: chloride (Cl-): ≤25 mg/kg; sulfate (SO42-): ≤50 mg/kg
• λ: neat
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C12H22O11

DETAILS

Sigma Aldrich - 63423

Application
D-Maltose, an α(1,4) linked disaccharide of D-glucose, is used as a substrate for the identification, differentiation and characterization of enzymes such as maltase(s); maltose α-D-glucosyltransferase(s); maltose-transporting ATPase(s); maltose O-acetyltransferase(s) and maltose epimerase(s) and phosphorylase(s). D-Maltose is used to study maltose-binding proteins and disaccharide transport systems.