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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
Pricing and availability is not currently available.

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).[1][2][3]
  • To synthesize novel symmetric and asymmetric bolaamphiphiles.[4]
  • As an acyl donor for the enzymatic synthesis of sugar alcohol esters.[5]

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)
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)
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
Fulgencio Saura-Calixto et al.
Molecular nutrition & food research, 54(7), 939-946 (2010-01-21)
Proanthocyanidins (PAs) or condensed tannins, a major group of dietary polyphenols, are oligomers and polymers of flavan-3-ol and flavan-3, 4-diols widely distributed in plant foods. Most literature data on PAs' metabolic fate deal with PAs that can be extracted from
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