Tris

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Tris
Chemical structure of tris
IUPAC name 2-Amino-2-hydroxymethyl-propane-1,3-diol
Other names TRIS, Tris, Tris base, Tris buffer,
TrizmaTM, Trisamine, THAM,
Tromethamine, Trometamol, Tromethane
Identifiers
CAS number 77-86-1
RTECS number TY2900000
SMILES
Properties
Molecular formula C4H11NO3
Molar mass 121.14 g mol−1
Appearance White crystalline powder
Melting point

>175-176°C (448-449 K)

Boiling point

219°C (492 K)

Solubility in water ~50 g/100 ml (25°C) in water
Acidity (pKa) 8.1
Hazards
MSDS External MSDS
Main hazards Irritant
NFPA 704
0
2
0
 
R-phrases R36, R37, R38.
S-phrases S26, S36.
Flash point Non-flammable
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox references

'Tris (also known as THAM) is an abbreviation of the organic compound known as tris(hydroxymethyl)aminomethane, with the formula (HOCH2)3CNH2. Tris is extensively used in biochemistry and molecular biology.1 In biochemistry, tris is widely used as a component of buffer solutions, such as in TAE and TBE buffer, especially for solutions of nucleic acids. It is a primary amine and thus undergoes the reactions associated with typical amines, e.g. condensations with aldehydes.

Contents

Buffering features

Tris has a pKa of 8.06, which implies that the buffer has an effective pH range between 7.0 and 9.2.

Buffer details

  • The pKa declines approximately 0.03 units per degree Celsius rise in temperature.
  • Silver-containing single-junction pH electrodes (e.g., silver chloride electrode) are incompatible with Tris (Ag-Tris precipitation clogs the junction). Double-junction electrodes are resistant to this problem, and non-silver containing electrodes are immune.
  • It is toxic to mammalian cells.
  • A common variant of tris (aka tris base) is tris-HCl, the acid salt. When titrated to a specific pH with the corresponding counter ion (OH- for tris-HCl, H+ for tris base) they are equivalent. However, the molecular weights are different and must be correctly accounted for in order to arrive at the expected buffer strength.

Preparation

Tris is prepared in two steps from nitromethane via the intermediate (HOCH2)3CNO2 . Reduction of the latter gives tris(hydroxymethyl)aminomethane.2

Uses

The useful buffer range for Tris (7-9) coincides with the typical physiological pH of most living organisms. This, and its low cost, make Tris one of the most common buffers used in the biology/biochemistry lab.

Image:Tris structure.png

Medical

Tris (usually known as THAM in this context) is used as alternative to sodium bicarbonate in the treatment of metabolic acidosis.3

References

  1. ^ Gomori, G., Preparation of Buffers for Use in Enzyme Studies. Methods Enzymology., 1, 138-146 (1955).
  2. ^ Sheldon B. Markofsky “Nitro Compounds, Aliphatic” Ullmann's Encyclopedia of Industrial Chemistry 2002 by Wiley-VCH, Wienheim, 2002. DOI: 10.1002/14356007.a17_401.
  3. ^ Kallet, RH; Jasmer RM, Luce JM et al. (April 2000). "The treatment of acidosis in acute lung injury with tris-hydroxymethyl aminomethane (THAM)". American Journal of Respiratory and Critical Care Medicine 161 (4): 1149–1153. PMID 10764304, http://ajrccm.atsjournals.org/cgi/content/full/161/4/1149. 

Wikipedia content modification information:

  • This page was last modified on 21 November 2008, at 20:06.

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