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Product FOB Price Min.Order Supply Ability Supplier
Marigold extract Lutein 80% Xanthophyll
Cas No: 127-40-2
USD $ 30.0-30.0 / Kilogram 25 Kilogram 10 Metric Ton/Month Hangzhou Sartort Biopharma Co., Ltd Contact Supplier
High quality of Xanthophyll
Cas No: 127-40-2
USD $ 1.0-1.0 / Metric Ton 1 Metric Ton 1000 Kilogram/Month Career Henan Chemical Co Contact Supplier
Xanthophyll
Cas No: 127-40-2
No Data 1 Gram No Data CHANGZHOU HANGYU PHARMACEUTICAL TECHNOLOGY CO., LTD Contact Supplier
Marigold Extract lutein
Cas No: 127-40-2
USD $ 60.0-60.0 / Kilogram 1 Kilogram 300 Kilogram/Month Greenutra Resource Inc Contact Supplier
High purity factory Supply Marigold Flower Extract
Cas No: 127-40-2
USD $ 10.0-200.0 / Kilogram 1 Kilogram 20 Metric Ton/Month Sinoway Industrial Co., Ltd. Contact Supplier
Xanthophyll
Cas No: 127-40-2
No Data No Data No Data Cartoon Ingredients Co., Ltd Contact Supplier
Xanthophyll Manufacturer/High quality/Best price/In stock
Cas No: 127-40-2
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
High quality Xanthophyll supplier in China
Cas No: 127-40-2
No Data 1 Metric Ton 30 Metric Ton/Month Simagchem Corporation Contact Supplier
High purity 99% xanthophyll from alfalfa
Cas No: 127-40-2
USD $ 1.0-10.0 / Kilogram 1 Kilogram 1000 Kilogram/Month Kono Chem Co.,Ltd Contact Supplier
High purity 99% lutein
Cas No: 127-40-2
USD $ 1.0-3.0 / Metric Ton 1 Metric Ton 10 Metric Ton/Day Hebei yanxi chemical co.,LTD. Contact Supplier

127-40-2 Usage

Carotenoids

Xanthophyll is a type of carotenoid, which belongs to photosynthetic pigments and naturally widely presents in vegetables (such as spinach, kale, broccoli, etc.), flowers, fruits and other plants. It can absorb and transfer light energy to Chlorophyll a at a particular state to convert light energy. It plays a role in protecting chlorophyll. Pure Xanthophyll is a rhombus yellow crystal with metallic luster, and it is unstable when exposed to light and hydrogen, insoluble in water and easily soluble in grease and fatty solvents. It shall be stored in a cool dry place, away from light and air. Xanthophyll is the most important nutritive component in human retina. There is a high concentration of Xanthophyll in macula (central vision) and lens of the eye retina. The human body cannot synthesize Xanthophyll itself, and it must be taken up from food. After breaking through all difficulties, Xanthophyll goes into the lens and macular to perform antioxidant effects, and neutralize harmful free radicals, and filter out the blue light (which is harmful to the eye), and avoid oxidation damage to eyes caused by sunlight. Natural Xanthophyll is an excellent antioxidant, which can prevent cell senescence and body organs aging when added to food with an appropriate amount. It can also prevent eyesight degeneration and blindness that caused by age-related retina macular degeneration, and can also be used as feed additives for staining of poultry meat and eggs, as well as a colorant and dietary supplements in food industry. Carotenoids are the generic terms of an important kind of natural pigments, belonging to compounds. The yellow, orange or red pigments that commonly found in animals, higher plants, fungi, algae and bacteria are mainly β-carotene and a-carotene, hence the name. Since carotene was isolated in the early 19th century, there are more than 600 known carotenoids in nature, of which only about 20 kinds present in the human blood and tissues. Carotenoids that found in human body include d-carotene, P-carotene, cryptoxanthin, xanthophyll, lycopene and zeaxanthin, and they are insoluble in water and soluble in fats and fatty solvents.

Production methods

Xanthophyll is derived from the extraction of pasture or alfalfa, in which chlorophyll was removed through saponification. and then Xanthophyll was purified with a solvent and then desolventized. The solvent used is methanol, ethanol, isopropanol, hexane, acetone, methylene chloride and methyl ethyl ketone, according to the specified rules of FAO/WHO (1997).

Function

Protection of eyesight Xanthophyll plays an important role in protecting the macula of the retina. The absence of Xanthophyll can easily cause macular degeneration and blurred vision, and with the further symptoms of vision degeneration, myopia and so on. Xanthophyll is a precursor of NA, and it can be transformed into VA in the human body. The main physiological function for eyes of Xanthophyll is as antioxidants and light protectors. Optic nerves are non-renewable and highly vulnerable to harmful free radicals, and the antioxidant effects of Xanthophyll can inhibit the formation of harmful free radicals. Xanthophyll can absorb a large number of blue visible lights, which have the close wavelengths to ultraviolet lights and are a kind of harmful lights that can reach the retina and with the largest potential hazardous. Before reaching the sensitive cells of the retina, the light goes through the most heavily gathering area of Xanthophyll. If Xanthophyll is rich now, the damage can be lower to the minimum. Reducing the incidence of cataract Cataract is the major eye disease causing of blindness in the world. Recent studies showed that by increasing the intake of Xanthophyll, the incidence of cataracts can can be reduced. So far, the mechanism is that the lower density of macular pigment is closely related to the higher lens visual density in the elders, and the higher the lens visual density is considered to be a obvious feature of cataract. The antioxidant effect Xanthophyll has strong antioxidant effect, and it can inhibit the activity of reactive oxygen species and prevent its damage to normal cells. Related experiments showed that reactive oxygen species could react with DNA, proteins, lipids, and weaken their physiological functions, and thus cause diseases such as cancer, atherosclerosis, and age-related macular degenerative disorders. Xanthophyll can quench singlet oxygen physically or chemically, thereby protecting the body from injury and enhancing the body's immunity. Retarding atherosclerosis Recent research results showed that Xanthophyll has a retarding effect on early process of atherosclerosis. The main reason is the relationship between the intimal thickness of the main artery blood vessels and the content of Xanthophyll in blood. Low content of Xanthophyll in blood can easily cause thickening of arterial walls. With the increasing content of Xanthophyll, the trend of arterial wall thickening decreases significantly. Meanwhile, the Xanthophyll in arterial wall cells can reduce oxidation of LDL cholesterol. Anticancer effects Several studies have shown that Xanthophyll can inhibit a variety of cancers, such as breast cancer, prostate cancer, colorectal cancer, and skin cancer. According to a recent pharmaceutical research of New York University School, there is a very close relationship between reducing the incidence of breast cancer and the amount of Xanthophyll intake, and the survey found that the incidence of breast cancer in the group with a low intake of Xanthophyll was (2.08-2.21) times higher than the group with a high intake of Xanthophyll. This effect role may be related to indirect immunomodulatory of synergy with other organs and tissues. The study concluded that dietary intake of Xanthophyll can inhibit neoplasms and may even play a role in cancer prevention. It is recommended daily intake of 400 g~600 g fruits and vegetables per capita can make reduce the relative risk of cancer by 50%.

Characteristics

While it is one of the most widespread naturally occurring carotenoid alcohols, it does not possess any vitamin A activity. Xanthophyll is a yellow pigment, which can be isolated from certain natural products, and produced synthetically. Xanthophyll is the major substance causing yolks to have a deeper yellow color. It has no nutritive value. Years ago when chickens ran freely on the farm they ate grass which contains xanthophyll. Modern production units put enough xanthophyll in the ration of chickens to produce a medium-yellow yolk. Feeds that contain large amounts of xanthophylls produce a deep yellow color in the beak, skin, and shank of yellowskinned breeds of chickens. The consumer associates this pigmentation with quality and, in many cases, is willing to pay a premium price for a bird of this type. Also, processors of egg yolks are frequently interested in producing dark-colored yolks to maximize coloration of egg noodles and other food products. The latter can be accomplished by adding about 60 mg of xanthophyll per kilogram of diet. In recognition of these consumer preferences, many producers add ingredients that contain xanthophylls to poultry rations.

Uses

One of the most widespread carotenoid alcohols in nature. Originally isolated from egg yolk, also isolated by chromatography from nettles, algae, and petals of many yellow flowers.

Biotechnological Production

Petals of marigold flowers (Tagetes erecta and Tagetes patula) currently represent the main source of commercial Xanthophyll. More than 95 % of the Xanthophyll is esterified, and about half of this fraction is esterified with fatty acid. Therefore, saponification is a part of the downstream processing. Xanthophyll is supplemented to food and feed for aquaculture and poultry farming. Furthermore, Xanthophyll is suggested to be beneficial for health, for example, to prevent age-related macular degeneration [97] and progression of early atherosclerosis. In algae, Xanthophyll is accumulated in the nonesterified form. The alga Muriellopsis sp. is able to accumulate Xanthophyll up to high levels and is easy to cultivate photoautotrophically. The effects of critical growth and production parameters in outdoor continuous cultures have been investigated. Under optimized conditions, 40 g dry cell mass/m2 and 180 mg/m2 Xanthophyll were produced per day, respectively. Further optimization was performed by introduction of agitation with a paddlewheel in a semicontinuous cultivation system and by CO2 addition. Thus, the Xanthophyll content was increased to 0.4–0.6 % of the dry mass at a productivity level comparable to that in a closed tubular photobioreactor. Beneficial for Xanthophyll synthesis were high temperatures, high irradiance, an optimum pH value for biomass formation, and the addition of inducers such as H2O2 or NaClO in the presence of Fe2+ (for the generation of stress-inducing chemical species), especially under heterotrophic growth conditions where spontaneous oxidative stress is absent.

Which food is Xanthophyll rich?

Xanthophyll is rich in some green vegetables and fruits such as cabbage, spinach, lettuce, green beans and rapes, but chlorophyll, β-carotene and other epoxy carotenoids and oxygen substituted derivatives of carotenoids are also rich in such plants, making is not easy to extract the pure xanthophyll. After long-term searching, people found very high levels of Xanthophyll and zeaxanthin and less impurities of other carotenoids in flowers of marigold, which makes separation and purification easy, thus marigold can be a good source for industrial production of Xanthophyll. In addition, this product and zeaxanthin are also rich in some yellow-orange fruits such as mango, papaya, peaches, and pumpkins. The above information is edited by the Chemicalbook of Cheng Jingmin.

Who needs Xanthophyll supplements?

1. People who use computer for long time 2. People with dry eye syndrome 3. People whose eyes are easily fatigue with tears 4. People with retinal degeneration that caused by degradation of renal function 5. People with high myopia 6. People with degenerative macular area lesions 7. People who received Laser Surgery 8. People with diabetic retinopathy

Agricultural Uses

Xanthophyll is the yellow pigment in leaves containing oxygen and is derived from carotens, which is sometimes absorbed by insects. It is present, for instance, in the skin of caterpillar of cabbage and of white butterfly and in the cocoons of silkworms.

Identification test

Xanthophyll is not dissolve in water, but soluble in hexane. Spectroscopy: The chloroform solution has the maximum absorption at about 445nm. Chloroform solution turns to blue coloration when adding an excess of Cart-Price test solution. Toxicity: not limited by ADII yet (FAO/WHO, 2001).
InChI:InChI=1/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-25,35-37,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35?,36-,37+/m1/s1

127-40-2 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Sigma-Aldrich (07168)  Lutein  analytical standard 127-40-2 07168-1MG 5,434.65CNY Detail
Sigma-Aldrich (07168)  Lutein  analytical standard 127-40-2 07168-5MG 24,710.40CNY Detail
Sigma-Aldrich (79766)  Lutein solution  1 mg/L in ethanol, analytical standard 127-40-2 79766-2.5ML 5,984.55CNY Detail

127-40-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name lutein

1.2 Other means of identification

Product number -
Other names Xanthophyll

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:127-40-2 SDS

127-40-2Synthetic route

marigold oleoresin

marigold oleoresin

lutein
127-40-2

lutein

Conditions
ConditionsYield
Stage #1: marigold oleoresin With INDION 860 In butan-1-ol at 50℃; for 2h;
Stage #2: With sodium hydroxide; tetrabutylammomium bromide In butan-1-ol at 50℃; for 1h; Product distribution / selectivity;
94%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In butan-1-ol at 45 - 50℃; for 0.5h; Product distribution / selectivity;91%
With sodium hydroxide; tetrabutylammomium bromide In butan-1-ol at 45 - 50℃; for 0.5h; Product distribution / selectivity;90%
With potassium hydroxide Product distribution / selectivity;
Stage #1: marigold oleoresin With ion exchange resin In butan-1-ol at 50℃; for 2h;
Stage #2: With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In butan-1-ol at 50℃; for 1h; Product distribution / selectivity;
[(2E,4E)-5-((1R,4R)-4-Acetoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3-methyl-penta-2,4-dienyl]-triphenyl-phosphonium; chloride

[(2E,4E)-5-((1R,4R)-4-Acetoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3-methyl-penta-2,4-dienyl]-triphenyl-phosphonium; chloride

(3R)-3-hydroxy-12′-apo-β-caroten-12'-al

(3R)-3-hydroxy-12′-apo-β-caroten-12'-al

lutein
127-40-2

lutein

Conditions
ConditionsYield
With potassium hydroxide In dichloromethane; water; isopropyl alcohol Ambient temperature;25%
4',5'-didehydro-4,5'-retro-β,β-carotene-3,3'-dione
116-30-3

4',5'-didehydro-4,5'-retro-β,β-carotene-3,3'-dione

A

zeaxanthin
144-68-3

zeaxanthin

B

lutein
127-40-2

lutein

C

(3R,3'S,6'R)-lutein
89673-72-3

(3R,3'S,6'R)-lutein

Conditions
ConditionsYield
With tellurium; sodium tetrahydroborate In carbon disulfide; ethanol at 40℃; for 0.333333h; Title compound not separated from byproducts;A 24 % Chromat.
B 44 % Chromat.
C 31 % Chromat.
With tellurium; sodium tetrahydroborate In carbon disulfide; ethanol at 40℃; for 0.333333h;A 24 % Chromat.
B 44 % Chromat.
C 31 % Chromat.
Acetic acid (1R,4R)-4-((1E,3E)-5-bromo-3-methyl-penta-1,3-dienyl)-3,5,5-trimethyl-cyclohex-2-enyl ester

Acetic acid (1R,4R)-4-((1E,3E)-5-bromo-3-methyl-penta-1,3-dienyl)-3,5,5-trimethyl-cyclohex-2-enyl ester

lutein
127-40-2

lutein

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ethyl acetate / Ambient temperature
2: NaCl / CH2Cl2
3: 25 percent / 50percent KOH / CH2Cl2; H2O; propan-2-ol / Ambient temperature
View Scheme
Acetic acid (1R,4R)-4-((E)-3-hydroxy-3-methyl-penta-1,4-dienyl)-3,5,5-trimethyl-cyclohex-2-enyl ester

Acetic acid (1R,4R)-4-((E)-3-hydroxy-3-methyl-penta-1,4-dienyl)-3,5,5-trimethyl-cyclohex-2-enyl ester

lutein
127-40-2

lutein

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 48percent Bromwasserstoffsaeure / diethyl ether; H2O / -15 - -12 °C
2: ethyl acetate / Ambient temperature
3: NaCl / CH2Cl2
4: 25 percent / 50percent KOH / CH2Cl2; H2O; propan-2-ol / Ambient temperature
View Scheme
[(2E,4E)-5-((1R,4R)-4-Acetoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3-methyl-penta-2,4-dienyl]-triphenyl-phosphonium; bromide

[(2E,4E)-5-((1R,4R)-4-Acetoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3-methyl-penta-2,4-dienyl]-triphenyl-phosphonium; bromide

lutein
127-40-2

lutein

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaCl / CH2Cl2
2: 25 percent / 50percent KOH / CH2Cl2; H2O; propan-2-ol / Ambient temperature
View Scheme
Conditions
ConditionsYield
With potassium hydroxide; water In ethanol at 73 - 75℃; for 0.5h; Product distribution / selectivity;
3,3'-dioxo-trans-α-carotene
28840-13-3, 42507-96-0

3,3'-dioxo-trans-α-carotene

lutein
127-40-2

lutein

Conditions
ConditionsYield
With sodium borohydrid In methanol; dichloromethane
C40H56O2

C40H56O2

lutein
127-40-2

lutein

Conditions
ConditionsYield
In ethyl acetate for 4h; Inert atmosphere; Reflux; optical yield given as %de;0.296 g
(all-E,3R,3'R,6'R)-β,ε-carotene-3,3'-diol 3,3'-diacetate

(all-E,3R,3'R,6'R)-β,ε-carotene-3,3'-diol 3,3'-diacetate

A

(3R,6R,7E,9E,11E)-3-hydroxy-13-apo-α-caroten-13-one

(3R,6R,7E,9E,11E)-3-hydroxy-13-apo-α-caroten-13-one

B

(3R)-3-hydroxy-β-ionone

(3R)-3-hydroxy-β-ionone

C

lutein
127-40-2

lutein

Conditions
ConditionsYield
Stage #1: (all-E,3R,3'R,6'R)-β,ε-carotene-3,3'-diol 3,3'-diacetate With tert.-butylhydroperoxide In water; ethyl acetate at 0℃; Inert atmosphere;
Stage #2: With sodium hypochlorite In water; ethyl acetate at 0 - 20℃; Inert atmosphere;
Stage #3: With methanol; potassium hydroxide In dichloromethane at 20℃; for 2h;
C40H56O2

C40H56O2

lutein
127-40-2

lutein

Conditions
ConditionsYield
In ethyl acetate for 4h; Inert atmosphere; Reflux;
succinic acid anhydride
108-30-5

succinic acid anhydride

lutein
127-40-2

lutein

(3R,3'R,6'R)-β,ε-carotenyl-3,3'-disuccinate
264254-32-2

(3R,3'R,6'R)-β,ε-carotenyl-3,3'-disuccinate

Conditions
ConditionsYield
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 48h;93.09%
With dmap In dichloromethane at 20℃;74%
Stage #1: succinic acid anhydride; lutein With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;
Stage #2: With hydrogenchloride In dichloromethane; water
64%
Conditions
ConditionsYield
With potassium hydroxide In butan-1-ol at 115℃; for 12h; Reagent/catalyst; Solvent; Temperature;92%
With potassium hydroxide In benzyl alcohol at 108 - 110℃; for 18h; Product distribution / selectivity;
With potassium hydroxide; benzyl alcohol In water at 100 - 110℃; for 8 - 18h; Product distribution / selectivity;
Multi-step reaction with 3 steps
1.1: sulfuric acid / propan-1-ol; water / 20 h / Reflux
2.1: tetrahydrofuran; sodium tetrahydroborate; methyl iodide / 2 h / 10 - 20 °C / Inert atmosphere
2.2: 1 h / -10 - 29 °C / Inert atmosphere
2.3: immobilized lipase from Pseudomonas cepacia / 48 h / 20 °C / Inert atmosphere; Enzymatic reaction
3.1: methanol; potassium hydroxide / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
View Scheme
With isomerohydrolase for 48h; Enzymatic reaction;
lutein
127-40-2

lutein

acetic anhydride
108-24-7

acetic anhydride

(all-E,3R,3'R,6'R)-β,ε-carotene-3,3'-diol 3,3'-diacetate

(all-E,3R,3'R,6'R)-β,ε-carotene-3,3'-diol 3,3'-diacetate

Conditions
ConditionsYield
With pyridine In tetrahydrofuran at 45℃; for 6h; Inert atmosphere;89%
With pyridine In tetrahydrofuran at 45℃; Inert atmosphere;89%
With dmap In pyridine at 20℃; for 12h;62%
maleic anhydride
108-31-6

maleic anhydride

lutein
127-40-2

lutein

lutein dimaleic acid ester

lutein dimaleic acid ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 12h; Darkness; Inert atmosphere;86%
lutein
127-40-2

lutein

(1R,2S,5R)-menthyl chloroformate
14602-86-9

(1R,2S,5R)-menthyl chloroformate

C62H92O6

C62H92O6

Conditions
ConditionsYield
With pyridine In tetrahydrofuran at 60 - 65℃;75%
lutein
127-40-2

lutein

acetyl chloride
75-36-5

acetyl chloride

lutein-3,3'-diyl bis(2-chloroacetate)

lutein-3,3'-diyl bis(2-chloroacetate)

Conditions
ConditionsYield
In tetrahydrofuran; pyridine at 20℃;75%
lutein
127-40-2

lutein

(1S)-(-)-camphanic chloride
39637-74-6

(1S)-(-)-camphanic chloride

lutein-3,3'-diyl bis[(-)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate]

lutein-3,3'-diyl bis[(-)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate]

Conditions
ConditionsYield
With dmap In tetrahydrofuran; pyridine; benzene at 50℃;74.5%
lutein
127-40-2

lutein

methyl iodide
74-88-4

methyl iodide

3,3'-dimethoxylutein
1263-56-5, 53779-13-8

3,3'-dimethoxylutein

Conditions
ConditionsYield
With potassium tert-butylate In benzene at 35℃; for 12h;73%
With potassium tert-butylate
formaldehyd
50-00-0

formaldehyd

lutein
127-40-2

lutein

lutein-3,3'-diyl diformate

lutein-3,3'-diyl diformate

Conditions
ConditionsYield
With dmap; acetic anhydride In tetrahydrofuran at 0℃; for 0.833333h;72%
lutein
127-40-2

lutein

thioacetic acid
507-09-5

thioacetic acid

Thioacetic acid S-{(R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((R)-4-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cyclohex-2-enyl} ester
128260-89-9, 128301-46-2

Thioacetic acid S-{(R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((R)-4-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cyclohex-2-enyl} ester

Conditions
ConditionsYield
With zinc(II) chloride In dichloromethane at 25℃; for 1.5h;67%
lutein
127-40-2

lutein

benzoic acid
65-85-0

benzoic acid

β,ε-carotene-3,3'-diyl dibenzoate

β,ε-carotene-3,3'-diyl dibenzoate

Conditions
ConditionsYield
With Novozyme 435 In methanol; toluene at 37℃; for 6h; Darkness; Enzymatic reaction;61%
lutein
127-40-2

lutein

p-Toluic acid
99-94-5

p-Toluic acid

β,ε-carotene-3,3'-diyl di(4-methylbenzoate)

β,ε-carotene-3,3'-diyl di(4-methylbenzoate)

Conditions
ConditionsYield
With Novozyme 435 In methanol; toluene at 37℃; for 6h; Darkness; Enzymatic reaction;60%
nicotinic acid
59-67-6

nicotinic acid

lutein
127-40-2

lutein

β,ε-carotene-3,3'-diyl di(pyridine-3-carboxylate)

β,ε-carotene-3,3'-diyl di(pyridine-3-carboxylate)

Conditions
ConditionsYield
With Novozyme 435 In methanol; toluene at 37℃; for 6h; Darkness; Enzymatic reaction;59%
lutein
127-40-2

lutein

β,ε-carotene-3,3'-diyl di(2-hydroxy-2-phenylethanoate)

β,ε-carotene-3,3'-diyl di(2-hydroxy-2-phenylethanoate)

Conditions
ConditionsYield
With Novozyme 435 In methanol; toluene at 37℃; for 6h; Darkness; Enzymatic reaction;58%
methanol
67-56-1

methanol

lutein
127-40-2

lutein

3-Hydroxy-3'-methoxy-α-carotin
13836-71-0, 23984-54-5, 70267-40-2

3-Hydroxy-3'-methoxy-α-carotin

Conditions
ConditionsYield
With hydrogenchloride
With hydrogenchloride In chloroform
methanol
67-56-1

methanol

lutein
127-40-2

lutein

(R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((1R,4S)-4-Methoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cyclohex-3-enol

(R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((1R,4S)-4-Methoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cyclohex-3-enol

Conditions
ConditionsYield
With hydrogenchloride
lutein
127-40-2

lutein

(6'R)-β,ε-carotene
7488-99-5

(6'R)-β,ε-carotene

Conditions
ConditionsYield
(i) TsCl, Py, (ii) LiAlH4; Multistep reaction;
lutein
127-40-2

lutein

(1R,4R)-3,5,5-Trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-cyclohexa-1,3-dienyl)-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-cyclohex-2-enol
53783-01-0

(1R,4R)-3,5,5-Trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-cyclohexa-1,3-dienyl)-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-cyclohex-2-enol

Conditions
ConditionsYield
With 5-Chloro-1-phenyltetrazole; potassium tert-butylate
lutein
127-40-2

lutein

(3R,6'R)-3-hydroxy-3',4'-didehydro-β,γ-carotene
92760-20-8

(3R,6'R)-3-hydroxy-3',4'-didehydro-β,γ-carotene

Conditions
ConditionsYield
(i) AlCl3, LiAlH4, (ii) aq. MeOH; Multistep reaction;
methanol
67-56-1

methanol

lutein
127-40-2

lutein

A

lutein 3-monosulfate

lutein 3-monosulfate

B

(R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((1S,4S)-4-Methoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cyclohex-3-enol

(R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((1S,4S)-4-Methoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cyclohex-3-enol

C

(R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((1S,4R)-4-Methoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cyclohex-3-enol

(R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((1S,4R)-4-Methoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cyclohex-3-enol

D

Sulfuric acid mono-{(R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((1S,4S)-4-methoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cyclohex-3-enyl} ester

Sulfuric acid mono-{(R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((1S,4S)-4-methoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cyclohex-3-enyl} ester

Conditions
ConditionsYield
With pyridine; sulfur trioxide for 1h; Ambient temperature; Yield given. Yields of byproduct given;
methanol
67-56-1

methanol

lutein
127-40-2

lutein

A

lutein 3-monosulfate

lutein 3-monosulfate

B

(R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((1S,4S)-4-Methoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cyclohex-3-enol

(R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((1S,4S)-4-Methoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cyclohex-3-enol

C

Sulfuric acid mono-{(R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((1S,4R)-4-methoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cyclohex-3-enyl} ester

Sulfuric acid mono-{(R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((1S,4R)-4-methoxy-2,6,6-trimethyl-cyclohex-2-enyl)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cyclohex-3-enyl} ester

Conditions
ConditionsYield
With pyridine; sulfur trioxide for 1h; Ambient temperature; Yield given. Yields of byproduct given;
cis,cis,cis-9,12,15-octadecatrienoyl chloride
59044-29-0

cis,cis,cis-9,12,15-octadecatrienoyl chloride

lutein
127-40-2

lutein

lutein bis-linolenate

lutein bis-linolenate

Conditions
ConditionsYield
With pyridine for 0.166667h; Ambient temperature;
Conditions
ConditionsYield
With potassium hydroxide; formic acid; triphenylphosphine; diethylazodicarboxylate 1.) benzene, 18 h; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;
Conditions
ConditionsYield
With potassium hydroxide; formic acid; triphenylphosphine; diethylazodicarboxylate 1.) benzene, 18 h; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;
lutein
127-40-2

lutein

A

neolutein B <9-cis-lutein>
29414-89-9

neolutein B <9-cis-lutein>

B

(13'Z,3R,3'R,6'R)-lutein
79464-33-8

(13'Z,3R,3'R,6'R)-lutein

C

(9'Z,3R,3'R,6'R)-lutein
79516-56-6

(9'Z,3R,3'R,6'R)-lutein

D

neolutein A <13-cis-lutein>
32449-88-0

neolutein A <13-cis-lutein>

Conditions
ConditionsYield
iodine Irradiation;
In dichloromethane at 30℃; for 2.5h; Kinetics; Solvent; Inert atmosphere; Darkness; Sonication;
lutein
127-40-2

lutein

A

2,3-didehydrolutein
116925-97-4

2,3-didehydrolutein

B

2,3,3',4'-tetradehydro-β,γ-carotene
115376-82-4

2,3,3',4'-tetradehydro-β,γ-carotene

C

2,3,2',3'-tetradehydro-β,β-carotene
42273-19-8

2,3,2',3'-tetradehydro-β,β-carotene

D

(3'R,6'R)-2,3-didehydro-β,ε-caroten-3'-ol
116877-24-8, 117019-20-2

(3'R,6'R)-2,3-didehydro-β,ε-caroten-3'-ol

Conditions
ConditionsYield
With potassium hydroxide; formic acid; triphenylphosphine; diethylazodicarboxylate 1.) benzene, 18 h; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

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