10810

Sigma-Aldrich

trans-β-Apo-8′-carotenal

≥96.0% (UV)

Synonym(s):
Apocarotenal
Empirical Formula (Hill Notation):
C30H40O
CAS Number:
Molecular Weight:
416.64
Beilstein/REAXYS Number:
2064131
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.79

Quality Level

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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Related Categories

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_code

13 - Non Combustible Solids

WGK Germany

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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...
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...
C Duszka et al.
The Journal of nutrition, 126(10), 2550-2556 (1996-10-01)
The purposes of this study were to determine the location of beta-carotene dioxygenase (EC 1.13.11.21) activity within the rat gastrointestinal tract, within the villus and within enterocytes, and to identify the metabolites produced in each intestinal fraction. In Wistar female...
Florian Ehlers et al.
The journal of physical chemistry. B, 112(51), 16690-16700 (2009-04-16)
The ultrafast excited-state dynamics of the two carbonyl carotenoids 12'-apo-beta-caroten-12'-al (12'C) and 8'-apo-beta-caroten-8'-al (8'C) have been investigated in supercritical (sc) fluids by femtosecond transient absorption spectroscopy. CO2, N2O, and CF3H were employed as solvent media over the pressure range 85-300...
G Drikos et al.
European biophysics journal : EBJ, 16(4), 193-205 (1988-01-01)
During the visual process, light absorption in the 11-cis retinylidene chromophore leads to a rapid cis-trans-isomerization which initiates the phototransduction step. Important spectroscopic properties of this chromophore can be derived from polarized UV-absorption spectra of crystalline 11-cis-retinal if a parallel...

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