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Tris(tetrabutylammonium) hydrogen pyrophosphate (CAS 76947-02-9)

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Alternate Names:
Pyrophosphoric acid tris(tetrabutylammonium) salt; Tetrabutylammonium pyrophosphate (3:1)
Application:
Tris(tetrabutylammonium) hydrogen pyrophosphate is a reagent used for pyrophosphorylation
CAS Number:
76947-02-9
Purity:
≥97%
Molecular Weight:
902.34
Molecular Formula:
C48H109N3O7P2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Tris(tetrabutylammonium) hydrogen pyrophosphate is a reagent used for pyrophosphorylation, reactions involving isoprenoid derivatives, and the pyrophosphorylation and triphosphorylation of nucleosides. Tris(tetrabutylammonium) hydrogen pyrophosphate, a quaternary ammonium salt, exhibits characteristics of being a colorless, odorless, and hygroscopic solid. Its applications in research laboratories span across multiple domains, including organic compound synthesis and the analysis and characterization of biological molecules.


Tris(tetrabutylammonium) hydrogen pyrophosphate (CAS 76947-02-9) References

  1. Bifunctional abietadiene synthase: free diffusive transfer of the (+)-copalyl diphosphate intermediate between two distinct active sites.  |  Peters, RJ., et al. 2001. J Am Chem Soc. 123: 8974-8. PMID: 11552804
  2. Stereodefined synthesis of O3'-labeled uracil nucleosides. 3'-[(17)O]-2'-Azido-2'-deoxyuridine 5'-diphosphate as a probe for the mechanism of inactivation of ribonucleotide reductases.  |  Wnuk, SF., et al. 2002. J Org Chem. 67: 1816-9. PMID: 11895397
  3. Highly efficient incorporation of the fluorescent nucleotide analogs tC and tCO by Klenow fragment.  |  Sandin, P., et al. 2009. Nucleic Acids Res. 37: 3924-33. PMID: 19401439
  4. Type II isopentenyl diphosphate isomerase: probing the mechanism with alkyne/allene diphosphate substrate analogues.  |  Sharma, NK., et al. 2010. Biochemistry. 49: 6228-33. PMID: 20560533
  5. Synthesis and evaluation of chlorinated substrate analogues for farnesyl diphosphate synthase.  |  Heaps, NA. and Poulter, CD. 2011. J Org Chem. 76: 1838-43. PMID: 21344952
  6. The synthesis of 2'-methylseleno adenosine and guanosine 5'-triphosphates.  |  Santner, T., et al. 2012. Bioorg Med Chem. 20: 2416-8. PMID: 22364745
  7. Isomorphic emissive GTP surrogate facilitates initiation and elongation of in vitro transcription reactions.  |  McCoy, LS., et al. 2014. J Am Chem Soc. 136: 15176-84. PMID: 25255464
  8. Inhibition of a multiproduct terpene synthase from Medicago truncatula by 3-bromoprenyl diphosphates.  |  Vattekkatte, A., et al. 2015. Org Biomol Chem. 13: 4776-84. PMID: 25807032
  9. Incubation of 2-methylisoborneol synthase with the intermediate analog 2-methylneryl diphosphate.  |  Chou, WK., et al. 2017. J Antibiot (Tokyo). 70: 625-631. PMID: 28246382
  10. A Bis-calix[4]pyrrole Enzyme Mimic That Constrains Two Oxoanions in Close Proximity.  |  He, Q., et al. 2017. J Am Chem Soc. 139: 7140-7143. PMID: 28493689
  11. Emissive Synthetic Cofactors: A Highly Responsive NAD+ Analogue Reveals Biomolecular Recognition Features.  |  Feldmann, J., et al. 2019. Chemistry. 25: 4379-4389. PMID: 30648291
  12. Multicomponent Microscale Biosynthesis of Unnatural Cyanobacterial Indole Alkaloids.  |  Khatri, Y., et al. 2020. ACS Synth Biol. 9: 1349-1360. PMID: 32302487
  13. Structural diversification of hapalindole and fischerindole natural products via cascade biocatalysis.  |  Hohlman, RM., et al. 2021. ACS Catal. 11: 4670-4681. PMID: 34354850
  14. The role of the maleimide ring system on the structure-activity relationship of showdomycin.  |  Rosenqvist, P., et al. 2022. Eur J Med Chem. 237: 114342. PMID: 35439612

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Tris(tetrabutylammonium) hydrogen pyrophosphate, 5 g

sc-253794
5 g
$252.00

Tris(tetrabutylammonium) hydrogen pyrophosphate, 25 g

sc-253794A
25 g
$955.00

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. This chemical is supplied as a white powder. Please contact Technical Service if you have further questions concerning this product.
Answered by: Tech Service 9
Date published: 2018-01-17

Is this chemical available in 1g unit size?

Asked by: two2igm05
Thank you for your question. The chemical with a corresponding catalogue number of sc-253794 is available to be purchased in a 1 g unit size, but will need to be ordered through our Special Orders department. You can submit this request via email at specialorders@scbt.com. You can also call 800-457-3801 and request to speak to the Special Orders department.
Answered by: Tech Service 8
Date published: 2016-12-29
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Rated 5 out of 5 by from Various publications cite the use of Tris(tetrabutylammonium)Various publications cite the use of Tris(tetrabutylammonium) hydrogen pyrophosphate (Pyrophosphoric acid tris(tetrabutylammonium) salt; Tetrabutylammonium pyrophosphate (3:1)) as a reagent for pyrophosphorylation, reactions involving isoprenoid derivatives, and the pyrophosphorylation and triphosphorylation of nucleosides. -SCBT Publication Review
Date published: 2015-06-05
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Tris(tetrabutylammonium) hydrogen pyrophosphate is rated 5.0 out of 5 by 1.
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