2-[bis(2-hydroxyethyl)amino]acetic acid

• ChemBase ID: 3363
• Molecular Formular: C6H13NO4
• Molecular Mass: 163.17172
• Monoisotopic Mass: 163.0844579
• SMILES: OCCN(CCO)CC(=O)O
• Canonical SMILES: OCCN(CC(=O)O)CCO
• InChI: InChI=1S/C6H13NO4/c8-3-1-7(2-4-9)5-6(10)11/h8-9H,1-5H2,(H,10,11)
• InChIKey: FSVCELGFZIQNCK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[bis(2-hydroxyethyl)amino]acetic acid
• IUPAC Traditional name: bicine
• Synonyms: Bicine; 2-(bis(2-hydroxyethyl)amino)acetic acid; BICINE buffer Solution; PEG Grid Screening Solution 24/Fluka kit no 36436; N,N-Bis(2-hydroxyethyl)glycine; BICINE; BICINE 30% PEG 600 solution; DIHYDROXYETHYLGLYCINE; N,N-bis [2-hydroxyethyl]glycine; BICINE; N,N-Bis(2-hydroxyethyl)glycine; Diethylolglycine; Diethanol glycine; Dihydroxyethylglycine; N,N-Di(2-hydroxyethyl)glycine; N,N-双(2-羟乙基)甘氨酸; N,N-二(2-羟乙基)甘氨酸

Database IDs

• CAS Number: 150-25-4
• EC Number: 205-755-1; 231-791-2
• MDL Number: MFCD00004295
• Beilstein Number: 1769362
• Merck Index: 141201
• PubChem SID: 24892086; 46505980; 160966804; 24848916; 24891738; 24888105
• PubChem CID: 8761
• CHEBI ID: 39066
• CHEMBL: 1231251
• Chemspider ID: 8431
• DrugBank ID: DB03709
• Wikipedia Title: Bicine

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.0065813
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -4.369984
• LogD (pH = 7.4): -4.5250278
• Log P: -4.3707895
• Molar Refractivity: 38.6573 cm^3
• Polarizability: 15.1906805 Å^3
• Polar Surface Area: 81.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.59
• LOG S: 0.05
• Solubility (Water): 1.82e+02 g/l

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 g/mL at 20 °C, clear; H2O: soluble1 M at 20 °C, clear, colorless; H2O: soluble1 M, clear, colorless; Soluble in water
• Melting Point: 190°C; ca 191°C dec.
• Density: 1.05 g/mL at 20 °C; 1.06 g/mL at 20 °C
• Absorption Wavelength: A1M/260, H2O ≤0.05; A1M/280, H2O ≤0.05; λ: 260 nm Amax: <0.07; λ: 260 nm Amax: 0.070; λ: 280 nm Amax: <0.04; λ: 280 nm Amax: 0.040
• pKa: 8.3; 8.3 (20°C); 8.3 (25°C)
• pH: 4.0-5.5 (25 °C, 1 M in H2O); 4.0-6.0 (1 M in H2O); 5.0±0.2; 9.0±0.2 ( in neat)

Safety Information

• Storage Condition: 2-8°C; Room Temperature (15-30°C)
• RTECS: MB9700000
• German water hazard class: 1; 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ~98%; ≥99% (titration); ≥99.0% (T); ≥99.5% (T); 98%; 99%
• Concentration: 0.1 M; 1 M in H2O
• Grade: for molecular biology
• Suitability: in accordance for filter test
• Ignition Residue: ≤0.1%; ≤0.5%
• Impurities: ≤0.005% Phosphorus (P); ≤0.1% Insoluble matter; DNases, none detected; 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: <0.001%; Ca: ≤10 mg/kg; Ca: ≤20 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; chloride (Cl-): ≤500 mg/kg; sulfate (SO42-): ≤0.05%; sulfate (SO42-): ≤50 mg/kg
• Loss on Drying: ≤0.1% loss on drying, 20 °C (HV); ≤0.5% loss on drying, 20 °C (HV)
• pH Range: 7.6 - 9.0
• Quality Level: ELITE
• λ: 1 M in H2O; neat
• Useful pH Range: 7.6 - 9.0
• Product Line: BioUltra
• Empirical Formula (Hill Notation): C6H13NO4

DETAILS

MP Biomedicals - 02151490

Purity: ~98%
White crystals or powder
Chelating agent

MP Biomedicals - 02101005

pKa = 8.3 at 25°C
Useful pH range 7.6-9.0

DrugBank - DB03709

Drug information: experimental

Sigma Aldrich - 14871

Application
Recommended buffer for low temperature biochemical work.1 Used in the preparation of stable substrate solution for serum guanase determination.2 Spacer in plasma protein fractionation with Sephadex by isotachophoresis.3
BICINE can be used to study biological buffers and zwitterionic compounds. N,N-Bis(2-hydroxyethyl)glycine has been used in a study that characterized refined crystal structures of human Ca2+/Zn2+-binding S100A3 protein. N,N-Bis(2-hydroxyethyl)glycine has also been used in a study to inform F1 antigen assembly.

Sigma Aldrich - 14844

Application
Recommended buffer for low temperature biochemical work.1 Used in the preparation of stable substrate solution for serum guanase determination.2 Spacer in plasma protein fractionation with Sephadex by isotachophoresis.3

Sigma Aldrich - 14872

Application
Recommended buffer for low temperature biochemical work.1 Used in the preparation of stable substrate solution for serum guanase determination.2 Spacer in plasma protein fractionation with Sephadex by isotachophoresis.3

Sigma Aldrich - B3876

Application
低温生化作业的推荐缓冲液。1用于制备测定血清鸟嘌呤酶的稳定底物溶液。2采用交联葡聚糖通过等速电泳对血浆蛋白进行分级分离中的间隔臂。3
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. B3876.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - B8660

Application
低温生化作业的推荐缓冲液。1用于制备测定血清鸟嘌呤酶的稳定底物溶液。2采用交联葡聚糖通过等速电泳对血浆蛋白进行分级分离中的间隔臂。3

REFERENCES

• Biological buffer, pK _a = 8.35 at 20 ^o : Biochemistry, 5, 467 (1966).