Date published: 2026-5-9

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THP (CAS 4706-17-6)

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Alternate Names:
Tris(3-hydroxypropyl)phosphine
Application:
THP is a disulfide reducing agent
CAS Number:
4706-17-6
Purity:
≥80%
Molecular Weight:
208.24
Molecular Formula:
C9H21O3P
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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THP (Tris(hydroxypropyl)phosphine) is a versatile chemical used primarily in the field of chemistry research as a ligand and a reagent in various synthetic processes. Its utility lies in its phosphine group, which allows THP to act as a strong reducing agent in the synthesis of complex organophosphorus compounds. The hydroxypropyl groups contribute to its solubility in organic solvents, thereby expanding its use in organometallic chemistry, where it forms complexes with transition metals. These metal complexes are studied for their catalytic properties, playing a role in catalysis research, particularly in the development of new reactions and processes. Furthermore, THP is also explored for its ability to facilitate the transfer of phosphorus atoms in the study of the synthesis and properties of new phosphorus-containing molecules, which are of interest in materials science and other applied chemistry fields.


THP (CAS 4706-17-6) References

  1. Alpha-monodeuterated benzyl alcohols and phosphobetaines from reactions of aromatic aldehydes with a water/D2O-soluble phosphine.  |  Moiseev, DV., et al. 2006. Inorg Chem. 45: 10338-46. PMID: 17140243
  2. Chemistry and stereochemistry of the interaction of the water-soluble phosphine [HO(CH2)3]3P with cinnamaldehyde in aqueous media.  |  Moiseev, DV., et al. 2007. Inorg Chem. 46: 4704-12. PMID: 17432851
  3. Bioconjugation of hydroxylated semiconductor nanocrystals and background-free biomolecule detection.  |  Kim, Y., et al. 2010. Bioconjug Chem. 21: 1305-11. PMID: 20583788
  4. Flavin-linked Erv-family sulfhydryl oxidases release superoxide anion during catalytic turnover.  |  Daithankar, VN., et al. 2012. Biochemistry. 51: 265-72. PMID: 22148553
  5. Phosphines are ribonucleotide reductase reductants that act via C-terminal cysteines similar to thioredoxins and glutaredoxins.  |  Domkin, V. and Chabes, A. 2014. Sci Rep. 4: 5539. PMID: 24986213
  6. Tris(3-hydroxypropyl)phosphine is superior to dithiothreitol for in vitro assessment of vitamin K 2,3-epoxide reductase activity.  |  Krettler, C., et al. 2015. Anal Biochem. 474: 89-94. PMID: 25524619
  7. Tris(3-hydroxypropyl)phosphine (THPP): A mild, air-stable reagent for the rapid, reductive cleavage of small-molecule disulfides.  |  McNulty, J., et al. 2015. Bioorg Med Chem Lett. 25: 4114-7. PMID: 26318995
  8. Food allergen analysis for processed food using a novel extraction method to eliminate harmful reagents for both ELISA and lateral-flow tests.  |  Ito, K., et al. 2016. Anal Bioanal Chem. 408: 5973-84. PMID: 26973237
  9. Profiling of urinary amino-carboxylic metabolites by in-situ heptafluorobutyl chloroformate mediated sample preparation and gas chromatography-mass spectrometry.  |  Hušek, P., et al. 2016. J Chromatogr A. 1443: 211-32. PMID: 27012787
  10. Evaluation and optimization of reduction and alkylation methods to maximize peptide identification with MS-based proteomics.  |  Suttapitugsakul, S., et al. 2017. Mol Biosyst. 13: 2574-2582. PMID: 29019370
  11. In Situ Quenching of Trialkylphosphine Reducing Agents Using Water-Soluble PEG-Azides Improves Maleimide Conjugation to Proteins.  |  Kantner, T., et al. 2017. ACS Omega. 2: 5785-5791. PMID: 30023752
  12. Comparison of two reducing agents dithiothreitol and tris(3-hydroxypropyl)phosphine for in vitro kinetic assay of vitamin K epoxide reductase.  |  Takeda, K., et al. 2020. Vet Anim Sci. 9: 100095. PMID: 32734105
  13. Cautionary Tale of Using Tris(alkyl)phosphine Reducing Agents with NAD+-Dependent Enzymes.  |  Patel, SM., et al. 2020. Biochemistry. 59: 3285-3289. PMID: 32841567
  14. Tailored Trojan horse nanocarriers for enhanced redox-responsive drug delivery.  |  Li, Y., et al. 2022. J Control Release. 342: 201-209. PMID: 34998915

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

THP, 2 g

sc-204915
2 g
$91.00

THP, 10 g

sc-204915A
10 g
$400.00

THP, 50 g

sc-204915B
50 g
$1500.00