777854
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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352128
MDL number:
Assay:
≥80%
Form:
liquid
InChI
1S/C9H21O3P/c10-4-1-7-13(8-2-5-11)9-3-6-12/h10-12H,1-9H2
SMILES string
OCCCP(CCCO)CCCO
InChI key
YICAEXQYKBMDNH-UHFFFAOYSA-N
assay
≥80%
form
liquid
reaction suitability
reagent type: reductant
density
1.136 g/mL at 25 °C
Quality Level
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
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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)
Benjamin L Young et al.
International journal of pharmaceutics, 496(2), 421-431 (2015-10-13)
A newly licensed biosimilar product containing infliximab as the active pharmaceutical ingredient has recently been marketed under the brand name Remsima®. We have evaluated the stability of Remsima® diluted in sodium chloride solution and stored in polyolefin bags at 2-8°C
One-Pot Peptide Ligation-Oxidative Cyclization Protocol for the Preparation of Short-/Medium-Size Disulfide Cyclopeptides.
Spengler J, et al.
Organic Letters, 20(14), 4306-4309 (2018)
Designing dendritic polymers containing phosphorus donor ligands and their corresponding transition metal complexes.
Dasgupta M, et al.
Coordination Chemistry Reviews, 233(19), 223-235 (2002)
Suttipong Suttapitugsakul et al.
Molecular bioSystems, 13(12), 2574-2582 (2017-10-12)
Mass spectrometry (MS) has become an increasingly important technique to analyze proteins. In popular bottom-up MS-based proteomics, reduction and alkylation are routine steps to facilitate peptide identification. However, incomplete reactions and side reactions may occur, which compromise the experimental results.
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