2-[(carbamoylmethyl)amino]ethane-1-sulfonic acid

• ChemBase ID: 102056
• Molecular Formular: C4H10N2O4S
• Molecular Mass: 182.1982
• Monoisotopic Mass: 182.03612781
• SMILES: NC(=O)CNCCS(=O)(=O)O
• Canonical SMILES: NC(=O)CNCCS(=O)(=O)O
• InChI: InChI=1S/C4H10N2O4S/c5-4(7)3-6-1-2-11(8,9)10/h6H,1-3H2,(H2,5,7)(H,8,9,10)
• InChIKey: DBXNUXBLKRLWFA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(carbamoylmethyl)amino]ethane-1-sulfonic acid
• IUPAC Traditional name: ACES
• Synonyms: N-(2-Acetamido)-2-aminoethanesulfonic acid; ACES (buffer); N-(Carbamoylmethyl)-2-aminoethanesulfonic acid; ACES; N-[2-Acetamido]-2-aminoethanesulfonic acid; N-(Carbamoylmethyl)taurine; ACES; 2-[(2-Amino-2-oxoethyl)amino]-ethanesulfonic acid; ACES, ULTRA PURE; 2-((2-Amino-2-oxoethyl)amino)ethanesulfonic acid; N-(2-乙酰氨基)-2-氨基乙烷磺酸; N-(氨基甲酰甲基)-2-氨基乙烷磺酸; N-(氨基甲酰甲基)牛磺酸; N-氨基甲酰甲基乙磺酸; N-(2-乙酰氨基)-2氨基乙磺酸

Database IDs

• CAS Number: 7365-82-4
• EC Number: 230-908-4
• MDL Number: MFCD00008030
• Beilstein Number: 2253770
• Merck Index: 1436
• PubChem SID: 162088363; 24891495; 24890788; 24891297; 24844987
• PubChem CID: 81832
• CHEBI ID: 39062
• Chemspider ID: 73843
• Wikipedia Title: ACES_(buffer)

CALCULATED PROPERTIES

• Acid pKa: -1.6206563
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.721211
• LogD (pH = 7.4): -3.807757
• Log P: -3.7199817
• Molar Refractivity: 37.2865 cm^3
• Polarizability: 15.686517 Å^3
• Polar Surface Area: 109.49 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 M at 20 °C, clear, colorless
• Melting Point: > 280°C (decomposes); >220 °C (dec.)(lit.); ca 275°C dec.
• Absorption Wavelength: λ: 260 nm Amax: 0.008; λ: 280 nm Amax: 0.005
• pKa: 6.8 (25°C)
• pH: 3.0-4.5 (25 °C, 0.1 M in H2O)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: >99%; ≥99.0% (titration); ≥99.5% (T); 98%; 99%
• Ignition Residue: ≤0.1%
• Impurities: ≤0.005% Phosphorus (P); ≤0.1% Insoluble matter; endotoxin and bioburden, tested; insoluble matter, passes filter test
• Cation Traces: Al: ≤0.005%; Al: ≤10 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; 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: ≤0.002%; 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: ≤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-): ≤250 mg/kg; sulfate (SO42-): ≤50 mg/kg
• Loss on Drying: ≤0.5% loss on drying, 20 °C (HV)
• λ: 0.1 M in H2O
• Useful pH Range: 6.1 - 7.5
• Product Line: BioReagent; BioUltra; BioXtra
• abs.: A0.1M/260, H2O ≤0.05; A0.1M/280, H2O ≤0.05
• Linear Formula: H2NCOCH2NHCH2CH2SO3H

DETAILS

MP Biomedicals - 02100011

Purity: >99%
Crystalline
pKa = 6.8 at 25°C.
Useful pH range 6.1-7.5.

MP Biomedicals - 02193973

Ultra Pure Grade
Purity: >99%
Useful pH range 6.1-7.5

Sigma Aldrich - A9758

Packaging
1 kg in poly bottle
25, 100, 250 g in poly bottle

Sigma Aldrich - 00194

Other Notes
Biological buffer component with sodium hydroxide and sodium chloride (pH 5.93-7.83, useful range 6.4-7.4)1; An efficient separator (pH gradient of less than 1 pH unit) in the resolution of protein systems by IEF2; Improves phenotyping of α1-antitrypsin by isoelectric focusing on agarose gel3
Application
ACES, or N-(2-Acetamido)-2-aminoethanesulfonic acid, can be used to study biological buffers and zwitterionic compounds. ACES has been used in a study to determine the levels of ibuprofen and flurbiprofen in pharmaceuticals by capillary zone electrophoresis.

REFERENCES

• Biological buffer, pK _a = 6.9 at 20 ^o : Biochemistry, 5, 467 (1966).