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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

Quality Level

100

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
Yuka Matsushita-Ishiodori et al.
Biochemical and biophysical research communications, 359(1), 157-162 (2007-05-29)
Mutations in human spastin (SPG4) cause an autosomal dominant form of hereditary spastic paraplegia. Sequence analysis revealed that spastin contains the AAA (ATPases associated with diverse cellular activities) domain in the C-terminal region. Recently, it was reported that spastin interacts
Frederick Khachik et al.
The Journal of organic chemistry, 74(10), 3875-3885 (2009-04-28)
(3R,3'R,6'R)-lutein (1) is a major dietary carotenoid that is abundant in most fruits and vegetables commonly consumed in the U.S. and that accumulates in the human plasma, major organs, and ocular tissues. Numerous epidemiological and experimental studies have shown that
Relative value of carotenoids as precursors of vitamin A.
K L Simpson
The Proceedings of the Nutrition Society, 42(1), 7-17 (1983-01-01)
A B Barua et al.
The Journal of nutrition, 130(8), 1996-2001 (2000-08-05)
beta-Carotene might be converted oxidatively to vitamin A- active products in animals by the following three possible routes: 1) central cleavage, 2) sequential excentric cleavage or 3) random cleavage. Central cleavage is strongly favored by stoichiometric studies with tissue homogenates
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