α-Aminoacids, peptides, proteins презентация

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α-Aminoacids. α-Aminoacids – class of organic compounds, which may be considered as derivatives of carboxylic acids, in which hydrogen atom in position 2 substituted by amino group. Almost all

Слайд 1Zaporizhia State Medical University
Department of organic and bioorganic chemistry
Lecture
α-Aminoacids, peptides, proteins


Слайд 2α-Aminoacids.
α-Aminoacids – class of organic compounds, which may be considered
as

derivatives of carboxylic acids, in which hydrogen atom in position
2 substituted by amino group.

Almost all α-aminoacids, except glycine (2-aminopropanoic acid)
contain asymmetric carbon, it means that optical isomerism is typical
for mentioned class of compounds.


Слайд 3Preparation of α-aminocarboxylic acids.
2. Aminolysis α-halogencarboxylic acids
1. Isolation from native sources.


Слайд 43. Strecker method
Preparation of α-aminocarboxylic acids.


Слайд 5Chemical properties of α-aminocarboxylic acids.
Formation of intramolecular salts
pH of aqueous solutions

≈ 7

Слайд 6Chemical properties of α-aminocarboxylic acids.
Formation of salts.


Слайд 71. Alkylation
2. Acylation
Chemical properties of α-aminocarboxylic acids.
Properties of amino-group.


Слайд 83. Reaction with nitrous acid.
Chemical properties of α-aminocarboxylic acids.
Properties of amino-group.


Слайд 91.Formation of esters.
2. Formation of halogenanhydrides.
Chemical properties of α-aminocarboxylic acids.
Properties of

carboxylic groups.

Слайд 103. Formation of amides.
Chemical properties of α-aminocarboxylic acids.
Properties of carboxylic groups.


Слайд 111. Intramolecular dehydration.
2. Reaction with ninhydrin.
Chemical properties of α-aminocarboxylic acids.
Specific properties.


Слайд 124. Transamination
5. Reaction with с 2,4-dinitrofluorobenzene (Sanger reactive)
Chemical properties of α-aminocarboxylic

acids.
Specific properties.

Слайд 136. Reaction with phenylisothiocyanate (Erdman reaction)
7. Reaction with compounds which contains

carbonyl fragment

Chemical properties of α-aminocarboxylic acids.
Specific properties.


Слайд 148. Formation of complex compound
9. Decarboxylation
Chemical properties of α-aminocarboxylic acids.
Specific properties.


Слайд 151. Protection by benzyloxycarbonyl chloride.
Chemical properties of α-aminocarboxylic acids.
Protection of amino-group

in aminoacids.

Слайд 16Chemical properties of α-aminocarboxylic acids.
Protection of amino-group in aminoacids.
1. Protection by

di-tert-butyl dicarbonate.

Слайд 17Proteinogenic aliphatic α-amino acids.


Слайд 18Proteinogenic aliphatic α-amino acids.


Слайд 19Proteinogenic aliphatic α-amino acids.


Слайд 20Proteinogenic aromatic α-amino acids.


Слайд 21Proteinogenic heterocyclic α-amino acids.


Слайд 22Essential α-aminoacids.


Слайд 23Biologically active compounds – derivatives of α-aminoacids.
histidine
histamine
tryptophan
serotonin
thyroxine
tyrosine


Слайд 24Peptides.
Peptides – polyamides formed by α-aminoacids.


Слайд 25Synthesis of peptides.
Possible products of interaction between two α-aminoacids.
Alanine
Glycine
Ala-Ala
Ala-Gly
Gly-Gly
Gly-Ala


Слайд 26Synthesis of peptides.


Слайд 27Proteins.
Proteins – macromolecular compounds, polypeptides with molecular
weigh more than10000.
Primary structure

– caused by amino acids sequence.

Secondary structure - regularly repeating local structures stabilized
by hydrogen bonds.

Tertiary structure - the spatial relationship of the secondary
structures to one another.

Quaternary structure - the structure formed by several protein
molecules bonded by non-covalent bonds.

Слайд 28Interactions in protein molecules


Слайд 29Thank You for Your attention!


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