Tris

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Tris
Chemical structure of tris
Names
IUPAC name
2-Amino-2-hydroxymethyl-propane-1,3-diol
Other names
TRIS, Tris, Tris base, Tris buffer, Trizma, Trisamine, THAM, Tromethamine, Trometamol, Tromethane, Trisaminol
Identifiers
77-86-1 YesY
ChEBI CHEBI:9754 YesY
ChEMBL ChEMBL1200391 N
ChemSpider 6257 YesY
7328
Jmol 3D model Interactive image
KEGG D00396 YesY
PubChem 6503
RTECS number TY2900000
UNII 023C2WHX2V YesY
  • InChI=1S/C4H11NO3/c5-4(1-6,2-7)3-8/h6-8H,1-3,5H2 YesY
    Key: LENZDBCJOHFCAS-UHFFFAOYSA-N YesY
  • InChI=1/C4H11NO3/c5-4(1-6,2-7)3-8/h6-8H,1-3,5H2
    Key: LENZDBCJOHFCAS-UHFFFAOYAN
  • OCC(N)(CO)CO
Properties
C4H11NO3
Molar mass 121.14 g·mol−1
Appearance White crystalline powder
Density 1.328g/cm3
Melting point >175-176 °C (448-449 K)
Boiling point 219 °C (426 °F; 492 K)
~50 g/100 mL (25 °C)
Acidity (pKa) 8.07
Pharmacology
ATC code B05BB03
B05XX02
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Tris or Tris(hydroxymethyl)aminomethane or THAM is an organic compound 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 contains a primary amine and thus undergoes the reactions associated with typical amines, e.g. condensations with aldehydes.

Buffering features

Tris has a pKa of 8.07 at 25 °C, which implies that the buffer has an effective pH range between 7.5 and 9.0.

Buffer details

  • The pKa declines approximately 0.03 units per degree Celsius rise in temperature.[2][3]
  • 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.
  • Making buffer solutions by neutralizing TrisHCl requires attention to the attendant changes in ionic strength.

Buffer inhibition

  • Tris inhibits a number of enzymes,[4][5] and therefore it should be used with care when studying proteins.

Preparation

Tris is prepared industrially in two steps from nitromethane via the intermediate (HOCH2)3CNO2. Reduction of the latter gives tris(hydroxymethyl)aminomethane.[6]

Uses

The useful buffer range for tris (7-9) coincides with the physiological pH typical of most living organisms. This, and its low cost, make tris one of the most common buffers in the biology/biochemistry laboratory. Tris is also used as a primary standard to standardize acid solutions for chemical analysis.

Tris is used to increase membrane permeability of cell membranes.[7]

Medical

Tris (usually known as THAM in this context) is used as alternative to sodium bicarbonate in the treatment of metabolic acidosis.[8][9]

See also

References

  1. Gomori, G., Preparation of Buffers for Use in Enzyme Studies. Methods Enzymology., 1, 138-146 (1955).
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