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HomeProduct name listBicine

Bicine

Synonym(s):N,N-Bis(2-hydroxyethyl)glycine;BICINE;N,N- bis-(2-Hydroxyethyl)glycine;N,N-bis-(2-Hydroxyethyl)glycine;N,N-Bis(2-hydroxyethyl) glycine

  • CAS NO.:150-25-4
  • Empirical Formula: C6H13NO4
  • Molecular Weight: 163.17
  • MDL number: MFCD00004295
  • EINECS: 205-755-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-06 18:33:45
Bicine Structural

What is Bicine?

Description

Bicine 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.

The Uses of Bicine

A zwitterionic amino acid buffer agent used for low temperature work. The use of bicine in a thin layer ion exchange chromatography method for protein resolution has been published. Bicine has been utilized in peptide and protein crystallization. A kinetic study of a quaternary transition-state analogue complex of creatine kinase used bicine in the reaction buffer. A multiphasic buffer system for SDS-PAGE of proteins and peptides that incorporates bicine has been described.

The Uses of Bicine

To prepare stable substrate solution for the determination of guanine deaminase. The buffer is widely used with the working concentration of 3-100mM.

What are the applications of Application

BICINE buffer Solution is 1 M in H2O, N,N-Bis(2-hydroxyethyl)glycine

What are the applications of Application

Bicine (cell culture suitable) is a zwitterionic amino acid buffer agent used for low temperature work

What are the applications of Application

Bicine is a zwitterionic amino acid buffer agent used for low temperature biochemical work in the 7.6 - 9.0 pH range.

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.

Properties of Bicine

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.  room temp
solubility  H2O: 1 M at 20 °C, clear, colorless
form  Powder
color  White
PH 4.0-5.5 (25℃, 1M in H2O)
pka 8.3(at 25℃)
PH Range 7.6 - 9.0
Water Solubility  soluble
λmax λ: 260 nm Amax: 0.070
λ: 280 nm Amax: 0.040
Merck  14,1201
BRN  1769362
CAS DataBase Reference 150-25-4(CAS DataBase Reference)
EPA Substance Registry System Bicine (150-25-4)

Safety information for Bicine

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H332:Acute toxicity,inhalation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Bicine

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