Bis-tris propane

Bis-tris propane, or 1,3-bis(tris(hydroxymethyl)methylamino)propane, also known as BTP, is a chemical substance that is used in buffer solutions. It is a white to off-white crystalline powder that is soluble in water. It has a wide buffering range, from 6 to 9.5 due to its two pK_a values which are close in value. This buffer is primarily used in biochemistry and molecular biology.

Bis-tris propane

Names
Other names 2,2'-(Propane-1,3-diyldiimino)bis[2-(hydroxymethyl)propane-1,3-diol]
Identifiers
CAS Number	64431-96-5
3D model (JSmol)	Interactive image
Beilstein Reference	1786109
ChEBI	CHEBI:40947
ChEMBL	ChEMBL63859
ChemSpider	111383
DrugBank	DB02676
ECHA InfoCard	100.058.981
EC Number	264-899-3
Gmelin Reference	1734507
MeSH	1,3-bis(tris(hydroxymethyl)methylamino)propane
PubChem CID	125132
CompTox Dashboard (EPA)	DTXSID30894116
InChI InChI=1S/C11H26N2O6/c14-4-10(5-15,6-16)12-2-1-3-13-11(7-17,8-18)9-19/h12-19H,1-9H2 Key: HHKZCCWKTZRCCL-UHFFFAOYSA-N
SMILES OCC(CO)(CO)NCCCNC(CO)(CO)CO
Properties
Chemical formula	C11H26N2O6
Molar mass	282.337 g·mol^−1
Appearance	White crystals
Melting point	164 to 165 °C (327 to 329 °F; 437 to 438 K)
log P	−2.794
Related compounds
Related compounds	Daminozide Octopine Nopaline Pantetheine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Applications

A review of DNA polymerase fidelity cites bis-tris propane as a suitable buffer for polymerase chain reaction (PCR).[1] Bis-Tris propane has also been used with HCl buffer for stabilization of farnesyl diphosphate isolated from a strain of Saccharomyces cerevisiae.[2] It has also been used in a study of the effects of buffer identity on electric signals of light-excited bacteriorhodospin.[3] Use of Bis-Tris propane has also been documented in an investigation of the MgATPase activity of the myosin subfragment 1 monomer.[4] The effect of buffer identity on the kinetics of the restriction enzyme EcoRV has been studied in various buffers, including Bis-Tris propane.[5] Bis-Tris propane wide buffering range is also useful for calibration of genetically encoded pH indicators expressed in the cytosol or mitochondria.[6]

See also

• Bis-tris methane
• Tris
• Tricine

References

1. Eckert K.A. & Kunkel, T.A. (1991). "DNA polymerase fidelity and the polymerase chain reaction". PCR Methods Appl. 1 (1): 17–24. doi:10.1101/gr.1.1.17. PMID 1842916.
2. Song, L. (2003). "Detection of farnesyl diphosphate accumulation in yeast ERG9 mutants". Anal. Biochem. 317 (2): 180–185. doi:10.1016/S0003-2697(03)00138-6. PMID 12758256.
3. Toth-Boconadi, R.; et al. (2000). "Buffer effects on electric signals of light-excited bacteriorhodospin". Biophys. J. 78 (6): 3170–3177. Bibcode:2000BpJ....78.3170T. doi:10.1016/S0006-3495(00)76853-6. PMC 1300898. PMID 10827993.
4. Bachouchi N, Garrigos M, Morel JE (1986). "MgATPase activity of myosin subfragment 1. The dimer is more active than the monomer". J. Mol. Biol. 191 (2): 247–254. doi:10.1016/0022-2836(86)90261-5. PMID 2949083.
5. Wenner, J.R. & Bloomfield, V.A. (1999). "Buffer effects on EcoRV kinetics as measured by fluorescent staining and digital imaging of plasmid cleavage". Anal. Biochem. 268 (2): 201–212. doi:10.1006/abio.1998.3079. PMID 10075809.
6. Ivannikov, M.; et al. (2013). "Mitochondrial Free Ca²⁺ Levels and Their Effects on Energy Metabolism in Drosophila Motor Nerve Terminals". Biophys. J. 104 (11): 2353–2361. Bibcode:2013BpJ...104.2353I. doi:10.1016/j.bpj.2013.03.064. PMC 3672877. PMID 23746507.