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Key Documents

54764

Sigma-Aldrich

Neoxanthin

≥90% (HPLC)

Synonyme(s) :

(3S,3′S,5R,5′R,6R,6′S,9′-cis)-6,7-Didehydro-5′,6′-epoxy-5′,6′-dihydro-β,β-carotene-3,3′,5(6H)-triol, 9′-cis-Neoxanthin

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About This Item

Formule empirique (notation de Hill):
C40H56O4
Numéro CAS:
Poids moléculaire :
600.87
Code UNSPSC :
12352202
Nomenclature NACRES :
NA.32

Niveau de qualité

Pureté

≥90% (HPLC)

Forme

solid

λ

in ethanol

Absorption UV

λ: 435-439 nm Amax

Température de stockage

−20°C

Chaîne SMILES 

C/C(C([H])=[C@]=C1[C@](C)(O)C[C@@H](O)CC1(C)C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(/C=C/[C@@]2(O3)[C@@]3(C)C[C@@H](O)CC2(C)C)C

InChI

1S/C40H56O4/c1-29(17-13-19-31(3)21-22-35-36(5,6)25-33(41)27-38(35,9)43)15-11-12-16-30(2)18-14-20-32(4)23-24-40-37(7,8)26-34(42)28-39(40,10)44-40/h11-21,23-24,33-34,41-43H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,24-23+,29-15+,30-16+,31-19+,32-20+/t22?,33-,34-,38+,39+,40-/m0/s1

Clé InChI

PGYAYSRVSAJXTE-CLONMANBSA-N

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Application

Neoxanthin has been used as a reference standard to determine the phenolic content and antioxidant activity of Phaeodactylum tricornutum extracts by high-performance liquid chromatography (HPLC).

Actions biochimiques/physiologiques

Neoxanthin is an allenic xanthophyll and one of the major carotenoids found in plants such as spinach and barley leaves. A trace amount of this pigment is also found in olive oil. Neoxanthin exists as two geometric isomers such as trans-neoxanthin and 9′-cis-neoxanthin. It acts as a precursor of abscisic acid. It plays a role in photoprotection by providing general antioxidant activity. Neoxanthin exhibits apoptotic and anti-proliferative effects.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

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Les clients ont également consulté

Saniye AkyÄ L et al.
Acta chimica Slovenica, 67(4), 1250-1261 (2021-02-04)
The effect of homogenization, ultrasound and microwave extraction methods and conditions on fucoxanthin content, total phenolic content and antioxidant activity of extracts obtained from Phaeodactylum tricornutum were investigated in this study. The solvent/biomass ratio was the most effective parameter on
Eiichi Kotake-Nara et al.
Cancer letters, 220(1), 75-84 (2005-03-02)
Neoxanthin and fucoxanthin, which have the characteristic structure of 5,6-monoepoxide and an allenic bond, were previously found to reduce the viability of human prostate cancer cells most intensively among 15 dietary carotenoids tested. In the present study, the induction of
Molecular approaches toward targeted cancer therapy with some food plant products: On the role of antioxidants and immune microenvironment
Khuda-Bukhsh A R, et al.
Cancer, 191-202 (2021)
Chiara Giossi et al.
Molecules (Basel, Switzerland), 25(20) (2020-10-15)
Light is a paramount parameter driving photosynthesis. However, excessive irradiance leads to the formation of reactive oxygen species that cause cell damage and hamper the growth of photosynthetic organisms. Xanthophylls are key pigments involved in the photoprotective response of plants
Andrew A Pascal et al.
Nature, 436(7047), 134-137 (2005-07-08)
In order to maximize their use of light energy in photosynthesis, plants have molecules that act as light-harvesting antennae, which collect light quanta and deliver them to the reaction centres, where energy conversion into a chemical form takes place. The

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