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

Chemical compound

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 pKa values which are close in value. This buffer is primarily used in biochemistry and molecular biology.

## Applications

[edit]

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

[edit]

* Bis-tris methane
* Tris
* Tricine

## References

[edit]

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 1842916.17-24&rft.date=1991-08&rft_id=info:doi/10.1101/gr.1.1.17&rft_id=info:pmid/1842916&rft.aulast=Eckert&rft.aufirst=KA&rft.au=Kunkel,+TA&rft_id=https://doi.org/10.1101%2Fgr.1.1.17&rfr_id=info:sid/en.wikipedia.org:Bis-tris+propane" class="Z3988">
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 12758256.180-185&rft.date=2003-06&rft_id=info:doi/10.1016/S0003-2697(03)00138-6&rft_id=info:pmid/12758256&rft.aulast=Song&rft.aufirst=L&rfr_id=info:sid/en.wikipedia.org:Bis-tris+propane" class="Z3988">
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 10827993.3170-3177&rft.date=2000-06&rft_id=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1300898#id-name=PMC&rft_id=info:pmid/10827993&rft_id=info:doi/10.1016/S0006-3495(00)76853-6&rft_id=info:bibcode/2000BpJ....78.3170T&rft.aulast=Tóth-Boconádi&rft.aufirst=R&rft.au=Dér,+A&rft.au=Keszthelyi,+L&rft_id=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1300898&rfr_id=info:sid/en.wikipedia.org:Bis-tris+propane" class="Z3988">
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 2949083.247-254&rft.date=1986-09&rft_id=info:doi/10.1016/0022-2836(86)90261-5&rft_id=info:pmid/2949083&rft.aulast=Bachouchi&rft.aufirst=N&rft.au=Garrigos,+M&rft.au=Morel,+JE&rfr_id=info:sid/en.wikipedia.org:Bis-tris+propane" class="Z3988">
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 10075809.201-212&rft.date=1999-03&rft_id=info:doi/10.1006/abio.1998.3079&rft_id=info:pmid/10075809&rft.aulast=Wenner&rft.aufirst=JR&rft.au=Bloomfield,+VA&rfr_id=info:sid/en.wikipedia.org:Bis-tris+propane" class="Z3988">
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 23746507.2353-2361&rft.date=2013-06&rft_id=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3672877#id-name=PMC&rft_id=info:pmid/23746507&rft_id=info:doi/10.1016/j.bpj.2013.03.064&rft_id=info:bibcode/2013BpJ...104.2353I&rft.aulast=Ivannikov&rft.aufirst=MV&rft.au=Macleod,+GT&rft_id=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3672877&rfr_id=info:sid/en.wikipedia.org:Bis-tris+propane" class="Z3988">
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 22428980.56-64&rft.date=2012-02&rft_id=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4015067#id-name=PMC&rft_id=info:pmid/22428980&rft_id=info:doi/10.1089/hgtb.2011.217&rft.aulast=Lock&rft.aufirst=M&rft.au=Alvira,+MR&rft.au=Wilson,+JM&rft_id=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4015067&rfr_id=info:sid/en.wikipedia.org:Bis-tris+propane" class="Z3988">
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 33997103.548-558&rft.date=2021-06&rft_id=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8099603#id-name=PMC&rft_id=info:pmid/33997103&rft_id=info:doi/10.1016/j.omtm.2021.04.003&rft.aulast=Khatwani&rft.aufirst=SL&rft.au=Pavlova,+A&rft.au=Pirot,+Z&rft_id=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8099603&rfr_id=info:sid/en.wikipedia.org:Bis-tris+propane" class="Z3988">

*[CID]: Compound ID
*[EPA]: U.S. Environmental Protection Agency