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144-68-3

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  • Zeaxanthin Powder 5% 10% Marigold Extract Lutein And Zeaxanthin Capsules

    Cas No: 144-68-3

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144-68-3 Usage

Chemical Properties

Yellow Crystalline Solid

Uses

Different sources of media describe the Uses of 144-68-3 differently. You can refer to the following data:
1. It is one of the two carotenoids contained within the retina
2. It is one of the two carotenoids contained within the retina.

Check Digit Verification of cas no

The CAS Registry Mumber 144-68-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,4 and 4 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 144-68:
(5*1)+(4*4)+(3*4)+(2*6)+(1*8)=53
53 % 10 = 3
So 144-68-3 is a valid CAS Registry Number.
InChI:InChI=1/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-24,35-36,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36-/m1/s1

144-68-3 Well-known Company Product Price

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  • Sigma-Aldrich

  • (14681)  Zeaxanthin  analytical standard

  • 144-68-3

  • 14681-1MG-F

  • 6,048.90CNY

  • Detail

144-68-3SDS

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 zeaxanthin

1.2 Other means of identification

Product number -
Other names all-trans-Zeaxanthin

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:144-68-3 SDS

144-68-3Synthetic route

all-trans lutein
7481-64-3

all-trans lutein

zeaxanthin
144-68-3

zeaxanthin

Conditions
ConditionsYield
With ethanol; sodium ethanolate; benzene at 100 - 110℃;
3,3'-di-keto-β-carotene
14656-56-5, 26543-85-1

3,3'-di-keto-β-carotene

aluminum isopropoxide
555-31-7

aluminum isopropoxide

isopropyl alcohol
67-63-0

isopropyl alcohol

benzene
71-43-2

benzene

zeaxanthin
144-68-3

zeaxanthin

(2E,4E,6E,8E,10E,12E,14E)-15-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal
15486-31-4

(2E,4E,6E,8E,10E,12E,14E)-15-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal

<3-(4-hydroxy-2,2,6-trimethylcyclohexenyl)-1-methyl-2-propen-1-yl>triphenylphosphonium bromide

<3-(4-hydroxy-2,2,6-trimethylcyclohexenyl)-1-methyl-2-propen-1-yl>triphenylphosphonium bromide

zeaxanthin
144-68-3

zeaxanthin

Conditions
ConditionsYield
With potassium hydroxide In isopropyl alcohol at 20℃; for 3h;8.5 mg
zeaxanthin radical cation

zeaxanthin radical cation

zeaxanthin
144-68-3

zeaxanthin

Conditions
ConditionsYield
With TX-100 In water Rate constant; Irradiation;
4',5'-didehydro-4,5'-retro-β,β-carotene-3,3'-dione
116-30-3

4',5'-didehydro-4,5'-retro-β,β-carotene-3,3'-dione

A

zeaxanthin
144-68-3

zeaxanthin

B

lutein
127-40-2

lutein

C

(3R,3'S,6'R)-lutein
89673-72-3

(3R,3'S,6'R)-lutein

Conditions
ConditionsYield
With tellurium; sodium tetrahydroborate In carbon disulfide; ethanol at 40℃; for 0.333333h; Title compound not separated from byproducts;A 24 % Chromat.
B 44 % Chromat.
C 31 % Chromat.
With tellurium; sodium tetrahydroborate In carbon disulfide; ethanol at 40℃; for 0.333333h;A 24 % Chromat.
B 44 % Chromat.
C 31 % Chromat.
lycopene
502-65-8

lycopene

zeaxanthin radical cation

zeaxanthin radical cation

A

zeaxanthin
144-68-3

zeaxanthin

B

lycopene radical cation

lycopene radical cation

Conditions
ConditionsYield
In benzene Rate constant; pulse radiolysis;
all-trans-β-carotenedione-(3,3')

all-trans-β-carotenedione-(3,3')

zeaxanthin
144-68-3

zeaxanthin

Conditions
ConditionsYield
With aluminum isopropoxide; isopropyl alcohol; benzene
(E)-4,9-dimethyl-2,4,6,8,10-dodecapentaene-1,12-dial
53163-53-4

(E)-4,9-dimethyl-2,4,6,8,10-dodecapentaene-1,12-dial

4-triphenylphosphoranylidene-pent-2t(?)-enoic acid methyl ester

4-triphenylphosphoranylidene-pent-2t(?)-enoic acid methyl ester

zeaxanthin
144-68-3

zeaxanthin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 11 mg / aq. KOH / propan-2-ol / 24 h / 20 °C
2: 8.5 mg / aq. KOH / propan-2-ol / 3 h / 20 °C
View Scheme
4-(1,4-dihydroxy-2,2,6-trimethylcyclohexyl)-3-butyn-2-ol
32469-38-8

4-(1,4-dihydroxy-2,2,6-trimethylcyclohexyl)-3-butyn-2-ol

zeaxanthin
144-68-3

zeaxanthin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 3.5 g / lithium aluminium hydride / tetrahydrofuran / 3 h / Heating
2: 2.21 g / CHCl3 / 18 h / 20 °C
3: 11 mg / aq. KOH / propan-2-ol / 24 h / 20 °C
4: 8.5 mg / aq. KOH / propan-2-ol / 3 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: 3.5 g / lithium aluminium hydride / tetrahydrofuran / 3 h / Heating
2: 2.21 g / CHCl3 / 18 h / 20 °C
3: 8.5 mg / aq. KOH / propan-2-ol / 3 h / 20 °C
View Scheme
4-(4-hydroxy-2,2,6-trimethylcyclohexylidene)-3-buten-2-ol
53342-69-1

4-(4-hydroxy-2,2,6-trimethylcyclohexylidene)-3-buten-2-ol

zeaxanthin
144-68-3

zeaxanthin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 2.21 g / CHCl3 / 18 h / 20 °C
2: 11 mg / aq. KOH / propan-2-ol / 24 h / 20 °C
3: 8.5 mg / aq. KOH / propan-2-ol / 3 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: 2.21 g / CHCl3 / 18 h / 20 °C
2: 8.5 mg / aq. KOH / propan-2-ol / 3 h / 20 °C
View Scheme
<3-(4-hydroxy-2,2,6-trimethylcyclohexenyl)-1-methyl-2-propen-1-yl>triphenylphosphonium bromide

<3-(4-hydroxy-2,2,6-trimethylcyclohexenyl)-1-methyl-2-propen-1-yl>triphenylphosphonium bromide

zeaxanthin
144-68-3

zeaxanthin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 11 mg / aq. KOH / propan-2-ol / 24 h / 20 °C
2: 8.5 mg / aq. KOH / propan-2-ol / 3 h / 20 °C
View Scheme

144-68-3Related news

Singlet oxygen triggers chloroplast rupture and cell death in the Zeaxanthin (cas 144-68-3) epoxidase defective mutant aba1 of Arabidopsis thaliana under high light stress09/29/2019

The two Arabidopsis thaliana mutants, aba1 and max4, were previously identified as sharing a number of co-regulated genes with both the flu mutant and Arabidopsis cell suspension cultures exposed to high light (HL). On this basis, we investigated whether aba1 and max4 were generating high amount...detailed

Randomized, double-blind, placebo-controlled study of Zeaxanthin (cas 144-68-3) and visual function in patients with atrophic age-related macular degeneration09/28/2019

The purpose of this study is to evaluate whether dietary supplementation with the carotenoid zeaxanthin (Zx) raises macula pigment optical density (MPOD) and has unique visual benefits for patients with early atrophic macular degeneration having visual symptoms but lower-risk National Institute ...detailed

144-68-3Relevant articles and documents

Chemoenzymatic Synthesis of all-trans-Isomers of Lutein and Zeaxanthin

Kuregyan, A. G.,Oganesyan, E. T.,Pechinsky, S. V.

, p. 1674 - 1679 (2021/11/01)

Abstract: A method for the synthesis of all-trans-isomers of lutein and zeaxanthin has been proposed, which includes the stage of esterification of lutein and zeaxanthin with benzoic acid in the presence of enantioselective lipase Novozyme 435. Further hydrolysis of lutein and zeaxanthin dibenzoates has led to the formation of the initial xanthophylls in the all-trans configuration.

Bidirectional Hiyama–Denmark Cross-Coupling Reactions of Bissilyldeca-1,3,5,7,9-pentaenes for the Synthesis of Symmetrical and Non-Symmetrical Carotenoids

Rivas, Aurea,Pérez-Revenga, Víctor,Alvarez, Rosana,de Lera, Angel R.

, p. 14399 - 14407 (2019/11/03)

The construction of the carotenoid skeleton by Pd-catalyzed Csp2?Csp2 cross-coupling reactions of symmetrical and non-symmetrical 1,10-bissilyldeca-1,3,5,7,9-pentaenes and the corresponding complementary alkenyl iodides has been developed. Reaction conditions for these bidirectional and orthogonal Hiyama–Denmark cross-coupling reactions of bisfunctionalized pentaenes are mild and the carotenoid products preserve the stereochemical information of the corresponding oligoene partners. The carotenoids synthesized in this manner include β,β-carotene and (3R,3′R)-zeaxanthin (symmetrical) as well as 9-cis-β,β-carotene, 7,8-dihydro-β,β-carotene and β-cryptoxanthin (non-symmetrical).

Process or synthesis of (3S)- and (3R)-3-hydroxy-beta-ionone, and their transformation to zeaxanthin and beta-cryptoxanthin

-

Page/Page column 28, (2012/07/27)

Disclosed is a process for the synthesis of (3R)-3-hydroxy-β-ionone and its (3S)-enantiomer in high optical purity from commercially available (rac)-α-ionone. The key intermediate for the synthesis of these hydroxyionones is 3-keto-α-ionone ketal that was prepared from (rac)-α-ionone after protection of this ketone as a 1,3-dioxolane. Reduction of 3-keto-α-ionone ketal followed by deprotection, lead to 3-hydroxy-α-ionone that was transformed into (rac)-3-hydrox-β-ionone by base-catalyzed double bond isomerization in 46% overall yield from (rac)-α-ionone. The racemic mixture of these hydroxyionones was then resolved by enzyme-mediated acylation in 96% ee. (3R)-3-Hydroxy-β-ionone and its (3S)-enantiomer were respectively transformed to (3R)-3-hydroxy-(β-ionylideneethyl)triphenylphosphonium chloride [(3R)-C15-Wittig salt] and its (3S)-enantiomer [(3S)-C15-Wittig salt] according to known procedures. Double Wittig condensation of these Wittig salts with commercial available 2,5- dimethtylocta-2,4,6-triene-1,8-dial provided all 3 stereoisomers of zeaxanthin. Similarly, (3R)-C15-Wittig and its (3S)-enantiomer were each coupled with β-apo-12′-carotenal.

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