Bis-tris propane

Bis-tris propane

Skeletal formula of bis-tris propane
Ball and stick model of bis-tris propane
Names
Preferred IUPAC name 2,2′-[Propane-1,3-diylbis(azanediyl)]bis[2-(hydroxymethyl)propane-1,3-diol]
Other names 2,2'-(Propane-1,3-diyldiimino)bis[2-(hydroxymethyl)propane-1,3-diol][ citation needed ]
Identifiers
CAS Number	64431-96-5  Y
3D model (JSmol)	Interactive image
Beilstein Reference	1786109
ChEBI	CHEBI:40947  Y
ChEMBL	ChEMBL63859  Y
ChemSpider	111383  Y
DrugBank	DB02676  Y
ECHA InfoCard	100.058.981
EC Number	264-899-3
Gmelin Reference	1734507
MeSH	1,3-bis(tris(hydroxymethyl)methylamino)propane
PubChem CID	125132
UNII	N5YD0CS4DO  Y
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 Y Key: HHKZCCWKTZRCCL-UHFFFAOYSA-N Y
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). Y  verify  (what is  YN ?) Infobox references

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.

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 bacteriorhodopsin. ^[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] Bis-Tris propane has been used as the buffering agent in separation of full and empty capsids of recombinant adeno-associated virus vectors with anion-exchange chromatography. ^{[7] [8]}

See also

• Bis-tris methane
• Tris
• Tricine

References

1. Eckert KA, Kunkel TA (August 1991). "DNA polymerase fidelity and the polymerase chain reaction". PCR Methods and Applications. 1 (1): 17–24. doi: 10.1101/gr.1.1.17 . PMID   1842916.
2. Song L (June 2003). "Detection of farnesyl diphosphate accumulation in yeast ERG9 mutants". Analytical Biochemistry. 317 (2): 180–185. doi:10.1016/S0003-2697(03)00138-6. PMID   12758256.
3. Tóth-Boconádi R, Dér A, Keszthelyi L (June 2000). "Buffer effects on electric signals of light-excited bacteriorhodopsin". Biophysical Journal. 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 (September 1986). "MgATPase activity of myosin subfragment 1. The dimer is more active than the monomer". Journal of Molecular Biology. 191 (2): 247–254. doi:10.1016/0022-2836(86)90261-5. PMID   2949083.
5. Wenner JR, Bloomfield VA (March 1999). "Buffer effects on EcoRV kinetics as measured by fluorescent staining and digital imaging of plasmid cleavage". Analytical Biochemistry. 268 (2): 201–212. doi:10.1006/abio.1998.3079. PMID   10075809.
6. Ivannikov MV, Macleod GT (June 2013). "Mitochondrial free Ca²⁺ levels and their effects on energy metabolism in Drosophila motor nerve terminals". Biophysical Journal. 104 (11): 2353–2361. Bibcode:2013BpJ...104.2353I. doi:10.1016/j.bpj.2013.03.064. PMC   3672877 . PMID   23746507.
7. Lock M, Alvira MR, Wilson JM (February 2012). "Analysis of particle content of recombinant adeno-associated virus serotype 8 vectors by ion-exchange chromatography". Human Gene Therapy Methods. 23 (1): 56–64. doi:10.1089/hgtb.2011.217. PMC   4015067 . PMID   22428980.
8. Khatwani SL, Pavlova A, Pirot Z (June 2021). "Anion-exchange HPLC assay for separation and quantification of empty and full capsids in multiple adeno-associated virus serotypes". Molecular Therapy: Methods & Clinical Development. 21: 548–558. doi:10.1016/j.omtm.2021.04.003. PMC   8099603 . PMID   33997103.