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Tricine

From Wikipedia, the free encyclopedia
Not to be confused withTricin.
Tricine
Skeletal formula of tricine
Skeletal formula of tricine
Names
IUPAC name
N-[1,3-Dihydroxy-2-(hydroxymethyl)propan-2-yl]glycine
Systematic IUPAC name
{[1,3-Dihydroxy-2-(hydroxymethyl)propan-2-yl]amino}acetic acid
Other names
Tricine
N-(Tri(hydroxymethyl)methyl)glycine
Identifiers
3D model (JSmol)
1937804
ChEBI
ChemSpider
ECHA InfoCard100.024.721Edit this at Wikidata
EC Number
  • 227-193-6
3688
MeSHtricine
UNII
  • InChI=1S/C6H13NO5/c8-2-6(3-9,4-10)7-1-5(11)12/h7-10H,1-4H2,(H,11,12) checkY
    Key: SEQKRHFRPICQDD-UHFFFAOYSA-N checkY
  • O=C(O)CNC(CO)(CO)CO
Properties
C6H13NO5
Molar mass179.172 g·mol−1
AppearanceWhite crystals
89.6 g L−1 (at 20 °C)
UV-vismax)260 nm
Absorbance0.03
Related compounds
Related compounds
Milacemide
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound

Tricine is anorganic compound that is used inbuffer solutions. The name tricine comes fromtris andglycine, from which it was derived.[1] It is a white crystalline powder that is moderately soluble in water. It is azwitterionicamino acid that has a pKa1 value of 2.3 at 25 °C, while its pKa2 at 20 °C is 8.15. Its useful buffering range of pH is 7.4-8.8. Along withbicine, it is one ofGood's buffering agents. Good first prepared tricine to buffer chloroplast reactions.

Applications

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Tricine is a commonly usedelectrophoresis buffer and is also used in resuspension of cell pellets. It has a higher negative (more negative) charge thanglycine allowing it to migrate faster. In addition its high ionic strength causes moreion movement and lessprotein movement. This allows for lowmolecular weight proteins to be separated in lower percentacrylamide gels. Tricine has been documented in the separation of proteins in the range of 1 to 100kDa by electrophoresis.[2] The tricine buffer at 25 mmol/L was found to be the most effective buffer among the ten tested forATP assays usingfirefly luciferase.[3] Tricine has also been found to be an effective scavenger of hydroxyl radicals in a study of radiation-induced membrane damage.[4]

See also

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References

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  1. ^Good, N.E., et al., Biochemistry, v. 5, 467 (1966).
  2. ^Schaegger, H., and von Jagow, G., "Tricine-sodium dodecyl sulfate-polyacrylamide gel electrophoresis for the separation of proteins in the range from 1 to 100 kDa." "Anal. Biochem." 166(2), 368-379.
  3. ^Webster, J. J., and Leach, F. R., "Optimization of the firefly luciferase assay for ATP." "J. Appl. Biochem.", 2:469-479.
  4. ^Hicks, M., and Gebicki, J. M., "Rate constants for reaction of hydroxyl radicals with Tris, Tricine, and Hepes buffers." "FEBS Lett.", 199(1):92-94.
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