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404861

Sigma-Aldrich

Tetrakis(hydroxymethyl)phosphonium chloride solution

80% in H2O

Synonym(s):

THPC solution

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About This Item

Linear Formula:
(HOCH2)4PCl
CAS Number:
Molecular Weight:
190.56
Beilstein:
3631669
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

form

liquid

concentration

80% in H2O

refractive index

n20/D 1.512

density

1.341 g/mL at 25 °C

SMILES string

[Cl-].OC[P+](CO)(CO)CO

InChI

1S/C4H12O4P.ClH/c5-1-9(2-6,3-7)4-8;/h5-8H,1-4H2;1H/q+1;/p-1

InChI key

AKXUUJCMWZFYMV-UHFFFAOYSA-M

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Application

Tetrakis(hydroxymethyl)phosphonium chloride solution (80% in H2O) has been used as a reducing agent and stabilizing ligand for the synthesis of gold nanoparticles (AuNPs) from gold(III) chloride trihydrate (HAuCl4.3H2O). It is a tetra-functional, amine-reactive, aqueous crosslinker that can be used for tuning the properties of protein-based hydrogels for 3D cell encapsulation applications.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Met. Corr. 1 - Repr. 1B - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Facile preparation of water-soluble fluorescent gold nanoclusters for cellular imaging applications.
Shang L, et al.
Nanoscale, 3(5), 2009-2014 (2011)
Beyond gold: rediscovering tetrakis-(hydroxymethyl)-phosphonium chloride (THPC) as an effective agent for the synthesis of ultra-small noble metal nanoparticles and Pt-containing nanoalloys
Hueso J L, et al.
Royal Society of Chemistry Advances, 3(26), 10427-10433 (2013)
Cindy Chung et al.
Biomacromolecules, 13(12), 3912-3916 (2012-11-16)
Native tissues provide cells with complex, three-dimensional (3D) environments comprised of hydrated networks of extracellular matrix proteins and sugars. By mimicking the dimensionality of native tissue while deconstructing the effects of environmental parameters, protein-based hydrogels serve as attractive, in vitro
Tobias Kiesslich et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 9(5), 734-743 (2010-04-02)
Photodynamic therapy (PDT) using Photofrin and, recently, Foscan has gained broad acceptance for palliative treatment of non-resectable cholangiocarcinoma (CC). No information, however, is available whether the phenotype of CC tumour cells has an effect on the efficiency of the treatment.
Baris Karakullukcu et al.
Journal of biophotonics, 4(10), 740-751 (2011-08-24)
The objective quantitative monitoring of light, oxygen, and photosensitizer is challenging in clinical photodynamic therapy settings. We have previously developed fluorescence differential path-length spectroscopy (FDPS), a technique that utilizes reflectance spectroscopy to monitor microvascular oxygen saturation, blood volume fraction, and

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