2-[bis(2-hydroxyethyl)amino]ethane-1-sulfonic acid

• ChemBase ID: 102273
• Molecular Formular: C6H15NO5S
• Molecular Mass: 213.252
• Monoisotopic Mass: 213.06709359
• SMILES: OCCN(CCO)CCS(=O)(=O)O
• Canonical SMILES: OCCN(CCS(=O)(=O)O)CCO
• InChI: InChI=1S/C6H15NO5S/c8-4-1-7(2-5-9)3-6-13(10,11)12/h8-9H,1-6H2,(H,10,11,12)
• InChIKey: AJTVSSFTXWNIRG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[bis(2-hydroxyethyl)amino]ethane-1-sulfonic acid
• IUPAC Traditional name: N,N-bis(2-hydroxyethyl)taurine; BES
• Synonyms: BES; N,N-bis(2-Hydroxyethyl)-2-aminoethanesulfonic acid; N,N-Bis(2-hydroxyethyl)taurine; BES; S-PHENYLTHIOACETATE; N,N-Bis(2-hydroxyethyl)-2-aminoethanesulfonic acid; 2-(二乙醇氨基)乙磺酸; N,N-双(2-羟乙基)-2-氨基乙磺酸; N,N-二(2-羟乙基)-2-氨基乙磺酸

Database IDs

• CAS Number: 10191-18-1; 934-87-2
• EC Number: 213-294-2; 233-465-5
• MDL Number: MFCD00007533
• Beilstein Number: 1781572
• PubChem SID: 24848910; 24891788; 24891908; 24892162; 162089950
• PubChem CID: 73243

CALCULATED PROPERTIES

• Acid pKa: -1.5125912
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -3.6491382
• LogD (pH = 7.4): -3.7553413
• Log P: -3.6475544
• Molar Refractivity: 47.259 cm^3
• Polarizability: 19.362354 Å^3
• Polar Surface Area: 98.07 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 g/mL, clear, colorless; H2O: soluble1 M at 20 °C, clear, colorless; H2O: soluble1 M, clear, colorless; Soluble in water
• Melting Point: 150-155 °C; 152- 154°C; 153-157°C
• Absorption Wavelength: λ: 260 nm Amax: 0.095; λ: 280 nm Amax: 0.080
• pKa: 7.1 (25°C); 7.15 (20°C)
• pH: 2.5-5.0 (25 °C, 1 M in H2O)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: AJ7559000; KI7363500
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99%; ~98%; ≥99.0% (T); ≥99.0% (titration); ≥99.5% (T); 98%; 99%
• Grade: for molecular biology
• Suitability: cell culture tested
• Ignition Residue: ≤0.1% (as SO4); ≤0.2%
• Impurities: ≤0.0005% Phosphorus (P); ≤0.1% Insoluble matter; DNases, none detected; endotoxin and bioburden, tested; insoluble matter, passes filter test; phosphatases, none detected; proteases, none detected; RNases, none detected
• Cation Traces: Al: ≤0.0005%; Al: ≤5 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤0.0005%; 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; 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-): ≤0.05%; sulfate (SO42-): ≤100 mg/kg; sulfate (SO42-): ≤50 mg/kg
• Foreign Activity: DNAse (exonuclease), NICKase (endonuclease), RNAse, and protease, none detected
• Loss on Drying: ≤0.05% loss on ignition, 900 °C; ≤0.1% loss on drying, 110 °C
• Quality Level: ELITE
• λ: 1 M in H2O
• Useful pH Range: 6.4 - 7.8
• Operating pH Range: 6.6 - 7.6
• Product Line: BioReagent; BioUltra; BioXtra
• abs.: A1M/260, H2O ≤0.095; A1M/280, H2O ≤0.080
• Empirical Formula (Hill Notation): C6H15NO5S

DETAILS

MP Biomedicals - 02102611

Purity: ~98%
Substrate for esterase determination.

MP Biomedicals - 02194545

Cell Culture Reagent
Free Acid
Crystalline
Zwitterionic buffer
pKa=7.1 at 25°C, useful pH range 6.4-7.8.

MP Biomedicals - 02194808

Free Acid
Molecular Biology Reagent
Purity: 99+%
Zwitterionic buffer, pKa = 7.1 at 25°C; useful pH range 6.4-7.8.

MP Biomedicals - 02100927

Free Acid
Crystalline
Zwitterionic buffer
pKa=7.1 at 25°C, useful pH range 6.4-7.8.

Sigma Aldrich - 14853

Application
BES, or N,N-Bis(2-hydroxyethyl)-2-aminoethanesulfonic acid, can be used to study molecular biology, biological buffers, molecular biology reagents and zwitterionic compounds. BES has been used to study versatile catalyst precursors for mild hydrocarboxylation of alkanes to carboxylic acids. BES has also been used to determine that saline and buffers minimize the action of interfering factors in the bacterial endotoxins test.

Sigma Aldrich - 14854

Other Notes
Use of discrete spacers for the separation of proteins by gel isotachophoresis1; Satisfactory for electron transport studies in chloroplast lamellae preparations2

Sigma Aldrich - 14855

Other Notes
Biological buffer1

REFERENCES

• Anal. Biochem. , 48 : 428 (1972).
• Biological buffer, pK_a 7.15 at 20xC: Biochemistry, 5, 467 (1966).