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777854

Sigma-Aldrich

Tris(hydroxypropyl)phosphine

≥80%

Synonym(s):

THPP

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About This Item

Empirical Formula (Hill Notation):
C9H21O3P
CAS Number:
Molecular Weight:
208.24
MDL number:
UNSPSC Code:
12352128
PubChem Substance ID:
NACRES:
NA.22

Assay

≥80%

form

liquid

reaction suitability

reagent type: reductant

density

1.136 g/mL at 25 °C

SMILES string

OCCCP(CCCO)CCCO

InChI

1S/C9H21O3P/c10-4-1-7-13(8-2-5-11)9-3-6-12/h10-12H,1-9H2

InChI key

YICAEXQYKBMDNH-UHFFFAOYSA-N

General description

Tris(hydroxypropyl)phosphine (THPP) is a reducing agent widely used for the reductive cleavage of disulfide bonds in small molecules in both aqueous–organic media.

Application

Tris(hydroxypropyl)phosphine can be used:
  • As a reducing agent in the reduction of dehydroascorbic acid to ascorbic acid
  • In the cleavage of disulfide bonds in small molecules
  • As a catalyst in the conversion of polysulfides

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Hairong Wang et al.
Biomaterials, 181, 310-317 (2018-08-11)
Tumor hypoxia is known to be one of critical factors that aggravate the tumor resistance to photodynamic therapy (PDT) in which oxygen is essential for tumor destruction. Herein, catalase, an enzyme to trigger hydrogen peroxide (H2O2) decomposition, is modified by
Victoria J Valerón Bergh et al.
Pharmaceutical development and technology, 23(8), 761-770 (2017-04-01)
Dry alginate foams intended for antibacterial photodynamic therapy (aPDT) of infected wounds were prepared. aPDT is a treatment modality involving light of appropriate wavelength, oxygen and a photosensitizer (PS) to produce radicals that attack biological targets (e.g. bacteria). The hydrophobic
Cyrille Megel et al.
Nucleic acids research, 47(2), 941-952 (2018-11-22)
RNA fragments deriving from tRNAs (tRFs) exist in all branches of life and the repertoire of their biological functions regularly increases. Paradoxically, their biogenesis remains unclear. The human RNase A, Angiogenin, and the yeast RNase T2, Rny1p, generate long tRFs
Application of a New Dehydroascorbic Acid Reducing Agent in the Analysis of Vitamin C Content in Food
A Mazurek, et al.
Molecules (Basel), 26, 6263-6263 (2021)
Tris (3-hydroxypropyl) phosphine (THPP): A mild, air-stable reagent for the rapid, reductive cleavage of small-molecule disulfides.
McNulty J, et al.
Bioorganic & Medicinal Chemistry Letters, 25(19), 4114-4117 (2015)

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