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5707-55-1

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5707-55-1 Usage

Uses

Different sources of media describe the Uses of 5707-55-1 differently. You can refer to the following data:
1. Dopal is the reactive metabolite of dopamine (D533780), an endogenous catecholamine with α and β-adrenergic activity.
2. Dopal is a product of Dopamine (CAT# D533780) catabolism by monoamine oxidase and may be further oxidized to 3,?4-?Dihydroxyphenylacetic Acid (CAT# D454250) via aldehyde dehydrogenase. DOPAL can also be reduced to Hydroxy Tyrosol (CAT# H977000) via cytosolic aldehyde or aldose reductase. DOPAL is harmful to nigrostriatal DA terminals and contributes to the profound putamen DA deficiency found in Parkinson''s disease. Cytosolic and mitochondrial aldehyde dehydrogenase (ALDH) isoenzymes deficiency in mice results in increased levels of DOPAL, causing neurodegeneration and motor dysfunction also associated with Parkinson''s disease.

Definition

ChEBI: A phenylacetaldehyde in which the 3 and 4 positions of the phenyl group are substituted by hydroxy groups.

Check Digit Verification of cas no

The CAS Registry Mumber 5707-55-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,7,0 and 7 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 5707-55:
(6*5)+(5*7)+(4*0)+(3*7)+(2*5)+(1*5)=101
101 % 10 = 1
So 5707-55-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H8O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,4-5,10-11H,3H2

5707-55-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,4-dihydroxyphenylacetaldehyde

1.2 Other means of identification

Product number -
Other names 2-(3,4-dihydroxyphenyl)acetaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5707-55-1 SDS

5707-55-1Relevant articles and documents

Assessment of the in vitro and in vivo toxicity of 3,4- dihydroxyphenylacetaldehyde (DOPAL)

Bonnet,Legros,Janin,Dourmap,Costentin

, p. 323 - 331 (2004)

This work was carried out in order to evaluate the in vitro and in vivo toxicity of 3,4-dihydroxyphenylacetaldehyde (DOPAL). This aldehyde is formed from dopamine (DA) by monoamine oxidases (MAO) and is mainly oxidised to 3,4-dihydroxyphenylacetic acid by

The rearrangement of epinephrine.

FELLMAN

, p. 311 - 312 (1958)

-

Transaminase-Mediated Amine Borrowing via Shuttle Biocatalysis

Taday, Freya,Ryan, James,O’Sullivan, Rachel,O’Reilly, Elaine

supporting information, p. 74 - 79 (2022/01/04)

Shuttle catalysis has emerged as a useful methodology for the reversible transfer of small functional groups, such as CO and HCN, and goes far beyond transfer hydrogenation chemistry. While a biocatalytic hydrogen-borrowing methodology is well established, the biocatalytic borrowing of alternative functional groups has not yet been realized. Herein, we present a new concept of amine borrowing via biocatalytic shuttle catalysis, which has no counterpart in chemo-shuttle catalysis and allows efficient intermolecular amine shuttling to generate reactive intermediates in situ. By coupling this dynamic exchange with an irreversible downstream step to displace the reaction equilibrium in the forward direction, high conversion to target products can be achieved. We showcase the potential of this amine-borrowing methodology using a biocatalytic equivalent of both the Knorr-pyrrole synthesis and Pictet-Spengler reaction.

Transaminase-Catalyzed Continuous Synthesis of Biogenic Aldehydes

Contente, Martina L.,Paradisi, Francesca

, p. 2830 - 2833 (2019/08/12)

The physiological role of biogenic aldehydes, such as 3,4-dihydroxyphenylacetaldehyde (DOPAL), has been associated with cardiovascular and neurodegenerative disorders. The availability of these substrates is limited and robust synthetic methodologies would greatly facilitate further biological studies. Herein, a transaminase-mediated single-step process in continuous mode, which leads to excellent product yields (90–95 %), is reported. Coimmobilization of the pyridoxal phosphate (PLP) cofactor eliminated the need for exogenous addition of this reagent without affecting the longevity of the system, delivering a truly self-sufficient process.

One-pot triangular chemoenzymatic cascades for the syntheses of chiral alkaloids from dopamine

Lichman,Lamming,Pesnot,Smith,Hailes,Ward

supporting information, p. 852 - 855 (2015/03/04)

We describe novel chemoenzymatic routes to (S)-benzylisoquinoline and (S)-tetrahydroprotoberberine alkaloids using the enzymes transaminase (TAm) and norcoclaurine synthase (NCS) in a one-pot, one-substrate 'triangular' cascade. Employment of up to two C-

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