Cellular biology
Dr. Jay Maron
jaymaron.com

Food

          MJoule/kg  Calories/gram

Sugar           17         5
Protein         17         5
Alcohol         25         7
Fat             38         9

ATP               .057
Phosphocreatine   .137

Hydrogen       143
Natural gas     53.6
Gasoline        47
Coal            24
Wood            16
Li-ion battery    .6

Hydrocarbons have good energy/mass and are good for energy storage. Sugars and fats are convenient hydrocarbons to metabolize, and humans can metabolize most of them.


Hydrocarbons

Methane
Ethane
Propane
Octane

An "Alkane" is a carbon chain with hydrocarbons attached. At standard temperature (300 K), alkanes are solid if they have more than 20 carbons. This is why lipids (long alkanes) are the optimal form of energy storage. Short alkanes are liquids or gases at STP and are hard to store.

In the following table, the first section shows properties of alkanes and the second section shows properties of other energy sources.

Alkane   Carbons  Energy of   Melt  Boil  Solid    Liquid    Gas       Phase at
type              combustion  (K)   (K)   density  density   density   300 K
                  (MJ/kg)                 (g/cm^3) (g/cm^3)  (g/cm^3)
Hydrogen     0     141.8      14.0   20.3           .07      .000090   Gas
Methane      1      55.5      90.7  111.7           .423     .00070    Gas
Ethane       2      51.9      90.4  184.6           .545     .0013     Gas
Propane      3      50.4      85.5  231.1           .60      .0020     Gas
Butane       4      49.5     136    274             .60      .0025     Gas
Pentane      5      48.6     143.5  309             .63                Liquid
Hexane       6      48.2     178    342             .65                Liquid
Heptane      7      48.0     182.6  371.5           .68                Liquid
Octane       8      47.8     216.3  398.7           .70                Liquid
Dodecain    12      46       263.5  489             .75                Liquid
Hexadecane  16      46       291    560             .77                Liquid
Icosane     20      46       310    616     .79                        Solid
Alkane-30   30      46       339    723     .81                        Solid
Alkane-40   40      46       355    798     .82                        Solid
Alkane-50   50      46       364    848     .82                        Solid
Alkane-60   60      46       373    898     .83                        Solid


Gasoline   ~ 8      47                               .76               Liquid     Mostly alkanes with ~ 8 carbons
Natural gas         54        91    112                                Gas        Mostly methane
Coal                32         -      -                                Solid      Mostly carbon
Wood                22         -      -                                Solid      Carbon, oxygen, hydrogen
Pure carbon  1      32.8       -      -                                Solid      Pure carbon, similar to coal
Methanol     1     175.6  337.8           .79                          Liquid
Ethanol      2     159    351.5           .79                          Liquid
Propanol     3     147    370                                          Liquid

An alkane with 7 or more carbons has a heat of combustion of 46 MJoules/kg.

A nitrogen molecule is more tightly bound than an oxygen molecule, making it impossible to extract energy from hydrocarbons with nitrogen. Few things burn in a nitrogen atmosphere, lithium and magnesium being examples.


Sugar

Glucose

A sugar generally has the formula CN H2N ON, where N = 2, 3, etc. The common sugars are hexoses with N=6.

         Number of   Number of
          carbons     sugars
Diose        2          1
Triose       3          2
Tetrose      4          3
Pentose      5          4
Hexose       6         12       At least 6 carbons are required to form a ring
Heptose      7       many       Rarely observed in nature
Octose       8       many       Unstable.  Not observered in nature.
"Number of sugars" refers to the number of different types of sugar molecules for each carbon number.

Each sugar molecule has two mirror-symmetric forms, the "D" and "L" form. Only the D forms are found in nature.

The following figures show all sugars up to 6 carbons. All can be metabolized by humans.

2 carbons:

Glycolaldehyde

3 carbons:

Glyceraldehyde
Dihydroxyacetone

4 carbons:

Erythrose
Threrose
Erythrulose

5 carbons:

Ribose
Arabinose
Lyxose
Xylose

6 carbons:

Glucose
Galactose
Mannose
Allose
Altrose
Gulose
Idose
Talose

Fructose
Sorbose
Psichose
Tagatose

         Energy  Sweetness

Succrose   1.00    1.00      Benchmark
Glucose             .74
Maltose             .32
Galactose           .32
Lactose             .16
Allose
Altrose
Mannose
Fructose           1.73
Psichose            .70
Tagatose    .38     .92
Sorbose            1.0
Honey               .97

Complex sugars
Monosaccharde:   1 sugar molecule
Disaccharide:    2 monosaccharides
Polysaccharide:  More than 2 monosaccharides, such as starch and cellulose
Sucrose
Maltose
Lactose
Lactulose
Trehalose
Sucrose    =  Glucose     + Fructose
Maltose    =  Glucose     + Glucose
Lactose    =  Galactose   + Glucose
Lactulose  =  Galactoce   + Fructose
Trehalose  =  Glucose     + Glucose
Cellobiose =  Glucose     + Glucose
Chitobiose =  Glucosamine + Glucosamine
Starch and cellulose are long chains of glucose molecules.

Starch
Cellulose


Synthesis


Metabolism

Fatty acid with 16 carbons
Sugar (glucose)
Acetyl
Pyruvic acid
H2O
CO2

Fatty acids and sugars are metabolized in the following stages, with each stage yielding energy.

Fatty acid    ->     Acetyl      ->     CO2 and H2O

Sugar         ->     Pyruvate    ->     CO2 and H2O

Blood delivers fatty acids to cells.

The citric acid cycle (Krebs cycle) converts acetyl or pyrovate into H2O and CO2. Coenzyme-A carries the acetyl around.


Fat metabolism

A fat molecule is converted into a fatty acid by lipolysis, and then the fatty acid is converted into acetyl by beta oxydation, and then the acetyl is converted into H2O and CO2 by the citric acid cycle.

Beta oxidation cleaves 2 carbons from a fatty acid, which becomes acetyl. This process is repeated until te entire fatty acid has been converted into acetyls.

The steps of beta oxidation are:


Sugar metabolism (glycolysis)

Glycolysis converts a glucose molecule into 2 pyrovate molecules. A summary of the reaction showing only the starting and ending points is:

The full reaction is:


Citric acid cycle

Citric acid

The citric acid cycle (Krebs cycle) converts acetyl or pyrovate into H2O and CO2.

Fat metabolism oxidizes a carbon chain so that the chain can be split into acetyl. The strategy of the citric acid cycle is to further oxidize the acetyl (now a part of citrate) so that the remaining carbon bonds in the acetyl can be broken.


Alcohol

An alcohol is a carbon chain with one OH attached.

Methanol
Ethanol
Propanol
Isopropanol
Butanol

          Carbons
Methanol     1       Toxic
Ethanol      2       Inebriating
Propanol     3       3 times more inebriating than ethanol
Isopropanol  3       Toxic
Butanol      4       6 times more inebriating than ethanol

Fatty acids (carboxylic acids)

Formic acid
Acetic acid
Palmitic acid

Palmitic acid has 16 carbons and is the most common fatty acid found in food.

Carbons
   1
   2    Vinegar
   3
   4    Found in butter
   8    Found in coconuts
  10    Found in coconuts
  12    Found in coconuts
  16    Most common fatty acid.  Found in palm oil
  18    Found in chocolate
  20    Found in peanut oil

Metabolism molecules

NADH
FAD
Guanosine triphosphate
Glucosamine
Acetic acid
Citric acid
Vitamin C


Toxic molecules

Formaldehyde

             LD50
            (mg/kg)
CO                     Carbon monoxide
HCN             6.4    Hydrogen cyanide
CH2O                   Methanol
CH2O                   Formaldehyde
H2S                    Hydrogen sulfide
NO2                    Nitrite
Cl2                    Chlorine
Fl2                    Fluorine
Ethanol      7060
Salt         3000
Caffeine      192
Aspirin       200
NaNO2         180      Sodium nitrite
Cobalt         80
NaF            52
Capsaicin      47      Chili pepper
Mercury        41
Arsenic        13
Nicotine         .8
Bromine
C2N2
PH3
SiCl4
Almost anything with fluorine or bromine is toxic.

Weakly toxic:

C2H2          Acetylene.  Inebriating
C3H6          Propene.  Inebriating

Building blocks for life

       Minimum   Used by   Used    Human     Crust     Ocean   Atmosphere
       for life  humans   by life   ppt       ppt       ppt       ppt

Hydrogen    *       *        *    .10        1.5       108            .00055
Helium                                        .000008                 .0052
Lithium                                       .02
Beryllium                                     .0028
Boron               *        *    .0000007    .01
Carbon      *       *        *    .18        1.0          .028        .407
Nitrogen    *       *        *    .03         .02                  780
Oxygen      *       *        *    .65      460         858         210
Fluorine                     *                .5
Neon                                          .0000051                .018
Sodium      *       *        *    .0015     25          10.8
Magnesium   *       *        *    .0005     25           1.3
Aluminum                                    82
Silicon                      *             275
Phosphorus  *       *        *    .011       1.1
Sulfur      *       *        *    .0025       .4          .91
Chlorine    *       *        *    .0015       .2        19
Argon                                         .0035                  9.3
Potassium   *       *        *    .0025     20            .4
Calcium     *       *        *    .014      45            .4
Scandium                                      .022
Titanium                                     5.6
Vanadium                     *                .12
Chromium                                      .10
Manganese           *        *    .00000017   .95
Iron                *        *    .00006    60
Cobalt              *        *    .000000021  .025
Nickel                       *                .084
Copper              *        *    .000001     .06
Krypton                                                                .0011
Zinc                *        *    .000032     .075
Gallium                                       .019
Germanium                                     .0015
Arsenic                      *                .0018
Selenium            *        *    .00000019   .00005
Bromine             *        *    .0000029    .0024       .067
Molybdenum                   *                .0012
Tellurium                    *                .000001
Iodine              *        *    .00000016   .00045
Tungsten                     *                .0012

Among the elements required for life, nitrogen is the scarcest. The nitrogen in the first 250 km of the Earth's crust has the same mass as the nitrogen in the atmosphere.

The elements that are abundant in the crust and never used by life are aluminum and titanium.

All elements necessary for life are abundant in either the crust, the ocean, or the atmosphere.


ATP and ATP Synthase

Enzymes use ATP as an energy source to power chemical reactions. ATP and ATP synthase are common to all Earth life.

* Video of the ATP synthase enzyme in action


Cell walls
Lipids and cell membranes

Cell walls are formed from a double layer of lipids. They are elastic and they self-assemble.

Each lipid has a polar and a non-polar end. The polar end faces the water and the non-polar end faces another lipid.

* Video of the self-assembly of a bilipid layer
* Video of an amoeba

If life were to exist in a non-polar solvent it would have to find another way to make cell walls.


Amino acids

Amino acids have the above form, where R stands for an arbitrary molecule.

The 21 amino acids used by eucaryote life


Protein

Synthesis of two amino acids. Proteins are chains of animo acids with a backbone of the form:

C-C-N-C-C-N-C-C-N-C-C-N-C-C-N

DNA and the genetic code

DNA codes a sequence of amino acids. The 64-element codon system is universal to Earth life.

The codon ATG both codes for methionine and serves as an initiation site: the first ATG in an mRNA's coding region is where translation into protein begins.

21 amino acids are used by eucaryote. More than 500 amino acids are known.


Spices

Cumin
Fennel
Caraway
Coriander
Cardamom
Fenugreek
Cubeb

Cashew
Pistachio
Walnut
Hazelnut
Peanut
Almond
Pine

Sesame
Poppy
Chia
Flax
Sunflower
Lotus

Black pepper
Mustard

Cumin
Turmermic
Paprika
Chili

Oregano
Basil
Bay
Coriander
Curry
Sage

Chive
Lemongrass
Tarragon
Arugula
Mint
Dill
Marjoram

Rosemary
Parsley
Saffron
Juniper

Bell pepper
Chili
Jalapeno
Cayenne
Habanero

Onion
Garlic
Clove
Galangal
Cinnamon
Vanilla

Portobello
Shiitake
Oyster
Morel
Enoki
Porcini
Truffle

Olea europaea
Kalamata
Arbequina
Belice

Grapefruit
Orange
Tangerine
Lemon
Lime
Kaffir lime
Key lime
Kiwi

Tomato
Avocado
Coconut
Egg
Olive oil

Milk cream
Sour cream
Butter
Cream cheese
Yogurt

Parmesan
Mozzarella
Reggiano
Asiago

Adzuki
Kidney
Red
Black
Pinto

Coffee
Cacao
Kola

Salt
Monosodium glutamate


Spices

Turmeric: curcumin
Cumin: cuminaldehyde
Chili: capsaicin
Mustard: allyl isotyiolcyanate

Bay: myrcene
Garlic and onion: allicin
Clove: eugenol

Raspberry ketone
Tangerine: tangeritin
Lemon: citral
Lemon peel: limonene

Chocolate: theobromine
Smoke: guaiacol
Cardamom: terpineol
Wintergreen: methyl salicylate

Hydrogen   White
Carbon     Black
Nitrogen   Blue
Oxygen     Red
Sulfur     Yellow
        Scoville scale (relative capsaicin content)

Ghost pepper     1000000
Trinidad         1000000      Trinidad moruga scorpion
Naga Morich      1000000
Habanero          250000
Cayenne pepper     40000
Malagueta pepper   40000
Tabasco            40000
Jalapeno            5000
Guajillo pepper     5000
Cubanelle            500
Banana pepper        500
Bell pepper           50
Pimento               50

Molecule        Relative hotness

Rresiniferatoxin   16000
Tinyatoxin          5300
Capsaicin             16         Chili pepper
Nonivamide             9.2       Chili pepper
Shogaol                 .16      Ginger
Piperine                .1       Black pepper
Gingerol                .06      Ginger
Capsiate                .016     Chili pepper
Caraway: carvone
Black tea: theaflavin
Cinnamon: cinnamaldehyde
Citrus: hesperidin
Fruit: quercetin

Mint: menthol
Juniper: pinene
Saffron: picrocrocin
Saffron: safranal
Wine: tannic acid

Black pepper: piperine
Oregano: carvacrol
Sesame: sesamol
Curry leaf: girinimbine
Aloe emodin
Whiskey lactone


Signalling molecules

Alcohol
Caffeine
Tetrahydrocannabinol
Nicotine

Adrenaline
Noadrenaline
Dopamine
Seratonin

Aspirin
Ibuprofen
Hydrocodone
Morphone

Vitamin A (beta carotene)
Vitamin A (retinol)
Vitamin C (ascorbic acid)
Vitamin D (cholecalciferol)