Author: johnharmer
Introduction to reaction of amino acid
Amino acids are the compounds which contain an amino group and a carboxylic acid group. Amino acids can be represented as
Here R- can be an alkyl, aryl or other group. Amino acids are the building blocks of proteins necessary for living organisms. Alanine, Aspartic acid etc are different amino acids compounds. They can be classified in four groups i.e.
a.) Amino acids with nonpolar R- groups
b.) Amino acids with polar and charged R- groups
c.) Amino acids with positively charged R- groups
d.) Amino acids with negatively charged R- groups
Amino acids also occur as free intermediates. They are as follows:
Preparation of Amino Acids
Amino acids can be prepared in many different ways. It can be prepared by aminolysis of `alpha` - halocarboxylic acid. In this process 2- bromo propoinic acid is reacted with excess of ammonia to get alanine.
Amino acids can also be prepared by the process of Koop synthesis. In this process `alpha`- keto acids are converted to a- amino acids.
Reactions of Amino Acids
Amino acids reactions are generally based on the different groups attached with this acids i.e., carboxyl group, amino and functional groups of the side chain. Amino acids contain both acidic and basic groups, so it can accept and donate protons, so they are called amphoteric.
Amino acids form N- methylene amino acids when it is reacted with formaldehyde.
Effect of heat on `alpha`, `beta` and `gamma` amino acids:
a- amino acids undergo intermolecular dehydration to form diketopiperazines, β- amino acids undergo intramolecular deamination and gives `alpha`, `beta` unsaturated acids whereas `gamma`amino acids gives cyclic amides.
Phosgene reaction
Phosgene reacts with `alpha`-amino acids and forms N-carboxy anhydrides
Esterification
Carboxyl group present in amino acids can be esterified with an alcohol.
Decarboxylation
Reduction of carboxyl group of `alpha`-amino acids are carried out in presence of sodium borohydride which gives an alcohol.
Amino acids + NaBH4 `->` Amino alcohol
Conclusion for the Reaction of Amino Acid
Amino acids are compounds containing an amino group and a carboxylic acid group. They are the building block element for the formation of proteins. Amino acids can be prepared by aminolysis of `alpha`- halocarboxylic acid. Amino acids can also be prepared by the process of Koop synthesis
Amino acids (play /əˈmiːnoʊ/, /əˈmaɪnoʊ/, or /ˈæmɪnoʊ/) are biologically important organic compounds made from amine (-NH2) and carboxylic acid (-COOH) functional groups, along with a side-chain specific to each amino acid. The key elements of an amino acid are carbon, hydrogen, oxygen, and nitrogen. About 500 amino acids are known[1] which can be classified in many ways. Structurally they can be classified according to the functional groups' locations as alpha- (α-), beta- (β-), gamma- (γ-) or delta- (δ-) amino acids; other categories relate to polarity, acid/base/neutral, and side chain group type (including: aliphatic, acyclic, hydroxyl or sulphur-containing, aromatic). In the form of proteins, amino acids comprise the second largest component other than water of human muscles, cells and other tissues.[2] Outside proteins, amino acids also perform critical biological roles including neurotransmitters, transport, and in synthesis.
Amino acids having both the amine and carboxylic acid groups attached to the first, or alpha, carbon atom have particular importance in biochemistry. They are known as 2-, alpha-, or α-amino acids (generic formula H2NCHRCOOH in most cases[3] where R is an organic substituent known as a "side-chain");[4] often the term "amino acid" is used to refer specifically to these. They include the 22 proteinogenic ("protein building") amino acids which combine into peptide chains ("polypeptides") to form the building blocks of a vast array of proteins.[5] These are all L-stereoisomers (left handed isomers) although a few D-amino acids (right handed) occur in bacterial envelopes and some antibiotics.[6][7] 20 of the 22 proteinogenic amino acids are known as "standard" amino acids-those found in human beings and other eukaryotes, and which are encoded directly within the universal genetic code. The 2 exceptions are the "non-standard" or "non-canonical" pyrrolysine — found only in some methanogenic organisms but not humans — and selenocysteine; both of these are encoded via variant codons signaled by mRNA instead.[8][9][10] Codon–tRNA combinations not found in nature can also be used to "expand" the genetic code and create novel proteins known as "alloproteins" incorporating non-proteinogenic amino acids.[11][12][13]
Many important proteinogenic and non-proteinogenic amino acids also play critical non-protein roles within the body. For example the standard glutamic acid (glutamate) and the non-standard gamma-amino acid gamma-amino-butyric acid (GABA) are respectively the brain's main excitatory and inhibitory neurotransmitters,[14] hydroxyproline-a major component of the connective tissue collagen-is synthesised from proline, the standard amino acid glycine is used to synthesise porphyrins used in red blood cells, and the non-standard carnitine is used in lipid transport.
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9 of the 20 standard amino acids are called "essential" amino acids for humans because they cannot be created from other compounds by the human body, and so must be taken in as food. Others may be conditionally essential for some ages or medical conditions. Essential amino acids may also differ between species.[15]
Because of their biological significance, amino acids are important in nutrition and are commonly used in nutritional supplements, fertilizers, and food technology. Industrial uses include the production of biodegradable plastics, drugs, and chiral catalysts.
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