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10810

Sigma-Aldrich

trans-β-Apo-8′-carotenal

≥96.0% (UV)

Synonym(s):

Apocarotenal

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About This Item

Empirical Formula (Hill Notation):
C30H40O
CAS Number:
1107-26-2
Molecular Weight:
416.64
Beilstein/REAXYS Number:
2064131
EC Number:
214-171-6
MDL number:
MFCD00042626
UNSPSC Code:
12352205
PubChem Substance ID:
57646819
NACRES:
NA.79

biological source

synthetic

assay

≥96.0% (UV)

form

powder

loss

≤0.5% loss on drying, 20 °C (HV)

mp

137-141 °C

solubility

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

storage temp.

−20°C

SMILES string

[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+

InChI key

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).

Biochem/physiol Actions

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.

Other Notes

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
H T Gordon et al.
Critical reviews in food science and nutrition, 18(1), 59-97 (1982-01-01)
The carotenoids are a chemically related group of pigments which occur widely and abundantly in nature. Fruits, vegetables and vegetable oils, dairy products, leaves, shrimp, lobster, the plumage of exotic birds, all contain carotenoids. Chemically, the carotenoids may be divided
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
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
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
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