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Tryptophan

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Our bodies need food to grow.

Tryptophan-spin.gif
Tryptophan-spin.gif
One kind of food is in meat and milk. It helps us make things in our brain. It helps us sleep well. Can you eat healthy food today?

35 words

Our bodies need special building blocks to stay healthy.

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Tryptophan-spin.gif
One building block is called tryptophan. Humans cannot make it on their own. We must get it from the food we eat.
Tryptophan metabolism.svg
Tryptophan metabolism.svg

You can find it in many foods. It is in milk and eggs. It is also in meat and fish. Some seeds have it too.

Tryptophan helps our bodies do big jobs. It helps make things in our brain. It helps us make a way to sleep. It even helps make a vitamin. This building block is very important for life.

95 words

Tryptophan is a special building block for life.

Tryptophan-spin.gif
Tryptophan-spin.gif
Scientists call it an amino acid. Our bodies use these to make proteins. Proteins are needed to sustain life.

Humans cannot make tryptophan on their own. We must get it from our food. This makes it an essential amino acid. You can find it in many foods. It is in milk, eggs, and meat. It is also in seeds like pumpkin and hemp. Many people think turkey makes you sleepy. But turkey has a normal amount of tryptophan. Other foods in a big meal might cause sleepiness instead.

Tryptophan metabolism.svg
Tryptophan metabolism.svg
Tryptophan helps make important things in the body. It helps make serotonin. Serotonin is a neurotransmitter, which is a chemical that carries messages in the brain. It also helps make melatonin. Melatonin is a hormone that helps us sleep. Tryptophan can even help make vitamin B3, also known as niacin.

Tryptophan biosynthesis (en).svg
Tryptophan biosynthesis (en).svg
Some bacteria can make their own tryptophan. They use a set of steps called biosynthesis. In the past, some bad batches of tryptophan caused sickness. This happened because of tiny bits of dirt in the supply. Now, we know how to keep these products pure.

197 words

Tryptophan is a special building block called an amino acid.

Tryptophan-spin.gif
Tryptophan-spin.gif
Living things use these building blocks to make proteins. Proteins are needed to sustain all life. Tryptophan is a polar molecule with a non-polar aromatic beta carbon substituent. It is one of the less common amino acids found in proteins. However, it plays very important roles whenever it occurs. It can help anchor proteins inside a cell membrane.
Tryptophan-spin.gif
Tryptophan-spin.gif

Tryptophan works by helping to create many important substances. It is a precursor, which means it is a starting material. First, it can be turned into serotonin, a neurotransmitter. Serotonin is a chemical that carries messages in the brain. Next, serotonin can become melatonin, a hormone that helps with sleep. Tryptophan can also be used to make vitamin B3, which is also called niacin. Most of the tryptophan in the body is turned into kynurenine through special enzymes.

Tryptophan metabolism.svg
Tryptophan metabolism.svg

Scientists first isolated tryptophan in 1901. A scientist named Frederick Hopkins reported this discovery. He found it by using enzymes to break down a protein called casein. He recovered about 4 to 8 grams of tryptophan from 600 grams of crude casein. The name comes from the digestive enzyme called trypsin. It was given the one-letter symbol W. This is because its double ring shape looks like the bulky letter W.

Tryptophan-spin.gif
Tryptophan-spin.gif

Humans and many animals cannot make their own tryptophan. This means they must get it from their diet. Because of this, it is called an essential amino acid. You can find it in many foods like chocolate, oats, and milk. It is also in eggs, fish, and poultry. Some people think turkey makes you sleepy because of tryptophan. But turkey has a typical amount of it compared to other meats.

Tryptophan metabolism.svg
Tryptophan metabolism.svg

Plants and tiny bacteria can make their own tryptophan through biosynthesis.

Tryptophan biosynthesis (en).svg
Tryptophan biosynthesis (en).svg
In bacteria, a special system called the trp operon helps manage this. If there is too much tryptophan, a repressor protein stops the process. This is a way for the cell to save energy. In factories, scientists use bacteria like E. coli to make tryptophan. They use fermentation to grow these bacteria for industrial use. This helps provide the tryptophan that people need for food and supplements.
Tryptophan biosynthesis (en).svg
Tryptophan biosynthesis (en).svg

378 words

Tryptophan is a specific type of alpha-amino acid used in the biosynthesis of proteins.

Tryptophan-spin.gif
Tryptophan-spin.gif
Proteins are the fundamental building blocks required to sustain all forms of life. Tryptophan is considered a polar molecule, but it features a non-polar aromatic beta carbon substituent. It is one of the less common amino acids found within proteins. However, it performs vital structural and functional roles whenever it is present. For example, tryptophan and tyrosine residues help anchor membrane proteins within a cell membrane. It is also important for glycan-protein interactions.

Tryptophan serves as a biochemical precursor for several critical substances in the body. A precursor is a starting material that is transformed into something else through chemical reactions. First, it is converted into serotonin, which is a neurotransmitter used to carry messages in the brain. This conversion is performed by the enzyme tryptophan hydroxylase. Next, serotonin can be synthesized into melatonin, a neurohormone, via the enzymes N-acetyltransferase and 5-hydroxyindole-O-methyltransferase.

Tryptophan metabolism.svg
Tryptophan metabolism.svg
Tryptophan can also be used to produce niacin, which is also known as vitamin B3. Most tryptophan, specifically more than 95 percent, is metabolized into a substance called kynurenine.

The metabolism of tryptophan involves several specific enzymatic pathways. The synthesis of kynurenine from tryptophan is handled by two different enzymes. One is indoleamine 2,3-dioxygenase, or IDO, which functions in the brain and the immune system. The other is tryptophan 2,3-dioxygenase, or TDO, which is responsible for synthesis in the liver. Changes in the kynurenine pathway are linked to various psychiatric disorders. These include major depressive disorder, bipolar disorder, and schizophrenia. Additionally, tryptophan is used by plants to synthesize a class of phytohormones known as auxins.

In the world of microbiology, bacteria use a highly regulated system to manage tryptophan levels. This system involves the trp operon, which is a specific segment of DNA. When cellular levels of tryptophan become high, a repressor protein is activated. This protein binds to the trp operon to prevent the transcription of DNA. This DNA is what codes for the enzymes used in tryptophan biosynthesis. This process creates a negative feedback loop to prevent the cell from wasting energy. When levels drop, the transcription of the operon resumes to restore balance.

History shows that tryptophan was first isolated in 1901 by Frederick Hopkins. He recovered the substance from hydrolyzed casein proteins. From 600 grams of crude casein, he was able to recover between 4 and 8 grams of tryptophan. The name is derived from trypsin, a digestive enzyme used in its isolation. It is assigned the one-letter symbol W in scientific notation. This is because its bulky double-ring structure is visually similar to the letter W.

Because humans and many animals cannot synthesize tryptophan internally, it is an essential amino acid. This means it must be obtained through the diet. In 2002, the U.S. Institute of Medicine set a Recommended Dietary Allowance of 5 mg per kilogram of body weight per day for adults. Tryptophan is found in many protein-based foods. It is particularly plentiful in oats, chocolate, milk, and yogurt. It is also found in red meat, eggs, fish, and various seeds like chia and pumpkin seeds.

Tryptophan-spin.gif
Tryptophan-spin.gif

There is a popular belief that eating turkey causes drowsiness due to high tryptophan levels. However, the amount of tryptophan in turkey is actually typical for poultry. The drowsiness might actually result from eating large amounts of carbohydrates with the meal. Ingesting carbohydrates triggers the release of insulin. Insulin stimulates the uptake of branched-chain amino acids into the muscles, but it does not affect tryptophan. This leaves a higher ratio of tryptophan in the bloodstream. This increased ratio allows more tryptophan to cross the blood-brain barrier into the cerebrospinal fluid. Once there, it is converted into serotonin and then into melatonin, which helps regulate sleep cycles.

Industrial production of tryptophan relies on biosynthetic methods. Scientists use the fermentation of indole and serine to create it. This process often uses bacteria such as E. coli, B. subtilis, or C. glutamicum.

Tryptophan biosynthesis (en).svg
Tryptophan biosynthesis (en).svg
These bacteria are sometimes genetically modified to prevent them from reabsorbing aromatic amino acids. This allows for a more efficient harvest of the amino acid. While tryptophan is used in many supplements, users should be aware of potential side effects. These can include nausea, drowsiness, headache, or even involuntary eye movements called nystagmus.

718 words
🖼️ Images & Media (3)
File:Tryptophan-spin.gif
Tryptophan-spin.gif
File:Tryptophan metabolism.svg
Tryptophan metabolism.svg
File:Tryptophan biosynthesis (en).svg
Tryptophan biosynthesis (en).svg
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