Amino Acids Structures Flashcards
phe
neutral, nonpolar
aromatic
asp
acidic, polar
- side chain is carboxyl after one CH2
Which amino acids are polar?
aliphatic - Ser, Thr, Cys, Gln, Asn
aromatic - Tyr
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pro
neutral, nonpolar
not an amino acid, but a cyclic amino or imino acid
with a secondary amide contained within the ring
the amine group has a pka normally around what?
and the carboxylic acid group?
the carboxyl group is normally around pH of 2
amine around pH of 9
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asn
neutral, polar
the amine in the side chain is NEVER protonated
- contains carboxamide (carboxyl w/ NH2 replacing OH) attached to CH2
ser
neutral, polar
alanine
an amino acid has what 4 groups
a carboxyl, amine, carbon** side chain, and hydrogren
**except glycine has a hydrogen as the side chain
What are the non-polar amino acids?
aliphatic - Met, Gly, Ala, Val, Leu, Ile, Pro,
aromatic - Phe, Trp
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Which amino acids have acidic side chains?
Glu, Asp
- same as those with ‘negative’ side chains
- both have COOH groups
tyr
neutral, polar
aromatic
- side chain is phenol
Which amino acids have a net positive charge at neutral pH?
Arg, Lys, His
met
neutral, nonpolar
- S comes after two CH2s
Which amino acids have basic side chains?
same as those with positive charge
His, Lys, Arg
- all also have N in their side chains
leu
neutral, nonpolar
- one of the 3 brainched chain AAs
thr
neutral, polar
2 chiral centers
glu
acidic, polar
- side chain is carboxyl after two CH2s
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Sec (Selenocysteine)
Neutral
Polar
- selenium replaces sulfur in cysteine’s thiol group
ile
neutral, nonpolar
2 chiral centers (4 configurations)
What amino acids have aliphatic side chains?
this is most easily remembered by just knowing the aromatic side chain amino acids and knowing that ALL others are aliphatic
Which amino acids have a net negative charge at neutral pH?
Asp, Glu
lys
basic, polar
- pka of side chain is more basic than amine
- side chain is an amino group after four CH2s
trp
neutral, polar
aromatic
- contains an indole (benzene + pyrrole) group attached to -CH2 via the double bonded C of its pyrrole furthest from the N
arg
basic, polar
- pka of side chain is more basic than amine
- side chain is guanidine after three CH2s
val
neutral, nonpolar
- one of the 3 branched-chain AAs
gln
neutral, polar
- contains carboxamide (carboxyl w/ NH2 replacing OH) attached to second CH2
his
basic, polar
aromatic
- side chain is imidazole attached to one CH2 via the C furthest from the lone N
cys
neutral, polar
- contains a thiol (R-S-H) on a CH2
What are the branched chain amino acids?
How can their structures be remembered?
Valine, Leucine and Isoleucine
- Valine is the simplest and contains a “V” of methyls branching off a carbon
- Leucine is just valine with an extra carbon
- Isoleucine is just leucine with its branching from the first carbon instead
What amino acids have aromatic side chains?
Phe, Trp, Tyr, His
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Glycine