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Sigma-Aldrich

Lithium phenyl-2,4,6-trimethylbenzoylphosphinate

≥95%

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Synonym(s):
LAP
Empirical Formula (Hill Notation):
C16H16LiO3P
CAS Number:
Molecular Weight:
294.21

Quality Level

Assay

≥95%

form

crystalline powder

color

white to off-white

storage temp.

2-8°C

SMILES string

CC1=C(C(P(C2=CC=CC=C2)(O[Li])=O)=O)C(C)=CC(C)=C1

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storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

2-8°C

form

crystalline powder

form

powder

form

pellets

form

powder

color

white to off-white

color

-

color

-

color

-

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

Application

Lithium phenyl-2,4,6-trimethylbenzoylphosphinate (LAP) is a water soluble, cytocompatible, Type I photoinitiator for use in the polymerization of hydrogels or other polymeric materials. This photoinitator is preferred over Irgacure 2959 for biological applications due to its increased water solubility, increased polymerization rates with 365 nm light, and absorbance at 400 nm allowing for polymerization with visible light. The improved polymerization kinetics enable cell encapsualation at reduced initiator concentration and longer wavelength light, which has been shown to reduce initiator toxicity and increase cell viability.

Features and Benefits

  • Superior water solubility
  • Biocompatible
  • Sensitiveto visible light

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Joshua D McCall et al.
Biomacromolecules, 13(8), 2410-2417 (2012-06-30)
Photoinitiated polymerization remains a robust method for fabrication of hydrogels, as these reactions allow facile spatial and temporal control of gelation and high compatibility for encapsulation of cells and biologics. The chain-growth reaction of macromolecular monomers, such as acrylated PEG
Andrew C Daly et al.
Nature communications, 12(1), 753-753 (2021-02-04)
Cellular models are needed to study human development and disease in vitro, and to screen drugs for toxicity and efficacy. Current approaches are limited in the engineering of functional tissue models with requisite cell densities and heterogeneity to appropriately model
Kavin Kowsari et al.
iScience, 24(11), 103372-103372 (2021-11-27)
To address current unmet needs in terms of scalability and material biocompatibility for future photocrosslinking-based additive manufacturing technologies, emergent platform designs are in inexorable demand. In particular, a shift from the present use of cell-damaging UV light sources in light-based
Zhiguang Qiao et al.
Biomaterials, 266, 120385-120385 (2020-10-30)
Despite significant advances in osteochondral tissue engineering, it remains challenging to successfully reconstruct native-like complex tissues organized in three-dimension with spatially varying compositional, structural and functional properties. In this contribution, inspired by the gradients in extracellular matrix (ECM) composition and
Tiffany Zhang et al.
Scientific reports, 10(1), 15796-15796 (2020-09-27)
Inspired by the interesting natural antimicrobial properties of honey, biohybrid composite materials containing a low-fouling polymer hydrogel network and an encapsulated antimicrobial peroxide-producing enzyme have been developed. These synergistically combine both passive and active mechanisms for reducing microbial bacterial colonization.

Articles

The introduction of LAP and water-dispersible photoinitiator nanoparticles of TPO, enables the development of novel formulations for 3D bioprinting, tissue engineering applications, and device manufacturing.

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Tissue engineering fabricates tissues cultures from scaffolds, living cells, and biologically active molecules by simulating the microenvironment of the body to repair or replace damaged tissue.

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