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Key Documents

73342

Sigma-Aldrich

β-Carotene 5,6-epoxide

≥85.0% (HPLC)

Sinonimo/i:

(5RS,6RS)-5,6-Epoxy-5,6-dihydro-β,β-carotene

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About This Item

Formula empirica (notazione di Hill):
C40H56O
Numero CAS:
Peso molecolare:
552.87
Codice UNSPSC:
12352202
ID PubChem:
NACRES:
NA.32

Saggio

≥85.0% (HPLC)

Forma fisica

powder

λ

in hexane (with 2% dichloromethane)

Assorbanza UV

λ: 443-447 nm Amax

Temperatura di conservazione

−20°C

Stringa SMILE

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\C23C(C)(C)CCCC2(O3)C)C

InChI

1S/C40H56O/c1-31(19-13-21-33(3)24-25-36-35(5)23-15-27-37(36,6)7)17-11-12-18-32(2)20-14-22-34(4)26-30-40-38(8,9)28-16-29-39(40,10)41-40/h11-14,17-22,24-26,30H,15-16,23,27-29H2,1-10H3/b12-11+,19-13+,20-14+,25-24+,30-26+,31-17+,32-18+,33-21+,34-22+
RVCRIPILOFSMFG-WWSVUWEKSA-N

Descrizione generale

The 5,6-epoxy structure can give rise to a wide variety of carotenoid end-groups with the plausible biosynthetic transformations of the 5,6-epoxy-ß-ring to give diverse structures such as the cyclopentane carotenoids capsanthin and capsorubin, the retro-carotenoids eschscholtz- xanthin and rhodoxanthin, allenic carotenoids like the neoxanthin and fucoxanthin, 5,6-diols like the karpoxanthin and latoxanthin, 3,6-poxides as found in eutreptiellanone and cucurbitaxanthin, the 6-hydroxy-γ-ring structure found in prasinoxanthin and nigroxanthin, as well as the 5,6-seco-5,6-dione-end-group of semi-ß-carotenone.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

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Journal of agricultural and food chemistry, 63(33), 7428-7439 (2015-08-11)
This paper presents an analytical strategy for a large-scale screening of carotenoids in tomato fruits by exploiting the potentialities of the triple quadrupole-linear ion trap hybrid mass spectrometer (QqQLIT). The method involves separation on C30 reversed-phase column and identification by
G Martano et al.
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A validated ultrahigh-performance liquid chromatography method using 1.7 μm core-shell particles is presented for the identification and quantification of β-carotene (BC) and related cleavage products (CPs) in primary cell culture media. Besides BC, apo-4'-, apo-8'-, apo-10'-, and apo-12'-carotenals, as well
Poliana D Gurak et al.
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In this study HPLC-DAD-MS/MS was applied for the identification of compounds derived from (all-E)-β-carotene following epoxidation and oxidative cleavage. The consequences on the CIELAB colour parameters and antioxidant capacity (AC) were also evaluated. Five apocarotenoids, three secocarotenoids, seven Z isomers
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The Journal of biological chemistry, 267(7), 4658-4663 (1992-03-05)
The effect of the partial pressure of oxygen (pO2) on the antioxidant reactions of all-trans-beta, beta-carotene (BC) was investigated in a soybean phosphatidylcholine liposome system. Peroxyl radicals generated by thermolysis of azo-bis(2,4-dimethylvaleronitrile) at 37 degrees C initiated lipid peroxidation. BC
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Tetrahedron, 49, 911-928 (1993)

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