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Merck

10810

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
UNSPSC Code:
12352205
NACRES:
NA.79
PubChem Substance ID:
57646819
EC Number:
214-171-6
Beilstein/REAXYS Number:
2064131
MDL number:
MFCD00042626

Key Documents

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Product Name

trans-β-Apo-8′-carotenal, ≥96.0% (UV)

InChI key

DFMMVLFMMAQXHZ-DOKBYWHISA-N

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+

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

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

Quality Level

100

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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

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN9627
BCCN4417
BCCM1165
BCCL8842
BCCK9649

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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
A A Dmitrovskii et al.
Biochemistry. Biokhimiia, 62(7), 787-792 (1997-07-01)
Extracts of rat and rabbit intestinal mucosa were fractionated with ammonium sulfate. The precipitate contained beta-apocarotenoid-14',13'-dioxygenase (ADO) activity. beta-Apo-14'-carotenal was found to be the product of enzymatic cleavage of beta-apo-8'-carotenol. Activities of ADO and beta-carotene-15,15'-dioxygenase (CDO) were detected in the
N N Gessler et al.
Prikladnaia biokhimiia i mikrobiologiia, 38(6), 625-633 (2002-11-27)
Biotransformation of beta-carotene with enzyme preparations isolated from the mycelium of Blakeslea trispora resulted in the formation of its hydroxylated metabolite and apocarotenals, products of oxidative degradation of this compound. By spectral, chromatographic, and chemical properties, the beta-carotene derivative was
Noga, G. and Lenz, F.
Chromatographia, 17, 139-139 (1983)
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
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