Chapter 4: Carbon and the Molecular Diversity of Life Flashcards
(26 cards)
What are hydrocarbons?
Substances with C-C/C-H bonds(only C and H). Hydrocarbons are non-polar and hydrophobic.
4 ways hydrocarbon structures can vary
length, branching, aromatic ring, position of double bond
3 isomerism types covered
- Stuctural(eg.butane/isobutane), cis-trans, enantiomerism
What is isomerism?
- Compounds with the same molecular formula but different structure–>different properties
What is cis-trans isomerism base on?
What’s one place its seen in the human body?
- based on position of x group around the CC double bond. Cis-> XX on the same side of double bond, Trans-> X on opposite sides of double bond
- Retina of the eye(retinal- light absorbing pigment)
What are enantiomers?
- 2 enatntiomers have the same formula but are non-superimposable images of each other/mirror images(like right+left hand)
- they differ by spatial arrangement around asymmetric C-> carbon with 4 different atoms/groups bonded to it
D-L isomers vs S-R ?
D-L-> refers to whole molecule
S-R-> refers to chiral carbon
How is enantiomerism in ibuprofen relevant?
- S-ibuprofen: anti-inflammatory painkiller(effective)
- R-ibuprofen(ineffective)
How is enantiomersim in albuterol relevant?
- R-albuterol: relaxes bronchial muscles(airways), asthma medication(effective)
- S-albuterol: ineffective
How is enantiomersim in thalidomide relevant?
- R-thalidomide: cures morning sickness
- S-thaliomide: causes birth defects
(both keep switching in human body problematically)
mistaking these two cost thousands of babies with genetic defects in Germany!
Why are hydrocarbons not commonly found in living organisms and where are they commonly found?
- non polar bonds->hydrophobic, found with functional groups in living organisms
- commonly found in fossil fuels
Carbonyl vs Carboxyl functional group
- Carbonyl: -CO(polar)
- Carboxyl: -COOH(very polar, ionizes, acts as an acid)
Carbonyl vs Hydroxyl functional group
- Carbonyl: -CO( C=O)
- Hydroxyl -OH(both are just polar, C-OH)
Amino functional group
-NH2(very polar, acts as a base by accepting H+)
Sulfhydryl function group
-SH(can form covalent bonds with other sulfhydryl groups)
Phosphate functional groups
-OPO3 2- (very polar, ionizes, Dontes H+ attached to its 2 -ve O’s acting as an acid)
Do functional groups change solubility of organic compounds in water? Why?
Yes. They introduce polarity, dipole-dipole interactions, making cmpnds hydrophilic
Can hydrocarbon+ functional group still be called a hydrocarbon? Why or why not?
No, it would just be called an organic compound. Hydrocarbons are only H and C
Functional groups that are very polar/ionize
Carboxyl(-COOH), Amino(-NH2), Phosphate(OPO3 2-)
Functional groups that are just polar/don’t ionize
Hydroxyl(-OH), Carbonyl(CO), Sulfhydryl(-SH)
Non-polar hydrophobic functional group
Methyl group(-CH3)
Acidic/Basic/H+ accepting/donating functional groups
-OPO3 2-, -COOH -> acidic(donate H+)
-NH2-> basic(accepts H+)
ATP(adenosine triphosphate)
- 1 Adenosine molecule+ 3 Phosphate (loses 1 P o addition of H2O and releases energy while dissociating)
- ATP is how our cells store energy
What are organic compounds with the sulfhydryl group called?
Thiol