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(3E,5E)-2-oxo-6-phenylhexa-3,5-dienoic acid, also known as DHICA and 5,6-dihydroxyindole-2-carboxylic acid, is an organic compound that is derived from the amino acid tyrosine. It is a melanin precursor and serves as an important intermediate in the biosynthesis of eumelanin, which is the dark pigment responsible for the color of skin, hair, and eyes. DHICA has garnered interest due to its potential antioxidant properties and its role in protecting against UV radiation damage. Additionally, it is being explored for its applications in cosmetics and pharmaceuticals, particularly for its ability to regulate pigmentation and as a potential treatment for skin conditions such as vitiligo and melanoma.

4403-24-1

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4403-24-1 Usage

Uses

Used in Cosmetic Industry:
(3E,5E)-2-oxo-6-phenylhexa-3,5-dienoic acid is used as a pigment-regulating agent for its ability to influence melanin production, which can help in developing products that address pigmentation issues and enhance the appearance of the skin.
Used in Pharmaceutical Industry:
(3E,5E)-2-oxo-6-phenylhexa-3,5-dienoic acid is used as a potential treatment for skin conditions such as vitiligo and melanoma, due to its role in melanin biosynthesis and its potential antioxidant and UV radiation protective properties.
Used in Antioxidant Formulations:
(3E,5E)-2-oxo-6-phenylhexa-3,5-dienoic acid is used as an antioxidant in various formulations to protect against UV radiation damage, which can be beneficial in skincare products to maintain skin health and prevent premature aging.

Check Digit Verification of cas no

The CAS Registry Mumber 4403-24-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,4,0 and 3 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 4403-24:
(6*4)+(5*4)+(4*0)+(3*3)+(2*2)+(1*4)=61
61 % 10 = 1
So 4403-24-1 is a valid CAS Registry Number.

4403-24-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (3E,5E)-2-oxo-6-phenylhexa-3,5-dienoic acid

1.2 Other means of identification

Product number -
Other names 2-oxo-6-phenyl-3,5-hexadienoic acid

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:4403-24-1 SDS

4403-24-1Relevant academic research and scientific papers

Preparation of optically pure (3E,5E)-alkyl-2-hydroxy-6-arylhexa-3,5-dienoates by Candida parapsilosis ATCC 7330 mediated deracemisation of the racemates

Thangavel, Vaijayanthi,Chadha, Anju

, p. 4126 - 4133 (2007/10/03)

Biocatalytic deracemisation of a range of racemic (3E,5E)-alkyl-2-hydroxy-6-arylhexa-3,5-dienoates using Candida parapsilosis ATCC 7330 resulted in pure (S)-enantiomers in yields of up to 80% and ee>99%.

Polyfunctional (R)-2-Hydroxycarboxylic Acids by Reduction of 2-Oxo Acids with Hydrogen Gas or Formate and Resting Cells of Proteus vulgaris

Schummer, Anita,Yu, Hongtao,Simon, Helmut

, p. 9019 - 9034 (2007/10/02)

Various (R)-2-hydroxy acids such as (R)-2-hydroxy-3-enoic-, 3,5-dienoic-, 4-oxo-, (R,S)-3-hydroxy and some others were prepared on a scale up to 0.12 mol by biocatalytic reduction of the corresponding 2-oxo acids with P. vulgaris and hydrogen gas and/or formate as electron donors.With the exception of the 2-hydroxy-4-oxo acids it could be proved that the enantiomeric excess is >97 percent.For the 4-oxo derivatives this enantiomeric excess can be assumed.The yields of isolated products are high because they were isolated from rather small amounts of biocatalyst and low buffer concentrations.Product concentrations in the range of 0.1- 0.24 M were obtained.For 1 mmol of product formation in 15-20 h about 20-40 mg (dry weight) of P. vulgaris cells are necessary.

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