H52406
3-(4-Hydroxyphenyl)propionic acid
98%
Synonym(s):
3-(p-Hydroxyphenyl)propionic acid, Phloretic acid
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All Photos(3)
About This Item
Linear Formula:
HOC6H4CH2CH2CO2H
CAS Number:
Molecular Weight:
166.17
Beilstein:
2209841
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
Certificates of Analysis (COA)
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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)
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)
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
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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