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5 Amino Acids

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AMINO ACIDS

AMINO ACID
• Building blocks of proteins
• Called as zwitterions
• Irregular
• Consists of amino group and
carboxyl group, alpha carbon
and a side chain
PROPERTIES OF AMINO ACIDS
• Soluble in water
• High melting point with ionic properties
• Chiral except glycine
PROPERTIES OF AMINO ACIDS
• Bulky R group exposed on protein’s surface
- define how structure should be made
- define what particular reactions should occur
- α-amino acids
PROPERTIES OF AMINO ACIDS
• D and L optical isomers
- all amino acids in human proteins are of the L-configuration
D – dextrorotatory (clockwise)
L – levorotatory (counterclockwise)
STRUCTURE OF STANDARD AMINO ACIDS
ALKYL

Glycine (Gly, G) Alanine (Ala, A) Valine (Val, V)


STRUCTURE OF STANDARD AMINO ACIDS
ALKYL

Isoleucine (Ile, I) Leucine (Leu, L) Proline (Pro, P)


STRUCTURE OF STANDARD AMINO ACIDS
SULFUR CONTAINING

Cysteine (Cys, C) Methionine (Met, M)


STRUCTURE OF STANDARD AMINO ACIDS
ALCOHOLS

Serine (Ser, S) Threonine (Thr, T)


STRUCTURE OF STANDARD AMINO ACIDS
BASES

Histadine (His, H) Lysine (Lys, K) Arginine (Arg, R)


STRUCTURE OF STANDARD AMINO ACIDS
ACIDS

Aspartic acid (Asp, D) Glutamic acid (Glu, E)


STRUCTURE OF STANDARD AMINO ACIDS
AROMATIC

Tyrosine (Tyr, Y) Phenylalanine (Phe, F) Tryptophan (Trp, W)


STRUCTURE OF STANDARD AMINO ACIDS
AMIDES

Asparagine (Asn, N) Glutamine (Gln, Q)


Essential vs. Non-essential
• Humans can synthesized 11 of the amino acids while the
other 9 must be provided by dietary intake
• Essential amino acids refers to the 9 amino acids that our
body cannot synthesized on its own
• Non-essential amino acids are those that our body can
synthesize
Essential vs. Non-essential
• Essential amino acid must be obtained from the body
• Found in milk and eggs
• Not all found in grains and vegetables
Essential vs. Non-essential
• Essential amino acids:
- Histidine (His) - Phenylalanine (Phe)
- Isoleucine (Ile) - Threonine (Thr)
- Leucine (Leu) - Tryptophan (Trp)
- Lysine (Lys) - Valine (Val)
- Methionine (Met)
Essential vs. Non-essential
Food Source Amino acid Missing
Eggs, milk, meat, fish poultry None
Wheat, rice, oats Lysine
Corn Lysine, Tryptophan
Beans Methionine, Tryptophan
Peas Methionine
Almonds, walnuts Lysine, Tryptophan
Soy Low in methionine
Essential vs. Non-essential
• Non-essential amino acids usually synthesize from glucose
except tyrosine, which is synthesized from phenylalanine
• Transanimation
Essential vs. Non-essential
• Non-essential amino acids:
- Arginine - Tyrosine
- Glutamine - Cysteine
- Glycine - Serine
- Alanine - Aspartic acid
- Asparagine - Glutamic acid
- Proline
Essential Amino acids
Branched-chain amino acid includes valine, isoleucine and
leucine.
- usually used to help make energy for the body
- stimulate the building of protein in muscle and possibly
reduce muscle breakdown
- can be found in food like whey, milk, soy proteins, corn,
meat and etc., can also be taken in supplements
Essential Amino acids
Studies suggest that BCAAs may:
- boost appetite
- ease symptoms of tardive dyskinesia
- ease symptoms of hepatic encephalopathy due to
cirrhosis
- protect from getting liver cancer if you have cirrhosis
- treat certain brain disorder
- improve mental function in people with
phenylketonuria
- lower elevated blood sugar
Essential Amino acids
METHIONINE
- detoxify harmful substances in the body
- birth defects
- found in meat, fish, and dairy products
- too much methionine can cause brain damage and
death
- can increase blood levels of homocysteine
Essential Amino acids
THREONINE
- helps to maintain proper protein balance in the body
- important for the formation of collagen, elastin, and
tooth enamels
- dietary threonine promotes sleep and facilitates sleep
onset
Essential Amino acids
HISTIDINE
- growth, repair of damaged tissues and making blood
cells
- protect nerve cells
- use to make histamine
- may help treat eczema
Essential Amino acids
LYSINE
- plays an essential role in the production of carnitine
- may help reduce anxiety, prevent cold sores, improve
calcium absorption, and promote wound healing
- cancer
- eye health
- diabetes
- blood pressure
Essential Amino acids
PHENYLALANINE
- involved in the production of neurotransmitters
norepinephrine and dopamine
- also helps in production of the pigment melanin
- used in some artificial sweeteners
- decreased appetite
- claimed to boost pain tolerance in premenstrual
syndrome and migraine headaches
Essential Amino acids
TRYPTOPHAN
- body uses tryptophan to help make melatonin and
serotonin
- also needed for normal growth of infants
Non-essential Amino acids
ALANINE
- strengthen the immune system
- helps body to use sugars
- source of energy for muscles and central nervous
system
- used to breakdown tryptophan and vitamin B-6
Non-essential Amino acids
ARGININE
- For some instances, arginine is a conditionally essential
amino acid, especially in such conditions as trauma, burn
injury, small bowel resection and renal failure
- L-arginine administration improves cardiovascular,
pulmonary, immune, and digestive functions
- protect against early stages or cancerogenesis
Non-essential Amino acids
ASPARAGINE
- important in the metabolism of toxic ammonia in the
body through the action of asparagine synthase
- asparagine and glutamine are said to facilitate the
uptake of essential amino acids for protein synthesis
Non-essential Amino acids
ASPARTIC ACID
- helps every cell in the body work
- plays a big role in hormone production and release
- normal nervous system function
Non-essential Amino acids
CYSTEINE
- found in beta-keratin
- important in making collagen
- important for some metabolic function
- order-promoting
Non-essential Amino acids
GLUTAMIC ACID
- helps nerve cells in the brain send and receive
information from other cells
- may be involved in learning and memory
- in skin, glutamic acid helps to keep the skin’s pH intact
Non-essential Amino acids
GLUTAMINE
- body can make enough glutamine but during extreme
stress, our body might need more glutamine
- Important for removing excess ammonia
- helps immune system function and may be needed for
normal brain function and digestion
Non-essential Amino acids
PROLINE
- plays important roles in protein synthesis and structure,
metabolism (particularly the synthesis of arginine,
polyamines, and glutamate via pyrroline-5-carboxylate),
and nutrition, as well as wound healing, antioxidative
reactions, and immune responses.
Non-essential Amino acids
SERINE
- plays a vital role in protein synthesis, cell proliferation,
development, and sphingolipid formation in the central
nervous system
Non-essential Amino acids
TYROSINE
- our body makes tyrosine from another amino acid
called phenylalanine
- an essential component for the production of several
important brain chemicals called neurotransmitters,
including epinephrine, norepinephrine, and dopamine
Amino Acid
In summary…
• amino acids are the building blocks of protein
• we need the 20 amino acids for our body to function
properly
• essential and non-essential

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