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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:
124-64-1
Molecular Weight:
190.56
Beilstein:
3631669
MDL number:
MFCD00031687
UNSPSC Code:
12352101
PubChem Substance ID:
24865276
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

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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
D J Ball et al.
Journal of photochemistry and photobiology. B, Biology, 45(1), 28-35 (1998-11-20)
Three substituted zinc (II) phthalocyanines (one anionic, one cationic and one hydrophobic) have been compared to two clinically used photosensitisers, 5,10,15,20-tetra (m-hydroxyphenyl) chlorin (mTHPC) and polyhaematoporphyrin (PHP), as potential agents for photodynamic therapy (PDT). Oxygen-consumption experiments, performed to follow the
Christian Bayreder et al.
Medical physics, 33(7), 2506-2518 (2006-08-11)
Magnetic resonance (MR)-based polymer gel dosimetry using normoxic polymer gels, represents a new dosimetric method specially suited for high-resolution three-dimensional dosimetric problems. The aim of this study was to investigate the dose response with regard to stability, accuracy, reproducibility, and
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