3-{[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]amino}-2-hydroxypropane-1-sulfonic acid

• ChemBase ID: 53592
• Molecular Formular: C7H17NO7S
• Molecular Mass: 259.27738
• Monoisotopic Mass: 259.07257289
• SMILES: S(=O)(=O)(CC(CNC(CO)(CO)CO)O)O
• Canonical SMILES: OCC(NCC(CS(=O)(=O)O)O)(CO)CO
• InChI: InChI=1S/C7H17NO7S/c9-3-7(4-10,5-11)8-1-6(12)2-16(13,14)15/h6,8-12H,1-5H2,(H,13,14,15)
• InChIKey: RZQXOGQSPBYUKH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]amino}-2-hydroxypropane-1-sulfonic acid
• IUPAC Traditional name: 3-{[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]amino}-2-hydroxypropane-1-sulfonic acid; tapso (buffer)
• Synonyms: 2-Hydroxy-3-{[2-hydroxy-1,1-bis(hydroxymethyl)-ethyl]amino}-1-propanesulfonic acid; TAPSO; 3-[N-tris(Hydroxymethyl)methyl-amino]-2-hydroxypropanesulfonic acid; 2-Hydroxy-3-[tris(hydroxymethyl)methylamino]-1-propanesulfonic acid; N-[Tris(hydroxymethyl)methyl]-3-amino-2-hydroxypropanesulfonic acid; TAPSO; 3-三羟甲基甲胺-2-羟基丙磺酸; N-[三(羟甲基)甲氨基]-2-羟基丙磺酸; 3-[N-三(羟甲基)甲胺]-2-羟基丙磺酸

Database IDs

• CAS Number: 68399-81-5
• EC Number: 269-993-8
• MDL Number: MFCD00038352
• Beilstein Number: 2113949
• PubChem SID: 24899888; 24900299; 24900590; 162058355
• PubChem CID: 109334

CALCULATED PROPERTIES

• Acid pKa: -0.9992008
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -5.109185
• LogD (pH = 7.4): -5.1849246
• Log P: -5.1081514
• Molar Refractivity: 53.7789 cm^3
• Polarizability: 22.58364 Å^3
• Polar Surface Area: 147.32 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.5 M at 20 °C, clear, colorless; H2O: soluble1 M at 20 °C, clear, colorless
• Melting Point: 224-229 °C (dec.)
• Absorption Wavelength: A1M/260, H2O ≤0.1; A1M/280, H2O ≤0.05
• pKa: 7.55 (20°C); 7.6; 7.6 (25°C)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99% (titration); ≥99.0% (T); 95+%
• Grade: Biotechnology Performance Certified
• Suitability: cell culture tested
• Ignition Residue: ≤0.1%
• Impurities: ≤0.0005% Phosphorus (P); ≤0.1% Insoluble matter; ≤1% water; endotoxin and bioburden, tested
• Cation Traces: Al: ≤0.0005%; Ca: ≤0.0005%; Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤0.0005%; Cu: ≤5 mg/kg; Fe: ≤0.0005%; Fe: ≤10 mg/kg; heavy metals (as Pb): ≤5 ppm; K: ≤0.005%; K: ≤50 mg/kg; Mg: ≤0.0005%; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤0.005%; Na: ≤100 mg/kg; NH4+: ≤0.05%; Ni: ≤5 mg/kg; Pb: ≤0.001%; Pb: ≤5 mg/kg; Zn: ≤0.0005%; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤0.05%; chloride (Cl-): ≤100 mg/kg; sulfate (SO42-): ≤0.05%; sulfate (SO42-): ≤50 mg/kg
• Foreign Activity: DNase, RNase, protease, none detected
• pH Range: 7.0 - 8.2
• Useful pH Range: 7.0 - 8.2
• Empirical Formula (Hill Notation): C7H17NO7S

DETAILS

MP Biomedicals - 02194554

Cell Culture Reagent
Free Acid
Crystalline
pKa at 25°C = 7.6, useful pH range 7.0-8.2.
U.S. Patent No. 4,246,194

MP Biomedicals - 02152459

Free Acid
Crystalline
pKa at 25°C = 7.6, useful pH range 7.0-8.2.
U.S. Patent No. 4,246,194

Sigma Aldrich - 93357

Other Notes
New zwitterionic hydrogen buffer for biological research1