Bis-tris propane

Last updated
Bis-tris propane
Bis-tris propane.svg
Bis-tris-propane-3D-balls.png
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
3D model (JSmol)
1786109
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.058.981 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 264-899-3
1734507
MeSH 1,3-bis(tris(hydroxymethyl)methylamino)propane
PubChem CID
UNII
  • 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 Yes check.svgY
    Key: HHKZCCWKTZRCCL-UHFFFAOYSA-N Yes check.svgY
  • OCC(CO)(CO)NCCCNC(CO)(CO)CO
Properties
C11H26N2O6
Molar mass 282.337 g·mol−1
AppearanceWhite crystals
Melting point 164 to 165 °C (327 to 329 °F; 437 to 438 K)
log P −2.794
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)
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 pKa values which are close in value. This buffer is primarily used in biochemistry and molecular biology.

Contents

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] 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

Related Research Articles

DNA virus Virus that has DNA as its genetic material

A DNA virus is a virus that has a genome made of deoxyribonucleic acid (DNA) that is replicated by a DNA polymerase. They can be divided between those that have two strands of DNA in their genome, called double-stranded DNA (dsDNA) viruses, and those that have one strand of DNA in their genome, called single-stranded DNA (ssDNA) viruses. dsDNA viruses primarily belong to two realms: Duplodnaviria and Varidnaviria, and ssDNA viruses are almost exclusively assigned to the realm Monodnaviria, which also includes dsDNA viruses. Additionally, many DNA viruses are unassigned to higher taxa. Viruses that have a DNA genome that is replicated through an RNA intermediate by a reverse transcriptase are separately considered reverse transcribing viruses and are assigned to the kingdom Pararnavirae in the realm Riboviria.

<i>Parvoviridae</i> Family of viruses

Parvoviruses are a family of animal viruses that constitute the family Parvoviridae. They have linear, single-stranded DNA (ssDNA) genomes that typically contain two genes encoding for a replication initiator protein, called NS1, and the protein the viral capsid is made of. The coding portion of the genome is flanked by telomeres at each end that form into hairpin loops that are important during replication. Parvovirus virions are small compared to most viruses, at 23–28 nanometers in diameter, and contain the genome enclosed in an icosahedral capsid that has a rugged surface.

<i>Adenoviridae</i> Family of viruses

Adenoviruses are medium-sized, nonenveloped viruses with an icosahedral nucleocapsid containing a double-stranded DNA genome. Their name derives from their initial isolation from human adenoids in 1953.

Picornavirus Family of viruses

Picornaviruses are a group of related nonenveloped RNA viruses which infect vertebrates including fish, mammals, and birds. They are viruses that represent a large family of small, positive-sense, single-stranded RNA viruses with a 30 nm icosahedral capsid. The viruses in this family can cause a range of diseases including the common cold, poliomyelitis, meningitis, hepatitis, and paralysis.

Myosin

Myosins are a superfamily of motor proteins best known for their roles in muscle contraction and in a wide range of other motility processes in eukaryotes. They are ATP-dependent and responsible for actin-based motility. The term was originally used to describe a group of similar ATPases found in the cells of both striated muscle tissue and smooth muscle tissue. Following the discovery by Pollard and Korn (1973) of enzymes with myosin-like function in Acanthamoeba castellanii, a global range of divergent myosin genes have been discovered throughout the realm of eukaryotes.

Cidofovir

Cidofovir, brand name Vistide, is an injectable antiviral medication primarily used as a treatment for cytomegalovirus (CMV) retinitis in people with AIDS.

Adeno-associated virus Species of virus that infects humans mildly

Adeno-associated viruses (AAV) are small viruses that infect humans and some other primate species. They belong to the genus Dependoparvovirus, which in turn belongs to the family Parvoviridae. They are small replication-defective, nonenveloped viruses and have linear single-stranded DNA (ssDNA) genome of approximately 4.8 kilobases (kb).

In enzymology, a geranyltranstransferase is an enzyme that catalyzes the chemical reaction

MYL3 Protein-coding gene in the species Homo sapiens

Myosin essential light chain (ELC), ventricular/cardiac isoform is a protein that in humans is encoded by the MYL3 gene. This cardiac ventricular/slow skeletal ELC isoform is distinct from that expressed in fast skeletal muscle (MYL1) and cardiac atrial muscle (MYL4). Ventricular ELC is part of the myosin molecule and is important in modulating cardiac muscle contraction.

<i>Hepatitis B virus</i> Species of the genus Orthohepadnavirus

Hepatitis B virus (HBV) is a partially double-stranded DNA virus, a species of the genus Orthohepadnavirus and a member of the Hepadnaviridae family of viruses. This virus causes the disease hepatitis B.

Mason-Pfizer monkey virus (M-PMV), formerly Simian retrovirus (SRV), is a species of retroviruses that usually infect and cause a fatal immune deficiency in Asian macaques. The ssRNA virus appears sporadically in mammary carcinoma of captive macaques at breeding facilities which expected as the natural host, but the prevalence of this virus in feral macaques remains unknown. M-PMV was transmitted naturally by virus-containing body fluids, via biting, scratching, grooming, and fighting. Cross contaminated instruments or equipment (fomite) can also spread this virus among animals.

Self-complementary adeno-associated virus (scAAV) is a viral vector engineered from the naturally occurring adeno-associated virus (AAV) to be used as a tool for gene therapy. Use of recombinant AAV (rAAV) has been successful in clinical trials addressing a variety of diseases. This lab-made progeny of rAAV is termed "self-complementary" because the coding region has been designed to form an intra-molecular double-stranded DNA template. A rate-limiting step for the standard AAV genome involves the second-strand synthesis since the typical AAV genome is a single-stranded DNA template. However, this is not the case for scAAV genomes. Upon infection, rather than waiting for cell mediated synthesis of the second strand, the two complementary halves of scAAV will associate to form one double stranded DNA (dsDNA) unit that is ready for immediate replication and transcription. The caveat of this construct is that instead of the full coding capacity found in rAAV (4.7-6kb) scAAV can only hold about half of that amount (≈2.4kb).

Patchoulol synthase (EC 4.2.3.70) is an enzyme with systematic name (2E,6E)-farnesyl-diphosphate diphosphate-lyase (patchoulol-forming). This enzyme catalyses the following chemical reaction

<i>Avibirnavirus</i> Genus of viruses

Avibirnavirus is a genus of viruses in family Birnaviridae. There is a single species in this genus: Infectious bursal disease virus, which infects chickens and other fowl. It causes severe inflammation of the bursa of Fabricius, and causes considerable morbidity and mortality.

Polintons are large DNA transposons which contain genes with homology to viral proteins and which are often found in eukaryotic genomes. They were first discovered in the mid-2000s and are the largest and most complex known DNA transposons. Polintons encode up to 10 individual proteins and derive their name from two key proteins, a DNA polymerase and a retroviral-like integrase.

<i>Avian metaavulavirus 2</i> Species of virus that causes mild respiratory infections in domestic poultry

Avian metaavulavirus 2, formerly Avian paramyxovirus 2, is a species of virus belonging to the family Paramyxoviridae and genus Metaavulavirus. The virus is a negative strand RNA virus containing a monopartite genome. Avian metaavulavirus 2 is one of nine species belonging to the genus Metaavulavirus. The most common serotype of Avulavirinae is serotype 1, the cause of Newcastle disease (ND). Avian metaavulavirus 2 has been known to cause disease, specifically mild respiratory infections in domestic poultry, including turkeys and chickens, and has many economic effects on egg production and poultry industries. The virus was first isolated from a strain in Yucaipa, California in 1956. Since then, other isolates of the virus have been isolated worldwide.

Adeno-associated virus (AAV) has been researched as a viral vector in gene therapy for cancer treatment as an Oncolytic Virus. Currently there are not any FDA approved AAV cancer treatments, as the first FDA approved AAV treatment was approved December 2017. However, there are many Oncolytic AAV applications that are in development and have been researched.

S. Patricia Becerra Biochemist

S. Patricia Becerra is a biochemist specializing in the retina. She researches protein structure and function in relation to drug development for combating blindness. Becerra is a senior investigator at the National Eye Institute.

<i>Varidnaviria</i> Realm of viruses

Varidnaviria is a realm of viruses that includes all DNA viruses that encode major capsid proteins that contain a vertical jelly roll fold. The major capsid proteins (MCP) form into pseudohexameric subunits of the viral capsid, which stores the viral deoxyribonucleic acid (DNA), and are perpendicular, or vertical, to the surface of the capsid. Apart from this, viruses in the realm also share many other characteristics, such as minor capsid proteins (mCP) with the vertical jelly roll fold, an ATPase that packages viral DNA into the capsid, and a DNA polymerase that replicates the viral genome.

Mavis Agbandje-McKenna was a Nigerian-born British medical biophysicist, structural virologist, and a professor of structural biology, as well as the director of the Center for Structural Biology at the University of Florida in Gainesville, Florida. Agbandje-McKenna studied parvovirus structures using X-ray crystallography and cryogenic electron microscopy and did much of the initial work to elucidate the basic structure and function of adeno-associated viruses (AAVs). Her viral characterization and elucidation of antibody binding sites on AAV capsids has led to the development of viral capsid development and gene therapy approaches that evade immune detection and can be used to treat human diseases such as muscular dystrophies. Agbandje-McKenna was recognized with the 2020 American Society of Gene and Cell Therapy Outstanding Achievement Award for her contributions to the field. She died in 2021 from amyotrophic lateral sclerosis.

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.