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54765

Sigma-Aldrich

γ-Carotene

≥90% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C40H56
CAS Number:
472-93-5
Molecular Weight:
536.87
Beilstein/REAXYS Number:
3226412
UNSPSC Code:
12352202
PubChem Substance ID:
329758057
NACRES:
NA.32

Quality Level

100

assay

≥90% (HPLC)

form

solid

mol wt

536.87 g/mol

λ

in hexane (with 2% dichloromethane)

UV absorption

λ: 458-462 nm Amax

storage temp.

−20°C

SMILES string

CC(/C=C/C1=C(C)CCCC1(C)C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(\C=C\C=C(C)\CCC=C(C)C)C

InChI

1S/C40H56/c1-32(2)18-13-21-35(5)24-15-26-36(6)25-14-22-33(3)19-11-12-20-34(4)23-16-27-37(7)29-30-39-38(8)28-17-31-40(39,9)10/h11-12,14-16,18-20,22-27,29-30H,13,17,21,28,31H2,1-10H3/b12-11+,22-14+,23-16+,26-15+,30-29+,33-19+,34-20+,35-24+,36-25+,37-27+

InChI key

HRQKOYFGHJYEFS-BXOLYSJBSA-N

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General description

Research area: Cell Signaling

Carotenoids are tetraterpene pigments known for displaying a range of colors such as yellow, orange, red, and purple. They are mostly found in photosynthetic bacteria, certain species of archaea and fungi, algae, plants, and animals. γ-Carotene, characterized by its unsubstituted β-ionone rings, serves as a precursor to retinoids and is referred to as pro-vitamin A.

Biochem/physiol Actions

Metabolite in carotenoid biosynthesis and the biosynthesis of plant secondary metabolites.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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P. D. Fraser et al.
Plant physiology, 105(1), 405-413 (1994-05-01)
Tomato (Lycopersicon esculentum Mill. cv Ailsa Craig) fruit, at five stages of development, have been analyzed for their carotenoid and chlorophyll (Chl) contents, in vitro activities of phytoene synthase, phytoene desaturase, and lycopene cyclase, as well as expression of the
Takashi Maoka et al.
Journal of agricultural and food chemistry, 63(5), 1622-1630 (2015-01-31)
Three new oxidative metabolites of lycopenes, (erythro)-lycopene-5,6-diol, (threo)-lycopene-5,6-diol, and 1,16-dehydro-2,6-cyclolycopene-5-ol B, and four new oxidative metabolites of γ-carotenes, 2',6'-cyclo-γ-carotene-1',5'-diol A, 2',6'-cyclo-γ-carotene-1',5'-diol B, (erythro)-γ-carotene-5,6-diol, and (threo)-γ-carotene-5,6-diol, were isolated as minor components from the aril of gac, Momordica cochinchinensis. These structures were
C Schmidt-Dannert et al.
Nature biotechnology, 18(7), 750-753 (2000-07-11)
The burgeoning demand for complex, biologically active molecules for medicine, materials science, consumer products, and agrochemicals is driving efforts to engineer new biosynthetic pathways into microorganisms and plants. We have applied principles of breeding, including mixing genes and modifying catalytic
Triantafyllos Roukas et al.
Applied biochemistry and biotechnology, 175(1), 182-193 (2014-09-25)
The effect of the aeration rate on carotene production from deproteinized hydrolyzed whey by Blakeslea trispora in a bubble column reactor was investigated. Aeration rate significantly affected carotene concentration and morphology of the fungus. Enhanced aeration caused change of the
P Di Mascio et al.
Archives of biochemistry and biophysics, 274(2), 532-538 (1989-11-01)
Lycopene, a biologically occurring carotenoid, exhibits the highest physical quenching rate constant with singlet oxygen (kq = 31 X 10(9) M-1 s-1), and its plasma level is slightly higher than that of beta-carotene (kq = 14 X 10(9) M-1 s-1).
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