640-49-3

Basic information

• Product Name: β-Apocarotenal
• Synonyms: (2E,4E,6E,8E,10E,12E,14E)-15-(2,6,6-Trimethyl-1-cyclohexenyl)-4,9,13-trimethyl-2,4,6,8,10,12,14-pentadecaheptaenal;10'-Apo-β,β-caroten-10'-al;10'-Apo-β,ψ-caroten-10'-al;β-Apo-10'-carotenal
• CAS NO: 640-49-3
• Molecular Formula: C₂₇H₃₆O
• Molecular Weight: 376.57
• Mol File: 640-49-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 534.6°C at 760 mmHg
• Flash Point: 258.4°C
• Appearance: /
• Density: 0.95g/cm³
• Vapor Pressure: 1.67E-11mmHg at 25°C
• Refractive Index: 1.552
• CAS DataBase Reference: β-Apocarotenal(CAS DataBase Reference)
• NIST Chemistry Reference: β-Apocarotenal(640-49-3)
• EPA Substance Registry System: β-Apocarotenal(640-49-3)

Safety Data

• Hazardous Substances Data: 640-49-3(Hazardous Substances Data)

Usage

Uses

10’-Apo-β-carotenal is an antioxidant β-carotene (C184250) derivative that facilitates embryogenesis as a substrate for BCO1-catalyzed retinoid formation.

Definition

ChEBI: An apo carotenoid compound arising from oxidative degradation of the beta,beta-carotene skeleton at the 10'-position.

InChI:InChI=1/C27H36O/c1-22(12-7-8-13-23(2)16-11-21-28)14-9-15-24(3)18-19-26-25(4)17-10-20-27(26,5)6/h7-9,11-16,18-19,21H,10,17,20H2,1-6H3/b8-7+,14-9+,16-11+,19-18+,22-12+,23-13+,24-15+

Upstream product

• 6541-42-0 (2E,4E,6E,8E,10E,12E,14E)-4,9,13-trimethyl-15-(2,6,6-trimethylcyclohex-1-en-1-yl)pentadeca-2,4,6,8,10,12,14-heptaen-1-ol 
• 16910-82-0 15,15'-didehydro-12'-apo-β-caroten-12'-al 
• 16910-83-1 15,15'-didehydro-10'-apo-β-caroten-10'-al 
• 432552-01-7 4,9,13-trimethyl-15-(2,6,6-trimethylcyclohex-1-enyl)pentadeca-2,4,6,8,10,12,14-heptanoic acid ethyl ester 
• 62285-98-7 5-(2,6,6-trimethylcyclohexenyl)-3-methyl-2,4-pentadienyltriphenylphosphonium bromide 
• 1638-05-7 12'-apo-β-caroten-12'-al 
• 5056-17-7 (2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial 
• 7235-40-7 beta-carotene 
• 161023-01-4 β-carotene 
• 69774-12-5 methyl (2E,4E,6E,8E,10E,12E,14E)-4,9,13-trimethyl-15-(2,6,6-trimethylcyclohex-1-en-1-yl)pentadeca-2,4,6,8,10,12,14-heptaenoate 
• 5056-17-7 2,7-dimethyl-2,4,6-octanetriene-1,8-dialdehyde 

Downstream Products

• 17974-57-1 (3E,5E,7E)-6-methyl-8-(2,6,6-trimethyl-1-cyclohexenyl)-3,5,7-octatriene-2-one 
• 432552-03-9 C₃₂H₄₃⁽³⁾HO₂ 
• 432552-02-8 C₂₇H₃₅⁽³⁾HO 

Relevant articles and documents

Synthetic method of beta-apo-8'-carotenoic ethyl ester

The invention relates to the technical field of feed additives, and discloses a synthesis method of beta-apo-8'-carotenoic ethyl ester. According to the invention, beta-apo-8'-carotenoic ethyl ester is synthesized through a route of C10 + C2-> C12, C12 + C15-> C27, and C27 + C3-> C30, wherein in the route, C10 dialdehyde, vinyl ether (R is alkyl), C15 triphenyl phosphonium salt (X is Br or Cl) and ethoxyformyl ethylidene triphenylphosphine which are used as reactants are rich in source and low in cost, Vitamin A with high raw material cost does not need to be used, purification steps in the synthesis process are few, and operation is simple, so that the synthesis route is low in industrialization difficulty, large-scale production is easy to achieve, and the production cost of the beta-apo-8'-carotenoic ethyl ester is reduced.

Kinetics of β-Carotene Oxidation in the Presence of Highly Active Forms of μ-Carbido Diiron(IV) Tetraphenylporphyrinate

Abstract: The oxidative destruction of β-carotene in the presence of highly oxidized forms of μ-carbido-bis[(5,10,15,20-tetraphenyl-21H,23H-porphyrinato)iron(IV)] (1 → 3) or its analog with axially coordinated imidazole (2 → 4) obtained under the action of tert-butyl hydroperoxide tBuOOH was studied by spectrophotometry. It was found that compound 3 is the oxo form of compound 1 singly oxidized at the macrocyclic ligand (π radical cation) under the action of which β-carotene is oxidized with a rate constant k = 3.3 L2 mol–2 s–1. A?conclusion is drawn that short-lived compound 4 has unique EAS and is capable of oxidizing tBuOOH to form O2, which makes it possible to consider it the model of peroxidase. The value of k for the reaction with the participation of β-carotene and compound 4 (k = 10.3 L2 mol–2 s–1) is three times higher than that with the participation of compound 3. If a new portion of β-carotene is added, the process of its oxidative destruction in the presence of compounds 3 or 4 occurs without additives of the dimeric complex and peroxide. A?possible nature of compound 4 is discussed, as well as the influence of N-base in the coordination sphere of the complex on the nature of active intermediates and the rate of β-carotene decomposition.

A Supramolecular Enzyme Mimic That Catalyzes the 15,15′ Double Bond Scission of β,β-Carotene

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