Introducción a las Macro-moléculas

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    Valencia de los elementos encontrados en molculas orgnicas

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    Figure 4.5

    (a) Length

    Ethane 1-Butene

    (c) Double bond position

    2-ButenePropane

    (b) Branching (d) Presence of rings

    Butane 2-Methylpropane

    (isobutane)Cyclohexane Benzene

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    Ismeros geomtricos

    TransCis

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    Enantiomeros- esteroismeros-ismeros pticos

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    Figure 4.8

    Drug

    Ibuprofen

    Albuterol

    Condition

    Effective

    Enantiomer

    Ineffective

    Enantiomer

    Pain;

    inflammation

    Asthma

    S-Ibuprofen R-Ibuprofen

    R-Albuterol S-Albuterol

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    Grupos funcionales

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    Figure 4.9-a

    STRUCTURE

    CHEMICALGROUP Hydroxyl

    NAME OF

    COMPOUND

    EXAMPLE

    Ethanol

    Alcohols (Their specific names

    usually end in -ol.)

    (may be written HO)

    Carbonyl

    Ketones if the carbonyl group is

    within a carbon skeleton

    Aldehydes if the carbonyl group

    is at the end of the carbon skeleton

    Carboxyl

    Acetic acidAcetone

    Propanal

    Carboxylic acids, or organic acids

    FUNCTIONALPROPERTIES Is polar as a result of theelectrons spending more time

    near the electronegative oxygen

    atom.

    Can form hydrogen bonds with

    water molecules, helping dissolve

    organic compounds such as

    sugars.

    A ketone and an aldehyde may bestructural isomers with different

    properties, as is the case for

    acetone and propanal.

    Ketone and aldehyde groups are

    also found in sugars, giving rise

    to two major groups of sugars:

    ketoses (containing ketone

    groups) and aldoses (containing

    aldehyde groups).

    Found in cells in the ionized form

    with a charge of 1 and called acarboxylate ion.

    Nonionized Ionized

    Acts as an acid; can donate anH+because the covalent bond

    between oxygen and hydrogen

    is so polar:

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    Figure 4.9-b

    Amino Sulfhydryl Phosphate Methyl

    Methylated compoundsOrganic phosphates

    (may bewritten HS)

    ThiolsAmines

    Glycine Cysteine

    Acts as a base; can

    pick up an H+ from the

    surrounding solution

    (water, in living

    organisms):

    Nonionized Ionized

    Found in cells in the

    ionized form with a

    charge of 1+.

    Two sulfhydryl groups can

    react, forming a covalent

    bond. This cross-linking

    helps stabilize protein

    structure.

    Cross-linking of cysteines

    in hair proteins maintains

    the curliness or straightness

    of hair. Straight hair can be

    permanently curled by

    shaping it around curlers

    and then breaking and

    re-forming the cross-linking

    bonds.

    Contributes negative charge to

    the molecule of which it is a part

    (2when at the end of a molecule,

    as above; 1when located

    internally in a chain of

    phosphates). Molecules containing phosphate

    groups have the potential to react

    with water, releasing energy.

    Arrangement of methyl

    groups in male and femalesex hormones affects their

    shape and function.

    Addition of a methyl group

    to DNA, or to molecules

    bound to DNA, affects the

    expression of genes.

    Glycerol phosphate 5-Methyl cytidine

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    Importancia de los grupos funcionales: Hormonas del sexo

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    Reacciones qumicas de importancia biolgica

    Fi 5 3

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    Fig. 5-3

    Dihydroxyacetone

    RibuloseFructose

    Glyceraldehyde

    RiboseGlucose Galactose

    Hexoses (C6H12O6)Pentoses (C5H10O5)Trioses (C3H6O3)

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    Fig 5 4

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    Fig. 5-4

    (a) Linear and ring forms (b) Abbreviated ring structure

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    Fig 5 5

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    Galactosa + Glucosa= Lactosa

    Fig. 5-5

    (b) Dehydration reaction in the synthesis of sucrose

    Glucose Fructose Sucrose

    MaltoseGlucoseGlucose

    (a) Dehydration reaction in the synthesis of maltose

    14glycosidic

    linkage

    12glycosidic

    linkage

    Disacridos

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    (b) Glycogen: an animal polysaccharide

    Starch

    GlycogenAmylose

    Chloroplast

    (a) Starch: a plant polysaccharide

    Amylopectin

    Mitochondria Glycogen granules

    0.5 m1 m

    Polisacridos de almacn

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    Polisacridos

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    Quitina

    Fig. 5-10

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    Fig. 5 10

    The structureof the chitin

    monomer.(a) (b) (c)Chitin forms the

    exoskeleton of

    arthropods.Chitin is used to makea strong and flexible

    surgical thread.

    Quitina

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    Lpidos

    Fatty acid(palmitic acid)

    (a) Dehydration reaction in the synthesis of a fatGlycerol

    Fig. 5-11b

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    g

    (b) Fat molecule (triacylglycerol)

    Ester linkage

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    Fig. 5-12a

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    g

    (a) Saturated fat

    Structuralformula of asaturated fat

    moleculeStearic acid, a

    saturated fattyacid

    Fig. 5-12b

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    g

    (b) Unsaturated fat

    Structural formula

    of an unsaturated

    fat moleculeOleicacid, anunsaturatedfatty acid

    c isdouble

    bond causes

    bending

    Fig. 5-13

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    (b) Space-filling model(a) (c)Structural formula Phospholipid symbol

    Fatty acidsHydrophilicheadHydrophobictails

    CholinePhosphateGlycerol

    H

    ydrophobic

    tails

    Hydrophilic

    head

    Fosfolpidos

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    Esteroles

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    Fig. 5-17a

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    Nonpolar

    Glycine

    (Gly or G)Alanine

    (Ala or A)Valine

    (Val or V)Leucine

    (Leu or L)Isoleucine

    (Ile or I)

    Methionine(Met or M) Phenylalanine(Phe or F) Tryptophan(Trp or W) Proline(Pro or P)

    Fig. 5-17b

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    Polar

    Asparagine(Asn or N) Glutamine(Gln or Q)Serine(Ser or S) Threonine(Thr or T) Cysteine(Cys or C) Tyrosine(Tyr or Y)

    Fig. 5-17c

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    Acidic

    Arginine(Arg or R) Histidine(His or H)Aspartic acid(Asp or D) Glutamic acid(Glu or E) Lysine(Lys or K)

    BasicElectrically

    charged

    Fig. 5-18

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    Peptide

    bond

    Amino end

    (N-terminus)

    Peptide

    bond

    Side chains

    Backbone

    Carboxyl end

    (C-terminus)

    (a)

    (b)

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    Estructura primaria

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    Fig. 5-21fHydrophobic

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    Polypeptidebackbone

    Hydrophobicinteractions andvan der Waalsinteractions

    Disulfide bridge

    Ionic bond

    Hydrogenbond

    Estructura terciaria

    Fig. 5-21e

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    Tertiary Structure Quaternary Structure

    Fig. 5-21

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    Primary

    Structure SecondaryStructure TertiaryStructurepleated sheet

    Examples of

    amino acidsubunits

    +H3N

    Amino end

    helix

    Quaternary

    Structure

    Fig. 5-21g

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    Polypeptidechain Chains

    HemeIron

    ChainsCollagen Hemoglobin

    Fig. 5-23

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    Normal protein

    Denatured protein

    Denaturation

    Renaturation

    Fig. 5-24

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    Hollowcylinder

    Cap

    Chaperonin(fully assembled)

    Polypeptide

    Steps of ChaperoninAction:

    An unfolded poly-peptide enters thecylinder from one end.

    12 3The cap attaches, causing the

    cylinder to change shape insuch a way that it creates ahydrophilic environment for

    the folding of the polypeptide.

    The cap comesoff, and the properlyfolded protein isreleased.

    Correctlyfoldedprotein

    Chaperonas

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    Nucletido:

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    Nucletido:

    Fosfato+ Pentosa + Base

    Fig. 5-27c-2

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    Ribose (in RNA)Deoxyribose (in DNA)

    Sugars

    (c) Nucleoside components: sugars

    Fig. 5-27c-1

    Nitrogenous bases

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    (c) Nucleoside components: nitrogenous bases

    Purines

    Guanine (G)Adenine (A)

    Cytosine (C) Thymine (T, in DNA) Uracil (U, in RNA)

    Nitrogenous bases

    Pyrimidines

    Fig. 5-27ab 5' end

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    5'C

    3'C

    5'C

    3'C

    3' end

    (a) Polynucleotide, or nucleic acid

    (b) Nucleotide

    Nucleoside

    Nitrogenousbase

    3'C

    5'C

    Phosphategroup Sugar

    (pentose)

    Formacin de un polinucletido

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    Complementaridad de las bases nitrogenadas

    AT

    GC

    Pares

    Fig. 5-28 3' end5' end

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    Sugar-phosphatebackbones

    3' end

    3' end

    3' end

    5' end

    5' end

    5' end

    Base pair (joined byhydrogen bonding)

    Old strands

    Newstrands

    Nucleotideabout to be

    added to anew strand

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    Fig. 5-UN2

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