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10810

Sigma-Aldrich

trans-β-Apo-8′-carotenal

≥96.0% (UV)

Synonyme(s) :

Apocarotenal

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About This Item

Formule empirique (notation de Hill):
C30H40O
Numéro CAS:
1107-26-2
Poids moléculaire :
416.64
Numéro Beilstein :
2064131
Numéro CE :
214-171-6
Numéro MDL:
MFCD00042626
Code UNSPSC :
12352205
ID de substance PubChem :
57646819
Nomenclature NACRES :
NA.79

Source biologique

synthetic

Niveau de qualité

100

Pureté

≥96.0% (UV)

Forme

powder

Perte

≤0.5% loss on drying, 20 °C (HV)

Pf

137-141 °C

Solubilité

chloroform: 1 mg/mL, clear to very faintly turbid, intense red-orange

Température de stockage

−20°C

Chaîne SMILES 

[H]C(=O)\C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C

InChI

1S/C30H40O/c1-24(13-8-9-14-25(2)16-11-18-27(4)23-31)15-10-17-26(3)20-21-29-28(5)19-12-22-30(29,6)7/h8-11,13-18,20-21,23H,12,19,22H2,1-7H3/b9-8+,15-10+,16-11+,21-20+,24-13+,25-14+,26-17+,27-18+

Clé InChI

DFMMVLFMMAQXHZ-DOKBYWHISA-N

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Application


  • Tackling the challenge of selective analytical clean-up of complex natural extracts: the curious case of chlorophyll removal: This study outlines a methodology for the selective analytical clean-up of complex natural extracts, which can be applied to enhance the purity and stability of trans-β-Apo-8′-carotenal, particularly useful in the context of life science manufacturing and research and development. This approach is crucial for maintaining the integrity of bioactive compounds during synthesis and storage (Bijttebier et al., 2014).

Actions biochimiques/physiologiques

Natural carotenoid that is formed from β-carotene in vivo and is an inducer of cytochrome P450 1A (CYP1A) in rats and in Ah-receptor-responsive mice.

Autres remarques

Internal standard in the detection of citrus carotenoids by reversed-phase HPLC.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Consulter la Bibliothèque de documents

Feng Liu et al.
Proteomics, 6(9), 2673-2692 (2006-04-06)
Hematopoietic stem cells are capable of self-renewal and differentiation into different hematopoietic lineages. To gain a comprehensive understanding of hematopoietic stem/progenitor cells, a systematic proteomic survey of human CD34+ cells collected from human umbilical cord blood was performed, in which
Matthew K Fleshman et al.
Journal of agricultural and food chemistry, 59(9), 4448-4454 (2011-03-23)
Muskmelons, both cantaloupe (Cucumis melo Reticulatus Group) and orange-fleshed honeydew (C. melo Inodorus Group), a cross between orange-fleshed cantaloupe and green-fleshed honeydew, are excellent sources of β-carotene. Although β-carotene from melon is an important dietary antioxidant and precursor of vitamin
S Gradelet et al.
Xenobiotica; the fate of foreign compounds in biological systems, 26(9), 909-919 (1996-09-01)
1. The catalytic activities of several phase I and II xenobiotic-metabolizing enzymes and their immunochemical detection have been investigated in liver microsomes and cytosol of the male rat, which had been fed for 15 days with diets containing 300 mg/kg
P Astorg et al.
Nutrition and cancer, 27(3), 245-249 (1997-01-01)
To determine whether carotenoids can modulate xenobiotic-metabolizing enzymes in mice, catalytic activities of several phase I and phase II enzymes have been measured in liver microsomes and cytosol of male Swiss mice fed diets containing beta-carotene, beta-apo-8'-carotenal, canthaxanthin, or astaxanthin
Emmanuelle Kuntz et al.
Archives of biochemistry and biophysics, 455(1), 48-60 (2006-10-13)
High dose beta-carotene supplementation of smokers was associated with increased lung cancer risk in two intervention trials. It was proposed that generation of apocarotenals in smoke-exposed lungs impaired retinoic acid (RA) signaling, leading to squamous metaplasia and cell proliferation. To
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