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

• ChemBase ID: 53588
• Molecular Formular: C7H17NO6S
• Molecular Mass: 243.27798
• Monoisotopic Mass: 243.07765827
• SMILES: S(=O)(=O)(O)CCCNC(CO)(CO)CO
• Canonical SMILES: OCC(NCCCS(=O)(=O)O)(CO)CO
• InChI: InChI=1S/C7H17NO6S/c9-4-7(5-10,6-11)8-2-1-3-15(12,13)14/h8-11H,1-6H2,(H,12,13,14)
• InChIKey: YNLCVAQJIKOXER-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]amino}propane-1-sulfonic acid
• IUPAC Traditional name: 3-{[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]amino}propane-1-sulfonic acid; taps (buffer)
• Synonyms: 3-{[2-Hydroxy-1,1-bis(hydroxymethyl)ethyl]amino}-1-propanesulfonic acid; N-[Tris(hydroxymethyl)methyl]-3-aminopropanesulfonic acid; [(2-Hydroxy-1,1-bis(hydroxymethyl)ethyl)amino]-1-propanesulfonic acid; TAPS FREE ACID; TAPS; 3-[Tris(hydroxymethyl)methyl]amino-1-propanesulfonic acid; N-Tris(hydroxymethyl)methyl-3-aminopropanesulfonic acid; N-[三(羟甲基)甲基]-3-氨基丙磺酸; [(2-羟基-1,1-二(羟甲基)乙基)氨基]-1-丙磺酸; 三羟甲基甲胺基丙磺酸; 3-[(羟甲基)甲基胺]丙烷磺酸

Database IDs

• CAS Number: 29915-38-6
• EC Number: 249-954-1
• MDL Number: MFCD00007538
• Beilstein Number: 2452420
• PubChem SID: 24889853; 24900259; 24900268; 162058351; 24900596
• PubChem CID: 121591

CALCULATED PROPERTIES

• Acid pKa: -0.89833564
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -4.4181337
• LogD (pH = 7.4): -4.4420524
• Log P: -4.417834
• Molar Refractivity: 52.6818 cm^3
• Polarizability: 21.874325 Å^3
• Polar Surface Area: 127.09 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 M at 20 °C, clear, colorless; H2O: soluble0.5 M at 20 °C, clear; H2O: soluble1 M, clear, colorless
• Melting Point: 189-192°C; 230-235 °C (dec.); 239-241°C dec.
• Flash Point: >110 °C; >230 °F
• Absorption Wavelength: A1M/260, H2O ≤0.05; A1M/280, H2O ≤0.05; λ: 260 nm Amax: 0.012; λ: 280 nm Amax: 0.008
• pKa: 8.4
• pH: 4.5-6.5 (25 °C, 0.1 M in H2O)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: R:36/37/38
• Safety Statements: S:20-25-26-37/39
• TSCA Listed: false; 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (T); ≥99.5% (T); ≥99.5% (titration); 98%; 99%
• Grade: Biotechnology Performance Certified
• Suitability: cell culture tested
• Ignition Residue: ≤0.1%; ≤0.1% (as SO4)
• Impurities: ≤0.005% Phosphorus (P); ≤0.1% Insoluble matter; insoluble matter, passes filter test
• Cation Traces: Al: ≤0.0005%; Al: ≤5 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤0.001%; Ca: ≤10 mg/kg; Ca: ≤50 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: ≤5 mg/kg; heavy metals (as Pb): ≤5 ppm; K: ≤0.005%; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: ≤0.0005%; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤0.005%; Na: ≤50 mg/kg; NH4+: ≤0.05%; Ni: ≤5 mg/kg; Pb: ≤0.001%; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤0.0005%; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤0.05%; chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤50 mg/kg
• Foreign Activity: DNase, RNase, protease, none detected
• Loss on Drying: ≤0.1% loss on drying, 110 °C
• pH Range: 7.7 - 9.1
• Quality Level: ELITE
• λ: 0.1 M in H2O
• Useful pH Range: 7.7 - 9.1
• Product Line: BioUltra
• Empirical Formula (Hill Notation): C7H17NO6S

DETAILS

MP Biomedicals - 02103007

Free Acid
Crystalline
pKa at 20°C = 8.4
Useful pH range 7.7-9.1

Sigma Aldrich - 219932

Application
Physiological buffer,

Sigma Aldrich - 93361

Other Notes
For studies of electron transport and phosphorylation in chloroplast lamellae preparations1; Affords good protection of oxyhaemoglobin from oxidation to methaemoglobin during freeze-drying2; Background electrolyte in protein trace analysis by capillary zone electrophoresis with on-column transient isotachophoretic preconcentration3