Amino Acids Flashcards
Hydrophobic AA side groups
aliphatic: gly, ala, leu, ile, val
aromatic: phe, tyr, trp, his
Hydrophilic AA side chains
polar: asn, gln
hydroxyl: ser, thr, tyr
charged: arg, lys, asp, glu, his
Sulfur containing AA side chains
met and cys
smallest AA side chain
gly
imino AA side chain
pro
glycine
gly [G]
aliphatic
https://commons.wikimedia.org/wiki/File:Glycine-2D-flat.png
alanine
ala [A]
aliphatic
https://commons.wikimedia.org/wiki/File:Alanin_-_Alanine.svg
valine
val [V]
aliphatic
http://www.nutriology.com/valine.html
leucine
leu [L]
aliphatic
http://www.nutriology.com/leucine.html
isoleucine
ile [I]
aliphatic
http://www.suggestkeyword.com/SXNvbGV1Y2luZQ/
serine
ser [S]
hydroxylic
http://study.com/academy/lesson/serine-definition-structure-quiz.html
threonine
thr [T]
hydroxylic
https://commons.wikimedia.org/wiki/File:Threonine_simple.png
cysteine
cys [C]
hydroxylic
http://www.suggestkeyword.com/Q3lzdGVpbmU/
methionine
met [M]
hydroxylic
http://www.nutriology.com/methionine.html
tyrosine
tyr [Y]
aromatic and hydroxylic
https://www.healthtap.com/topics/l-tyrosine-side-effects-thyroid
aspartic acid
asn [D]
acidic
http://groups.molbiosci.northwestern.edu/holmgren/Glossary/Definitions/Def-A/Aspartic_acid.html
glutamic acid
glu [E]
acidic
http://groups.molbiosci.northwestern.edu/holmgren/Glossary/Definitions/Def-G/Glutamic_acid.html
asparagine
asn [N]
amide
http://groups.molbiosci.northwestern.edu/holmgren/Glossary/Definitions/Def-A/Asparagine.html
glutamine
gln [Q]
amide
http://groups.molbiosci.northwestern.edu/holmgren/Glossary/Definitions/Def-G/Glutamine.html
arginine
arg [R]
basic
http://www.nutriology.com/arginine.html
lysine
lys [K]
basic
http://www.nutriology.com/lysine.html
histidine
his [H]
basic
http://glossary.periodni.com/glossary.php?en=histidine
phenylalanine
phe [F]
aromatic
http://chemistry.about.com/od/imagesclipartstructures/ig/Amino-Acid-Structures/Phenylalanine.htm
tyrosine
tyr [Y]
aromatic
http://resscientiae.wikia.com/wiki/File:Tyrosine.jpg
tryptophan
trp [W]
aromatic
http://www.sigmaaldrich.com/catalog/product/sial/t0254
proline
pro [P]
imino
https://commons.wikimedia.org/wiki/File:(S)-Proline.png
isoelectric point
pH at which the compound has no net charge
pI = 1/2 (pK1 = pK2)
pK1=loss of 1st H+ (carboxy @ pK=2)
[zwitterion]=pK1-[cation]
pK2=loss of 2nd H+ (amino @ pK+10)
[anion]=pK2-[zwitterion]
isoelectric point when there’s 2 ionizable groups
pI = 1/2 (sum of the pK’s on either side of the isoionic species)
if aa is acidic: pI = 1/2 (sum of 2 acid pK’s)
if aa is basic: pI = 1/2 (sum of 2 basic pK’s)
Amino Acid configurations
all aa, except gly, are chiral
all aa in human physiological proteins are in L configuration (rotate light to the left)
bacteria can have D configuration-useful in medication
peptide bonds
how two aa join at the amino end of one to the carboxyl end of the other
dehydration rxn
bond has no charge
http://www.mun.ca/biology/scarr/iGen3_06-03.html
bond between H3N-C and between C-COO- is 120 degrees
Amino Acid Structure
+H3N-CHR-COO-
zwitterion-both positive and negative
overall neutral at physiological pH
amphoteric-both an acid and a base
amino pKa=10
carboxyl pKa=2