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3,4-Dihydroxyphenylethanol

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-D2013

  • Specification : 98%

  • CAS number : 10597-60-1

  • Formula : C8H10O3

  • Molecular Weight : 154.16

  • PUBCHEM ID : 82755

  • Volume : 20mg

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Catalogue Number

BF-D2013

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

-20℃

Molecular Weight

154.16

Appearance

Pale yellow liquid

Botanical Source

Ligustrum lucidum,Plantago asiatica,Euphorbia kansui,Acorus gramineus,Olea europaea

Structure Type

Phenolics

Category

Standards;Natural Pytochemical;API

SMILES

C1=CC(=C(C=C1CCO)O)O

Synonyms

Hydroxytyrosol/4-(2-Hydroxyethyl)-1,2-benzenediol/4-(2-hydroxyethyl)benzene-1,2-diol/3,4-Dihydroxyphenylethanol/3,4-Dihydroxyphenethylalcohol/3,4-Dihydroxyphenethyl Alcohol/1,2-Benzenediol, 4-(2-hydroxyethyl)-/2-(3,4-Dihydroxyphenyl)ethanol/2-(3,4-Dihydroxyphenyl)ethyl Alcohol

IUPAC Name

4-(2-hydroxyethyl)benzene-1,2-diol

Density

1.3±0.1 g/cm3

Solubility

Methanol; DMSO

Flash Point

182.6±18.3 °C

Boiling Point

355.4±27.0 °C at 760 mmHg

Melting Point

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2907290000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:10597-60-1) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

31778305

Abstract

BACKGROUND/AIMS:
Lysophosphatidic acid (LPA) is a phospholipid signal molecule that regulates many cellular processes both physiological and pathological. Moreover, its high plasma concentrations are toxic for several cellular types, including erythrocytes (RBC), as it acts as a pro-thrombotic and pro-atherogenic agent. It is therefore essential to explore the potential protective role of nutrition in protecting cells from the possible toxic effects of high plasma concentrations of LPA by testing bioactive nutrients. In particular, our focus was on hydroxytyrosol (HT), a phenolic antioxidant occurring naturally in virgin olive oil, investigating its possible protective effect in preventing LPA-induced programmed cell death (eryptosis) in human RBC.

METHODS:
Intact RBC were incubated in the presence of 2.5 µM LPA and increasing concentrations of HT. Phosphatidylserine (PS) exposure with cell shrinkage, influx of extracellular calcium (Ca2+), adenosine triphosphate (ATP) and glutathione levels were measured by FACS analysis. In addition, confocal laser scanning microscopy was used to determine RBC morphological alterations, as well as microvesicle formation.

RESULTS:
Our study confirms that LPA-induced eryptosis is characterized by PS exposure at the cell surface, with cell shrinkage and ATP and glutathione depletion; (Ca2+) influx is also a key event that triggers eryptosis. Here we report for the first time that cell co-incubation with LPA and in quantities as low as 0.1 µM HT causes a significant decrease in PS-exposing RBC, in addition to providing significant protection from the decrease in cell volume. Moreover, treatment of RBC with HT counters the influx of extracellular Ca2+ and completely restores ATP and glutathione content at 1 µM. Finally, under the same experimental conditions, HT exerts a protective effect on RBC morphological changes and microvescicle release, completely restoring the typical biconcave shape at 1 µM.

CONCLUSION:
Taken together, the findings reported in this paper point to a novel biological effect for HT in preventing programmed suicidal death in anucleated cells and indicate that prevention from LPA toxic effects may represent an additional mechanism responsible for the health-promoting effect of this dietary phenol which has been claimed, particularly related to cardiovascular diseases.

© Copyright by the Author(s). Published by Cell Physiol Biochem Press.

KEYWORDS

Erythrocytes; Lysophosphatidic acid; Hydroxytyrosol; Phosphatidylserine; Cardiovascular diseases

Title

Hydroxytyrosol Decreases Phosphatidylserine Exposure and Inhibits Suicidal Death Induced by Lysophosphatidic Acid in Human Erythrocytes.

Author

Tortora F1, Notariale R1, Lang F2, Manna C3.

Publish date

2019

PMID

31654977

Abstract

Hydroxytyrosol (HT), which is a polyphenol with a high antioxidant power and many associated health benefits, has been found in wines. Wine yeasts are capable of producing high amounts of the higher alcohol tyrosol, which is the precursor for HT synthesis. We have improved the ability of Saccharomyces cerevisiae to produce HT by heterologously expressing the HpaBC enzyme complex of Escherichia coli, which hydroxylates tyrosol into HT. By overexpressing the hpaB and hpaC genes, we achieved HT titers of 1.15 ± 0.05 mg/L and 4.6 ± 0.9 mg/L in a minimal medium in which either 1 mM tyrosine or 1 mM tyrosol were respectively added. This work demonstrates that the overexpression of HpaBC in yeast is a promising tool to overproduce HT at the expense of endogenous tyrosol through central carbon catabolism flux redirection to tyrosine catabolism.

Copyright © 2019 Elsevier Ltd. All rights reserved.

KEYWORDS

Escherichia coli; Hydroxytyrosol; Polyphenols; Saccharomyces cerevisiae

Title

Overproduction of hydroxytyrosol in Saccharomyces cerevisiae by heterologous overexpression of the Escherichia coli 4-hydroxyphenylacetate 3-monooxygenase.

Author

MuNiz-Calvo S1, Bisquert R1, Puig S1, Guillamon JM2.

Publish date

2020 Mar 5

PMID

31593559

Abstract

BACKGROUND AND AIM:
Cardiovascular diseases (CVDs) are the most frequent causes of death in the world. Inflammation and oxidative damage contribute significantly to the development of atherosclerosis and CVDs. European Food Safety Authority scientific opinion has acknowledged that hydroxytyrosol (3,4-dihydroxyphenylethanol) and derivatives, contained in extra virgin olive oil (EVOO), typically used in Mediterranean diet may play a crucial role in the reduction of the inflammatory pathway and in the prevention of CVDs. The aim of the study was to determine the effect in healthy volunteers of 25 g of phenols-rich EVOO (p-EVOO).

METHODS:
The clinical study was a randomized, controlled trial to determine the acute effect in the postprandial time of 25 g of p-EVOO. We evaluated nutritional status using anthropometric parameters, body composition, serum metabolites, oxidative stress biomarkers and gene expression of eight genes related to oxidative stress and human inflammasome pathways, lasting 2 h after p-EVOO administration. Twenty-two participants resulted as eligible for the study.

RESULTS:
A significant reduction of oxidized LDL, malondialdehyde, triglycerides and visceral adiposity index was highlighted (P < 0.05). Significant upregulation of catalase, superoxide dismutase 1 and upstream transcription factor 1 were observed (P < 0.05).

CONCLUSION:
The current study shows that intake of 25 g of p-EVOO has been able to be modulated, in the postprandial time, the antioxidant profile and the expression of inflammation and oxidative stress-related genes, as superoxide dismutase 1, upstream transcription factor 1 and catalase. We also observed a significant reduction of oxidized LDL, malondialdehyde, triglycerides and visceral adiposity index. We have demonstrated that a daily intake of phenols and antioxidants can reduce the inflammatory pathway and oxidative stress and therefore the risk of atherosclerosis and CVDs. More studies on a larger population are necessary before definitive conclusions can be drawn.Trial registration ClinicalTrials.gov NCT01890070.

Title

Effects of postprandial hydroxytyrosol and derivates on oxidation of LDL, cardiometabolic state and gene expression: a nutrigenomic approach for cardiovascular prevention.

Author

Perrone MA1,2,3, Gualtieri P4, Gratteri S5, Ali W6, Sergi D1, Muscoli S1, Cammarano A4, Bernardini S2,3, Di Renzo L4, Romeo F1.

Publish date

2019 Jul


Description :

Hydroxytyrosol (DOPET) is a phenolic compound drawn from the olive tree and its leaves with anti-oxidant, anti-atherogenic, anti-thrombotic, antimicrobial, anti-inflammatory and anti-tumour effects[1][2].