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777854

Sigma-Aldrich

Tris(hydroxypropyl)phosphine

≥80%

Synonym(s):

THPP

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¥1,411.82
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¥6,576.16
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¥10,723.17

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5 G
¥1,411.82
25 G
¥6,576.16
100 G
¥10,723.17

About This Item

Empirical Formula (Hill Notation):
C9H21O3P
CAS Number:
4706-17-6
Molecular Weight:
208.24
MDL number:
MFCD00269835
UNSPSC Code:
12352128
PubChem Substance ID:
329767934
NACRES:
NA.22

¥1,411.82

Please contact Customer Service for Availability
Request a Bulk Order

Quality Level

100

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

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Dextran sulfate sodium salt from Leuconostoc spp. average mol wt 9,000-20,000

D6924

Dextran sulfate sodium salt from Leuconostoc spp.

biological source

(Leuconostoc spp)

biological source

bacterial (Leuconostoc mesenteroides)

biological source

synthetic

biological source

bacterial (Leuconostoc mesenteroides)

Quality Level

100

Quality Level

200

Quality Level

300

Quality Level

200

solubility

H2O: 100 mg/mL, clear, colorless to faintly greenish-yellow

solubility

H2O: 100 mg/mL

solubility

H2O: 100 mg/mL

solubility

H2O: 100 mg/mL

form

powder

form

powder

form

powder

form

powder

storage temp.

room temp

storage temp.

-

storage temp.

-

storage temp.

room temp

useful pH range

6.0-8 (10 g/L)

useful pH range

6.0-8.0 (1% in water)

useful pH range

6.0-8 (10 g/L)

useful pH range

5.5 - 8.0

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.[1]

Application

Tris(hydroxypropyl)phosphine can be used:
  • As a reducing agent in the reduction of dehydroascorbic acid to ascorbic acid[2]
  • In the cleavage of disulfide bonds in small molecules[3]
  • As a catalyst in the conversion of polysulfides[4]

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

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

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    Certificates of Analysis (COA)

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    MKCV9123
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    MKCT3320

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    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
    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
    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)
    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)
    View All Related Papers

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