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Safety Information

901037

Sigma-Aldrich

N-Acryloyl-L-valine

≥98.0%

Synonym(s):

AVAL

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About This Item

Empirical Formula (Hill Notation):
C8H13NO3
CAS Number:
Molecular Weight:
171.19
MDL number:
UNSPSC Code:
12352209

Assay

≥98.0%

form

liquid

color

colorless to pale yellow

storage temp.

−20°C

InChI

1S/C8H13NO3/c1-4-6(10)9-7(5(2)3)8(11)12/h4-5,7H,1H2,2-3H3,(H,9,10)(H,11,12)

InChI key

UHWCAAMSQLMQKV-UHFFFAOYSA-N

General description

N-Acryloylvaline (AVAL) is an acrylamide-functionalized, amino acid-based monomer. N-Acryloyl derivatives of amino acids are of synthetic interest due to their chirality, ability to self-assemble into higher order structures, and their potential for interpolyelectrolyte stabilization. For example, when copolymerized with N,N-dimethylacrylamide (DMA) and N-isopropylacrylamide (NIPAM) block copolymers were shown to undergo a reversible pH and temperature-induced unimer-to-micelle transition. Once assembled, these micelles can be reversibly crosslinked above the critical micelle temperature via interpolyelectrolyte complexation of the anionic poly(AVAL) segments with cationic polymers.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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New thermal-responsive polymers based on alanine and (meth)acryl amides.
Yu D, et al.
Polym. Chem., 5, 4561-4568 (2014)
Aqueous RAFT Synthesis of Micelle-Forming Amphiphilic Block Copolymers Containing N-Acryloylvaline. Dual Mode, Temperature/pH Responsiveness, and ?Locking? of Micelle Structure through Interpolyelectrolyte Complexation.
Lokitz BS, et al.
Macromolecules, 40(18), 6473-6480 (2007)
Stimuli-responsive ampholytic terpolymers of N-acryloyl-valine, acrylamide, and (3-acrylamidopropyl)trimethylammonium chloride: Synthesis, characterization, and solution properties.
Ezell RG et al.
Journal of Polymer Science Part A: Polymer Chemistry, 44(9), 3125-3139 (2006)

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