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Key Documents

900889

Sigma-Aldrich

Lithium phenyl-2,4,6-trimethylbenzoylphosphinate

≥95%

Synonym(s):

LAP

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About This Item

Empirical Formula (Hill Notation):
C16H16LiO3P
CAS Number:
Molecular Weight:
294.21
UNSPSC Code:
12352128
NACRES:
NA.23

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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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


Certificates of Analysis (COA)

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Benjamin D Fairbanks et al.
Biomaterials, 30(35), 6702-6707 (2009-09-29)
Due to mild reaction conditions and temporal and spatial control over material formation, photopolymerization has become a valuable technique for the encapsulation of living cells in three dimensional, hydrated, biomimetic materials. For such applications, 2-hydroxy-1-[4-(2-hydroxyethoxy) phenyl]-2-methyl-1-propanone (I2959) is the most
Benjamin D Fairbanks et al.
Macromolecules, 44(8), 2444-2450 (2011-04-23)
Various techniques have been adopted to impart a biological responsiveness to synthetic hydrogels for the delivery of therapeutic agents as well as the study and manipulation of biological processes and tissue development. Such techniques and materials include polyelectrolyte gels that
Zachary M Geisterfer et al.
STAR protocols, 1(3), 100221-100221 (2020-12-31)
Cell-free extract derived from the eggs of the African clawed frog Xenopus laevis is a well-established model system that has been used historically in bulk aliquots. Here, we describe a microfluidic approach for isolating discrete, biologically relevant volumes of cell-free
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

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