Identification | More | [Name]
Bicine | [CAS]
150-25-4 | [Synonyms]
BICINE BICINE BUFFER [BIS-(2-HYDROXY-ETHYL)-AMINO]-ACETIC ACID DIETHANOLGLYCINE DIETHYLOLGLYCINE DI(HYDROXYETHYL)GLYCINE LABOTEST-BB LT00452695 N,N-BIS(2-HYDROXYETHYL)GLYCINE N,N-DI(2-HYDROXYETHYL)GLYCINE N N-DI(HYDROXYETHYL)-B-AMINOACETIC ACID N,N-DIHYDROXYETHYL GLYCINE n,n-bis(2-hydroxyethyl)-glycin n,n-dihydroxyethyl-glycin BICINE buffer Solution Bicine, Molecular Biology Grade N,N-Bis(2-hydroxyethyl)glycine, Molecular Biology Grade Bicine, ULTROL Grade BICINE BUFFER SOLUTION 1M IN WATER* BICINE, 99+% BICINE SIGMAULTRA BICINE, MOLECULAR BIOLOGY GRADE | [EINECS(EC#)]
205-755-1 | [Molecular Formula]
C6H13NO4 | [MDL Number]
MFCD00004295 | [Molecular Weight]
163.17 | [MOL File]
150-25-4.mol |
Chemical Properties | Back Directory | [Appearance]
White/clear crystalline powder | [Melting point ]
190 °C (dec.)(lit.)
| [Boiling point ]
290.25°C (rough estimate) | [density ]
1.05 g/mL at 20 °C | [vapor pressure ]
0.002-0.007Pa at 20-25℃ | [refractive index ]
1.4240 (estimate) | [storage temp. ]
2-8°C
| [solubility ]
H2O: 1 M at 20 °C, clear, colorless
| [form ]
Powder | [color ]
White | [PH]
4.0-5.5 (25℃, 1M in H2O) | [PH Range]
7.6 - 9.0 | [pka]
8.3(at 25℃) | [Water Solubility ]
soluble | [λmax]
λ: 260 nm Amax: 0.070 λ: 280 nm Amax: 0.040 | [Merck ]
14,1201 | [BRN ]
1769362 | [LogP]
2.3 at 20℃ and pH7 | [Surface tension]
72.2mN/m at 1g/L and 20℃ | [CAS DataBase Reference]
150-25-4(CAS DataBase Reference) | [EPA Substance Registry System]
150-25-4(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . S36:Wear suitable protective clothing . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [RTECS ]
MB9700000
| [F ]
3-10 | [TSCA ]
Yes | [HS Code ]
29225000 | [Toxicity]
mouse,LD50,intraperitoneal,1540mg/kg (1540mg/kg),KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)",Revue d'Epidemiologie, Medecine Sociale et Sante Publique. Vol. 10, Pg. 391, 1962. |
Hazard Information | Back Directory | [Description]
Bicine also known as diethanolglycine or 150-25-4, is an amino acid that results from amine degradation due to the presence of oxygen and/or sulfur dioxide. The amine solvents that undergo this degradation are MDEA, DEA, TEA, and mixed amine solvents containing any of these amines. As a zwitterionic amino acid buffer agent, bicine is active in the pH 7.6-9.0 range (pKa of 8.26 at 25°C). Bicine is a recommended buffer for low-temperature biochemical work. It is used for the preparation of stable substrate solution for serum guanase determination. It can be used as a nitrogenous strength enhancer to regulate cement hydration and improve cement properties. Studies have found that bicine significantly changes the morphology of portlandite crystals from a parallel-stacked lamellar shape to a distorted one and also decreases the pore size of the hardened cement paste at an early age[1]. In particular, bicine could promote the rapid formation of β-sheet-rich amyloid-β fibrils[2].
| [Chemical Properties]
Bicine is a white/clear crystalline powder that is somewhat soluble in water. It contains an amino group, carboxyl group, and two hydroxyl units in its structure, making it highly polar. It is often used as a biological buffer and chelating agent.
| [Uses]
To prepare stable substrate solution for the determination of guanine deaminase. The buffer is widely used with the working concentration of 3-100mM. | [Definition]
ChEBI: N,N-bis(2-hydroxyethyl)glycine is a bicine that is a Good's buffer substance, pKa = 8.35 at 20 ℃. It is a conjugate acid of a [bis(2-hydroxyethyl)amino]acetate. It is a tautomer of a [bis(2-hydroxyethyl)ammonio]acetate. | [Purification Methods]
Dissolve bicine in a small volume of hot water and precipitate it with EtOH, twice. Repeat once more but treat the aqueous solution with charcoal Purification of Biochemicals — Amino Acids and Peptides and filter before adding EtOH. Also crystallise it from concentrated aqueous solutions. [Torn & Kolthoff J Am Chem Soc 77 2061 1955, Chaberek et al. J Am Chem Soc 75 2185 1953, Beilstein 4 IV 2390.] | [References]
[1] Lu X, et al. The influence of bicine on the hydration and properties of Portland cement. Journal of Thermal Analysis and Calorimetry, 2022; 147: 13125–13134. [2] Kim H, et al. Bicine promotes rapid formation of β-sheet-rich amyloid-β fibrils. PLOS ONE, 2020. |
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