Carotene: Difference between revisions

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{{Short description|Class of plant pigments involved in photosynthesis and human nutrition}}
[[File:Epsilon-carotene-(R,R).svg|thumb|Epsilon-carotene]]
[[Image:BetaCarotene-3d.png|thumb|350px|right|β-Carotene represented by a 3D molecular diagram]]
[[Image:CarrotDiversityLg.jpg|thumb|right|250px|'''Carotene''' is responsible for the orange color of [[carrots]] and the pigmentation of various fruits, vegetables, and some animals.]]
[[Image:Lesser-flamingos.jpg|right|thumb|250px|Lesser Flamingos in the [[Ngorongoro]] Crater, [[Tanzania]]. Their pink hue comes from carotenoids in their diet, primarily from brine shrimp.]]


[[File:Epsilon-carotene-(R,R).svg|Epsilon-carotene-(R,R)|thumb]]
== '''Introduction''' ==
[[Image:BetaCarotene-3d.png|thumb|350px|right|β-Carotene represented by a 3-dimensional stick diagram]]
'''Carotene''', also known as '''carotin''', is a class of unsaturated hydrocarbons that are responsible for the yellow, orange, and red pigmentation in many plants, fungi, and some animal species. These fat-soluble compounds belong to the carotenoid family and are crucial for photosynthesis in plants and vitamin A production in animals.
[[Image:CarrotDiversityLg.jpg|thumb|right|250px|'''Carotene''' is responsible for the orange colour of [[carrot]]s and the colours of many other fruits and vegetables and even some animals.]]
[[Image:Lesser-flamingos.jpg|right|thumb|250px|Lesser Flamingos in the [[Ngorongoro]] Crater, [[Tanzania]]. The pink colour of wild flamingos is due to Astaxanthin (a carotenoid) they absorb from their diet of Brine shrimp. If fed a carotene-free diet they become white.]]
'''Carotene''' (also known as '''carotin'''), derived from the Latin ''carota'' (referring to the [[carrot]]),<ref>[1]</ref><ref>[2]</ref> encompasses a group of unsaturated hydrocarbon substances characterized by the formula C40Hx. These compounds, which exhibit vibrant hues perceptible to the human eye, play a crucial role in the photosynthetic processes of plants. Interestingly, while plants can synthesize these compounds, animals cannot.


== Molecular Structure ==
Carotenes are synthesized exclusively by plants, algae, and certain bacteria, while animals must obtain them through their diet. They serve multiple biological functions, from acting as antioxidants to being precursors of retinol (vitamin A).


Chemically, carotenes are [[polyunsaturated hydrocarbon]]s made up of 40 carbon atoms, a varying number of hydrogen atoms, and no other elements. They may be terminated by hydrocarbon rings at one or both ends. All carotenes display colors to the human eye, a result of their extensive systems of conjugated double bonds. In essence, carotenes are [[tetraterpenes]], derived biochemically from four 10-carbon terpene units, which are themselves formed from eight 5-carbon isoprene units.<ref name="struct">[Structural Reference]</ref>
== '''Molecular Structure and Types''' ==


These carotenoids are found in two primary forms: [[alpha-carotene]] (α-carotene) and [[beta-carotene]] (β-carotene). Other variants such as gamma-, delta-, epsilon-, and zeta-carotene (γ, δ, ε, and ζ-carotene) also exist. Notably, since they're hydrocarbons and devoid of oxygen, carotenes are fat-soluble and insoluble in water. This distinguishes them from other carotenoids like [[xanthophylls]], which do contain oxygen.
Chemically, carotenes are tetraterpenes composed of 40 carbon atoms, forming long polyunsaturated hydrocarbon chains. They may contain cyclic end groups, but they do not include oxygen atoms, distinguishing them from xanthophylls.


== Dietary Sources ==
The most well-known types of carotenes include:


A variety of foods are rich in carotenes.<ref>[4]</ref> They include:
* '''[[Alpha-carotene]] (α-carotene)'''
* '''[[Beta-carotene]] (β-carotene)''' – The most biologically active form, a precursor to vitamin A.
* '''[[Gamma-carotene]] (γ-carotene)'''
* '''[[Delta-carotene]] (δ-carotene)'''
* '''[[Epsilon-carotene]] (ε-carotene)'''
* '''[[Zeta-carotene]] (ζ-carotene)'''


[[Sweet potatoes]]<ref>[5]</ref>
Beta-carotene is especially significant because it contains two retinyl groups, which can be cleaved in the intestine to form retinol (vitamin A). Carotenes are fat-soluble, meaning they are best absorbed when consumed with dietary fats.
[[Carrots]]<ref>[5]</ref><ref>[6]</ref>
[[Wolfberries]] or goji<ref>[7]</ref>
[[Cantaloupe melon]]<ref>[8]</ref>
[[Mangoes]]<ref>[9]</ref>
[[Apricots]]<ref>[9]</ref>
Persimmon<ref>[6]</ref>
... [shortened for brevity]
Notably, the absorption of carotenes from these foods is enhanced when consumed with fats due to their fat-solubility. Cooking these foods until their cell walls break and release their color also facilitates better absorption. Each 6 μg of dietary β-carotene provides an equivalent of 1 μg of [[retinol]], or 1 RE (Retinol Equivalent). This is tantamount to 3⅓ IU of vitamin A.


== Role in Photosynthesis ==
== '''Dietary Sources of Carotenes''' ==


Carotenes contribute indispensably to [[photosynthesis]] by transmitting the light energy they capture to [[chlorophyll]]. They also play a protective role in plant tissues, absorbing energy from singlet oxygen – a high-energy form of the O2 molecule – that emerges during photosynthesis.
Carotenes are found abundantly in colorful fruits and vegetables, particularly those with red, orange, or yellow hues. Some of the richest dietary sources include:


== Carotene and Vitamin A ==
* '''[[Carrots]]'''
* '''[[Sweet potatoes]]'''
* '''[[Pumpkins]]'''
* '''[[Mangoes]]'''
* '''[[Apricots]]'''
* '''[[Papayas]]'''
* '''[[Cantaloupe]]'''
* '''[[Tomatoes]]'''
* '''[[Spinach]] and other leafy greens'''
* '''[[Bell peppers]]'''
* '''[[Winter squash]]'''
* '''[[Goji berries]]'''


[[β-Carotene]] stands out as it is made up of two retinyl groups. In the human small intestine's mucosa, it is cleaved by β-carotene 15,15'-monooxygenase to produce retinal, a form of [[vitamin A]]. Given that β-Carotene can be stored in body fat and the liver, and later be converted to retinal as required, it functions as a form of vitamin A for humans and certain mammals. Other carotenes, including α-carotene and γ-carotene, possess some vitamin A activity due to their single retinyl group (β-ionone ring). However, not all carotenoids confer vitamin A activity. For instance, lycopene doesn't have any β-ring, thus lacking vitamin A activity, though it may possess antioxidant capabilities.
Carotenes are best absorbed when consumed with dietary fats (such as olive oil or avocado) and when cooked or processed, as cooking breaks down cell walls, enhancing bioavailability.


== Variability Among Animal Species ==
== '''Role in Photosynthesis''' ==


Animal species exhibit significant variations in their ability to convert retinyl (beta-ionone) containing carotenoids to retinals. While carnivores are generally inefficient converters of dietary ionone-containing carotenoids, pure carnivores like [[ferrets]] entirely lack the β-carotene 15,15'-monooxygenase enzyme, making them unable to convert any carotenoids to retinals. In contrast, cats can convert a minuscule amount of β-carotene to retinol, but this is woefully inadequate for their daily retinol requirements.<ref>[3]</ref>
In plants, carotenes play a vital role in photosynthesis, acting as accessory pigments that help in light absorption and energy transfer to chlorophyll. Additionally, they serve as photoprotective agents by:


== See also ==
* Absorbing excess light energy to prevent damage to plant cells.
* Quenching reactive oxygen species (ROS) produced during photosynthesis.
* Enhancing the efficiency of light capture in low-light conditions.
 
== '''Carotenes and Vitamin A Production''' ==
 
Carotenes are provitamin A compounds, meaning they can be converted into retinol (vitamin A) in the body. This process occurs in the small intestine, where the enzyme β-carotene 15,15'-monooxygenase cleaves β-carotene to form two molecules of retinal, which is then reduced to retinol.
 
Not all carotenes exhibit vitamin A activity. The most effective are:
 
* β-Carotene – Converts efficiently to vitamin A.
* α-Carotene and γ-Carotene – Convert to a lesser extent.
* Lycopene (found in tomatoes) does not contribute to vitamin A production but has powerful antioxidant properties.
 
Excess β-carotene is stored in fat tissues and the liver, serving as a reserve for vitamin A production when needed.
 
== '''Carotenes in Animal Pigmentation''' ==
 
Carotenes also contribute to pigmentation in animals, particularly in birds, fish, and crustaceans. Examples include:
 
* Flamingos and salmon – Their pink coloration comes from astaxanthin, a carotenoid found in shrimp and algae.
* Chickens and egg yolks – The yellow pigment in yolks is due to dietary xanthophylls, derived from carotenes.
* Beeswax – Contains carotenoids, giving it a yellow hue.
 
Some animals lack the enzyme needed to convert carotenes to vitamin A, such as cats and ferrets, which require preformed vitamin A from animal sources.
 
== '''Health Benefits of Carotenes''' ==
 
Carotenes provide multiple health benefits due to their antioxidant properties and role as vitamin A precursors. These include:
 
* Supporting vision and eye health – Helps prevent night blindness and macular degeneration.
* Enhancing immune function – Boosts resistance against infections.
* Protecting skin from UV damage – Reduces risk of sunburn and photoaging.
* Reducing oxidative stress – Acts as an antioxidant, neutralizing free radicals.
* Lowering risk of cardiovascular disease – Associated with reduced LDL oxidation.
 
== '''Carotenes and Disease Prevention''' ==
 
Research suggests that diets rich in β-carotene and other carotenoids are linked to:
 
* Lower rates of heart disease – Due to antioxidant effects.
* Reduced cancer risk – Particularly for lung and prostate cancer.
* Improved cognitive function – Protects against age-related neurodegeneration.
 
However, high-dose β-carotene supplementation in smokers has been linked to an increased risk of lung cancer, indicating that carotenoids are most beneficial when obtained from whole foods rather than supplements.
 
== '''See Also''' ==
* '''[[Vitamin A]]'''
* '''[[Chlorophyll]]'''
* '''[[Photosynthesis]]'''
* '''[[Lycopene]]'''
* '''[[Beta-carotene]]'''
 
== '''External Links''' ==
* [https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3720058/ NCBI – Carotenoids and Human Health]
* [https://www.who.int/nutrition/topics/vitamin_a/en/ WHO – Vitamin A and Carotenoids]


* [[Vitamin A]]
* [[Chlorophyll]]
* [[Photosynthesis]]
* [[Lycopene]]
* [[Beta-carotene]]
{{stub}}
{{Plant Pigments}}
{{Plant Pigments}}
{{Carotenoids}}
{{Carotenoids}}
{{vitamins}}
{{Vitamins}}
 
[[Category:Vitamins]]
[[Category:Vitamins]]
[[Category:Food colorings]]
[[Category:Food colorings]]
[[Category:Carotenoids]]
[[Category:Carotenoids]]
[[Category:Hydrocarbons]]
[[Category:Hydrocarbons]]

Latest revision as of 16:43, 19 March 2025

Class of plant pigments involved in photosynthesis and human nutrition


Epsilon-carotene
β-Carotene represented by a 3D molecular diagram
Carotene is responsible for the orange color of carrots and the pigmentation of various fruits, vegetables, and some animals.
Lesser Flamingos in the Ngorongoro Crater, Tanzania. Their pink hue comes from carotenoids in their diet, primarily from brine shrimp.

Introduction[edit]

Carotene, also known as carotin, is a class of unsaturated hydrocarbons that are responsible for the yellow, orange, and red pigmentation in many plants, fungi, and some animal species. These fat-soluble compounds belong to the carotenoid family and are crucial for photosynthesis in plants and vitamin A production in animals.

Carotenes are synthesized exclusively by plants, algae, and certain bacteria, while animals must obtain them through their diet. They serve multiple biological functions, from acting as antioxidants to being precursors of retinol (vitamin A).

Molecular Structure and Types[edit]

Chemically, carotenes are tetraterpenes composed of 40 carbon atoms, forming long polyunsaturated hydrocarbon chains. They may contain cyclic end groups, but they do not include oxygen atoms, distinguishing them from xanthophylls.

The most well-known types of carotenes include:

Beta-carotene is especially significant because it contains two retinyl groups, which can be cleaved in the intestine to form retinol (vitamin A). Carotenes are fat-soluble, meaning they are best absorbed when consumed with dietary fats.

Dietary Sources of Carotenes[edit]

Carotenes are found abundantly in colorful fruits and vegetables, particularly those with red, orange, or yellow hues. Some of the richest dietary sources include:

Carotenes are best absorbed when consumed with dietary fats (such as olive oil or avocado) and when cooked or processed, as cooking breaks down cell walls, enhancing bioavailability.

Role in Photosynthesis[edit]

In plants, carotenes play a vital role in photosynthesis, acting as accessory pigments that help in light absorption and energy transfer to chlorophyll. Additionally, they serve as photoprotective agents by:

  • Absorbing excess light energy to prevent damage to plant cells.
  • Quenching reactive oxygen species (ROS) produced during photosynthesis.
  • Enhancing the efficiency of light capture in low-light conditions.

Carotenes and Vitamin A Production[edit]

Carotenes are provitamin A compounds, meaning they can be converted into retinol (vitamin A) in the body. This process occurs in the small intestine, where the enzyme β-carotene 15,15'-monooxygenase cleaves β-carotene to form two molecules of retinal, which is then reduced to retinol.

Not all carotenes exhibit vitamin A activity. The most effective are:

  • β-Carotene – Converts efficiently to vitamin A.
  • α-Carotene and γ-Carotene – Convert to a lesser extent.
  • Lycopene (found in tomatoes) does not contribute to vitamin A production but has powerful antioxidant properties.

Excess β-carotene is stored in fat tissues and the liver, serving as a reserve for vitamin A production when needed.

Carotenes in Animal Pigmentation[edit]

Carotenes also contribute to pigmentation in animals, particularly in birds, fish, and crustaceans. Examples include:

  • Flamingos and salmon – Their pink coloration comes from astaxanthin, a carotenoid found in shrimp and algae.
  • Chickens and egg yolks – The yellow pigment in yolks is due to dietary xanthophylls, derived from carotenes.
  • Beeswax – Contains carotenoids, giving it a yellow hue.

Some animals lack the enzyme needed to convert carotenes to vitamin A, such as cats and ferrets, which require preformed vitamin A from animal sources.

Health Benefits of Carotenes[edit]

Carotenes provide multiple health benefits due to their antioxidant properties and role as vitamin A precursors. These include:

  • Supporting vision and eye health – Helps prevent night blindness and macular degeneration.
  • Enhancing immune function – Boosts resistance against infections.
  • Protecting skin from UV damage – Reduces risk of sunburn and photoaging.
  • Reducing oxidative stress – Acts as an antioxidant, neutralizing free radicals.
  • Lowering risk of cardiovascular disease – Associated with reduced LDL oxidation.

Carotenes and Disease Prevention[edit]

Research suggests that diets rich in β-carotene and other carotenoids are linked to:

  • Lower rates of heart disease – Due to antioxidant effects.
  • Reduced cancer risk – Particularly for lung and prostate cancer.
  • Improved cognitive function – Protects against age-related neurodegeneration.

However, high-dose β-carotene supplementation in smokers has been linked to an increased risk of lung cancer, indicating that carotenoids are most beneficial when obtained from whole foods rather than supplements.

See Also[edit]

External Links[edit]