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H52406

Sigma-Aldrich

3-(4-Hydroxyphenyl)propionic acid

98%

Synonym(s):

3-(p-Hydroxyphenyl)propionic acid, Phloretic acid

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About This Item

Linear Formula:
HOC6H4CH2CH2CO2H
CAS Number:
501-97-3
Molecular Weight:
166.17
Beilstein:
2209841
EC Number:
207-931-3
MDL number:
MFCD00002778
UNSPSC Code:
12352100
PubChem Substance ID:
24895679
NACRES:
NA.22

Quality Level

200

Assay

98%

mp

129-131 °C (lit.)

fluorescence

λex 320 nm; λem 404 nm (buffer, pH 8.6)

SMILES string

OC(=O)CCc1ccc(O)cc1

InChI

1S/C9H10O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-2,4-5,10H,3,6H2,(H,11,12)

InChI key

NMHMNPHRMNGLLB-UHFFFAOYSA-N

Application

3-(4-Hydroxyphenyl)propionic acid can be used:
  • To derive hydrogel based on chitosan, gelatin or poly(ethylene glycol).
  • To synthesize novel symmetric and asymmetric bolaamphiphiles.
  • As an acyl donor for the enzymatic synthesis of sugar alcohol esters.

Storage Class Code

11 - Combustible Solids

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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Certificates of Analysis (COA)

Lot/Batch Number
WXBF3697V
WXBD8328V
WXBD7128V
WXBD6912V
WXBD1936V

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3-(2,4-Dihydroxyphenyl)propionic acid ≥95.0% (HPLC)

Sigma-Aldrich

37870

3-(2,4-Dihydroxyphenyl)propionic acid

Biocatalytic acylation of sugar alcohols by 3-(4-hydroxyphenyl) propionic acid.
Croitoru R, et al.
Process Biochemistry (Oxford, United Kingdom), 47(12), 1894-1902 (2012)
Efficient syntheses of bolaform surfactants from L-rhamnose and/or 3-(4-hydroxyphenyl) propionic acid.
Akong F O and Bouquillon S
Green Chemistry, 17(6), 3290-3300 (2015)
Seon-Min Jeon et al.
Translational research : the journal of laboratory and clinical medicine, 149(1), 15-21 (2007-01-02)
This study was conducted to compare the hypocholesterolemic and antioxidant effects of naringenin (0.02%), and its metabolites, rho-hyproxyphenylpropionic acid (PHPP, 0.012%) and rho-hydroxybenzoic acid (PHB, 0.012%), in 1% cholesterol diet-fed rats. All supplements significantly lowered the plasma total-cholesterol (total-C), triglyceride
Eliana Capecchi et al.
Nanomaterials (Basel, Switzerland), 8(6) (2018-06-20)
Sustainable catalysts for the oxidation of phenol derivatives under environmentally friendly conditions were prepared by the functionalization of lignin nanoparticles with tyrosinase. Lignin, the most abundant polyphenol in nature, is the main byproduct in the pulp and paper manufacturing industry
Tailorable cell culture platforms from enzymatically cross-linked multifunctional poly (ethylene glycol)-based hydrogels.
Menzies D J, et al.
Biomacromolecules, 14(2), 413-423 (2013)
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