3351-86-8 Usage
Description
Fucoxanthin is another important xanthophyll. It is widely found in heterokontophyta, such as brown algae and oceanic microalgae,and is believed be the second-most abundant carotenoid on Earth after β-carotene. Recently, studies on the functionality of fucoxanthin have been increasingly conducted,and fucoxanthin has been shown to possess various beneficial physiological activities.It has various pharmaceutical effects such as anti-tumor, anti-inflammatory, anti-oxidant, anti-obesity effects, protecting nerve cell, increasing the content of ARA(arachidonic acid) and DHA (docosahexaenoic acid) in mice; It is widely used as medicine, skin care and beauty industry, and in the Food supplements market.
Chemical Properties
Fucoxanthin is an orange-colored pigment, along with chlorophylls a and c and β-carotene, present in Chromophyta (Heterokontophyta or Ochrophyta), including brown seaweeds (Phaeophyceae) and diatoms (Bacillariophyta). It is insoluble in water but soluble in organic solvents such as ethanol; it is typically lipid-soluble powder or oil.
Uses
Different sources of media describe the Uses of 3351-86-8 differently. You can refer to the following data:
1. Fucoxanthin is a carotenoid pigment found in fresh brown algae.It can be used as an anti-obesity, anticancer, anti-cholesterol, and anti-diabetic agent and as a food colorant, but it is very unstable. It is easily affected by heating, aerial exposure, and illumination.
2. Fucoxanthin is a carotenoid that occurs naturally in certain algae. It significantly reduces abdominal white adipose tissue (WAT) in mice and rats when included in their diet. Fucoxanthin increases the amount of mitochondrial uncoupling protein 1 (UCP1), a fatty acid-stimulated protein involved in respiration and thermogenesis in WAT of mice and rats. In KK-Ay mice, which are used to model obese type 2 diabetics with hyperinsulinemia, fucoxanthin reduces WAT gain and also decreases blood glucose and plasma insulin levels.
3. Fucoxanthin has been used to study its neuroprotective effects. It has also been used in calibration to identify the most efficient fucoxanthin producing strains of microalgae.
Definition
ChEBI: A natural product found in Sporochnus comosus.
General Description
Fucoxanthin is isolated from brown algae. It has anti-angiogenic, hepatoprotective,?cardiovascular and cerebrovascular protective properties. Fucoxanthin stimulates G1 cell-cycle arrest and apoptosis in cancer cell lines.
Biochem/physiol Actions
Xanthophyll carotenoid pigment extracted from algae. Exhibits anticancer, antioxidant, anti-obesity and anti-inflammatory properties.
Check Digit Verification of cas no
The CAS Registry Mumber 3351-86-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,3,5 and 1 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 3351-86:
(6*3)+(5*3)+(4*5)+(3*1)+(2*8)+(1*6)=78
78 % 10 = 8
So 3351-86-8 is a valid CAS Registry Number.
InChI:InChI=1/C42H60O7/c1-29(18-14-19-31(3)22-23-37-38(6,7)26-35(49-33(5)43)27-40(37,10)46)16-12-13-17-30(2)20-15-21-32(4)36(45)28-42(48)39(8,9)24-34(44)25-41(42,11)47/h12-22,34-35,44,46-48H,24-28H2,1-11H3/b13-12+,18-14+,20-15+,29-16+,30-17+,31-19+,32-21+/t23-,34-,35-,40+,41+,42-/m0/s1
3351-86-8Relevant articles and documents
Application of diphenyl diselenide as a new catalyst for photochemical stereoisomerization of carotenoids
Strand, Aase,Liaaen-Jensen, Synnove
, p. 1263 - 1269 (2007/10/03)
In a comparative study, diphenyl diselenide was shown to be an alternative to iodine as a catalyst for photochemical E/Z isomerization of carotenoids. Suitable conditions for the stereomutation of zeaxanthin, violaxanthin, canlhaxanthin and fucoxanthin are reported. Photochemical allenic isomerization with increased R to S conversion was achieved by employing diphenyl diselenide rather than iodine as the catalyst. Reproducible and expedient artificial light conditions, avoiding insolation (sunlight), are reported. Diphenyl diselenide tolerated the presence of Huenig's base upon stereoisomerization of acid-sensitive carotenoids. Diphenyl ditelluride effected E/Z stereomutation, but no allenic R/S isomerization of fucoxanthin. The presence of base decreased the isomerization rate in the absence of catalyst and may serve to decrease undesirable E/Z stereoisomerization of base-stable carotenoids. Acta Chemica Scandinavica 1998.
Total synthesis of photosynthetic pigment fucoxanthin by use of oxo- metallic catalyst
Yamano,Ito
, p. 410 - 412 (2007/10/02)
The first total synthesis of optically active fucoxanthin 1 has been accomplished via the 8-oxo-compound 7, efficiently prepared by rearrangement of the α-acetylenic alcohol 2 using oxo-metallic catalyst and subsequent iodine catalyzed double bond-shift.
