BASIC CELL BIOLOGY
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BASIC CELL BIOLOGY. I CHEMISTRY of LIFE. CLASSIFICATION OF THE ORGANIC COMPOUNDS, FUNCTIONAL GROUPS. CLASSIFICATION OF THE ORGANIC COMPOUNDS, FUNCTIONAL GROUPS. The principles of depicting molecular structure Functional groups typically found in biomolecules
BASIC CELL BIOLOGY
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BASIC CELL BIOLOGY I CHEMISTRY of LIFE CLASSIFICATION OF THE ORGANIC COMPOUNDS, FUNCTIONAL GROUPS
CLASSIFICATION OF THE ORGANIC COMPOUNDS, FUNCTIONAL GROUPS • The principles of depicting molecular structure • Functional groups typically found in biomolecules • Condensation and hydrolysis reactions of organic compounds • Ethers and esters • Alkanes, alkenes, alkynes, aromatic compounds • Alcohols and sugars • Amino acids • Nucleotides
Lecture 4 The principles of depicting molecular structure
Lecture 4 The principles of depicting molecular structure Approaches to depict the molecular structure
Lecture 4 The principles of depicting molecular structure Approaches to depict the molecular structure By taking away a hydrogen atom from the molecule of methane (CH4) a methyl radical is created (CH3-), which has highly reactive, unsaturated valence + = H2C= + =CH2 = H2C=CH2
Lecture 4 The principles of depicting molecular structure Approaches to depict the molecular structure Simplified (schematic) structural formula Structural isomers
Lecture 4 The principles of depicting molecular structure Approaches to depict the molecular structure
Lecture 4 The principles of depicting molecular structure Approaches to depict the molecular structure
Lecture 4 The principles of depicting molecular structure Approaches to depict the molecular structure
Lecture 4 The principles of depicting molecular structure Approaches to depict the molecular structure
Lecture 4 The principles of depicting molecular structure Approaches to depict the molecular structure
Lecture 4 The principles of depicting molecular structure Approaches to depict the molecular structure
Lecture 4 Functional groups The groups of atoms within the molecule which posses distinct chemical properties
Lecture 4 Functional groups The rest of the molecule which is connected to the functional group is denoted by R - (radical)
Lecture 4 Functional groups The presence of the functional groups in the molecule is denoted in their names by specific endings
Lecture 4 Functional groups Functional groups may be involved in chemical reactions
Lecture 4 Functional groups
Lecture 4 Functional groups
Lecture 4 Functional groups Oxidation of the methane Alcohol Aldehyde Acid
Lecture 4 Functional groups One molecule may contain several identical or different functional groups Complex carbonic acids (lactic acid) Polyvalent alcohols - polyols (glycerol)
Lecture 4 Functional groups
Lecture 4 Functional groups
Lecture 4 Functional groups Optical (mirror) symmetry / chirality (+/-) D/L isomers - enantomers The secondary C atom of lactic acid is connected to three different functional groups and to H atom
Lecture 4 Functional groups Functional groups may be involved in chemical reactions • condensation (associatioun which is accompanied by release of water) • hydrolysis (dissocciation by addition of water) R -OH + OH-R R-O-R +H2O R-O-R +H2O R -OH + OH-R
Lecture 4 Functional groups At condensation of two alcohol molecules an ether is formed
Lecture 4 Functional groups At condensation of alcohol and organic acid an esther is formed
Lecture 4 Functional groups At condensation of alcohol and organic acid an esther is formed Methylesther of acetic acid, Methylacetate
Lecture 4 Types of the organic compounds Alcans– the simplest organic molecules, which are formed only by H and C atoms. General chemical composition: CnH2n+2 The simplest alcane: methane: CH4
Lecture 4 Types of the organic compounds Alcane radicals are obtained by taking away one hydrogen atom from the molecule. The names of the radicals are derived by adding the ending -yl to the corresponding names of the alcanes (dodecyl-). STRUCTURAL ISOMERS:
Lecture 4 Types of the organic compounds
Lecture 4 Types of the organic compounds • Alkenes • If two hydrogen atoms are removed from neighbouring carbon atoms in an alcane molecule (dehydration), a double covalent bond may be formed. • Hydrocarbons, which contain one or more double bonds are called alkenes. • Their names are derived from the names of corresponding alcanes by replacing ending -ane with the ending -ene.
Types of the organic compounds Lecture 4 • Alkynes • If four hydrogen atoms are removed from neighbouring carbon atoms in an alcane molecule (dehydration), a triple covalent bond may be formed. • Hydrocarbons, which contain one or more triple bonds are called alkynes. • Their names are derived from the names of corresponding alcanes by replacing ending -ane with the ending -yne. Trivial names are used too, e.g. - ethyne=acetylene.
Lecture 4 Types of the organic compounds Spatial isomers FREE ROTATION AROUND BOND - NO ISOMERS
Lecture 4 Types of the organic compounds Spatial isomers FREE ROTATION AROUND BOND - NO ISOMERS
Lecture 4 Types of the organic compounds Spatial isomers trans- butilene cis- butilene NO ROTATION AROUND DOUBLE BOND - ISOMERS
Lecture 4 Types of the organic compounds • CARBOHYDRATES (SUGARS) General chemical formula (CH2O) = carbon + water. Simple molecules (monomers) – monosaccharides: a chain of 3 – 6 C atoms + one carbonyl (aldehyde-) and several hydroxyl groups. In the result of condensation reactions di-, tri- and poly-saccharides are formed.
Lecture 4 Types of the organic compounds • CARBOHYDRATES (SUGARS)
Lecture 4 Tautomerisation of the carbohydrates a-D-glycopyranose D - glucose b-D-glycopyranose
Tautomerisation of the carbohydrates Lecture 4 b-D-fructofuranose a-D-glycopyranose a-D-2-deoxyribofuranose a-D-ribofuranose 5 C atoms + O atom = pyranose; 4 C atoms + O atoms = furanose (riboses, fructose)
Lecture 4 Types of the organic compounds • AMINO ACIDS ACETIC ACID GLYCINE ( Gly; G)
Lecture 4 Types of the organic compounds • AMINO ACIDS: NON -POLAR Alanine (Ala; A)
Lecture 4 Types of the organic compounds • AMINO ACIDS; NON-POLAR Valine (Val; V) Leucine (Leu; L) Isoleucine (Ile; I)
Lecture 4 Types of the organic compounds • AMINO ACIDS: NON-POLAR Phenylalanine (Phe; F) Typtophan (Trp; W)
Lecture 4 Types of the organic compounds • AMINO ACIDS: NON-POLAR Methionine (Met; M) Proline (Pro; P)
Lecture 4 Types of the organic compounds • AMINO ACIDS: POLAR Serine (Ser; S) Threonine (Thr; T)
Lecture 4 Types of the organic compounds • AMINO ACIDS: POLAR Cysteine (Cys; C) Methionine(Met; M)
Lecture 4 Types of the organic compounds • AMINO ACIDS: POLAR Tyrosine (Tyr; Y) Phenylalanine (Phe; F)
Lecture 4 Types of the organic compounds • AMINO ACIDS: POLAR Asparagine (Asn; N) Glutamine (Gln; Q)
Lecture 4 Types of the organic compounds • AMINO ACIDS: ACIDIC Asparaginic acid (Asp; D) Glutaminic acid (Glu; E)
Lecture 4 Types of the organic compounds • AMINO ACIDS: BASIC Lysine (Lys; K) Arginine (Arg; R)