Unit 2.2a - Proteins (Amino Acids - General Info) Flashcards

1
Q

composition of amino acids

A
  • amino group
  • carboxyl group
    (both bonded to the a-carbon)
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2
Q

functional group of amino group

A

NH2 (positive)

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3
Q

functional group of carboxyl group

A

COOH (negative)

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4
Q

What does the carboxyl group dissociate into?

A

carboxylate anion (–COO-)
hydrogen ion (H+)

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5
Q

Which group can accept electrons and which can donate electrons?

A

amino group: accept
carboxyl group: donate

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6
Q

To which is the a-carbon bonded to?

A

to a hydrogen and to the side chain group, R

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7
Q

portion of an amino acid that determines its identity

A

side chain group

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8
Q

Two streoisomers of amino acids are designated as __- and __-amino acids based on similarity to glyceraldehyde.

A

L and D

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9
Q

Two streoisomers of amino acids are designated as L- and D-amino acids based on?

A

similarity to glyceraldehyde

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10
Q

molecules that differ from each other only in their configuration

A

stereoisomers

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11
Q

Streoisomers are molecules that differ from each other only in their?

A

configuration

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12
Q

All amino acids have at least one chiral center (a-carbon) and are chiral (stereoisomers), except?

A

glycine

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13
Q

Except glycine, all amino acids have at least one ______ ________ (a-carbon) and are _______ (stereoisomers).

A

chiral center
chiral

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14
Q

Vast majority of a-amino acids have the __ configuration at the a-carbon

A

L

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15
Q

________ is usually in the L form

A

Proline

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16
Q

Side chain carbons in amino acids other than glycine are designated with _______ symbols, starting at a-carbon.

A

Greek

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17
Q

Amino acids can be referred to by ____-letter or __-letter codes

A

three
one

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18
Q

group of amino acids that has nonpolar side chains

A

nonpolar amino acids

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19
Q

9 nonpolar amino acids

A

Alanine
Valine
Leucine
Isoleucine
Glycine
Proline
Phenylalanine
Tryptophan
Methionine

20
Q

Structure (nonpolar)
Alanine
Valine
Leucine
Isoleucine

A

contain aliphatic hydrocarbon group

21
Q

Structure (nonpolar):
Proline

A

Has an aliphatic cyclic structure

22
Q

Structure (nonpolar):
Phenylalanine

A

Hydrocarbon is aromatic

23
Q

Structure (nonpolar):
Tryptophan

A

The side chains contain an indole ring (aromatic)

24
Q

Structure (nonpolar):
Methionine

A

The side chain contains a sulfur atom in addition to aliphatic hydrocarbon groupings

25
Q

group of amino acids that has polar side chains that are electrically neutral at neutral pH

A

polar-neutral amino acids

26
Q

Principle in polar-neutral amino acids

A

+ and - cancel out

27
Q

6 polar-neutral amino acids

A

Serine
Threonine
Tyrosine
Cysteine
Glutamine
Asparagine

28
Q

Structure (polar-neutral):
Serine
Threonine

A

the polar group is a hydroxyl (-OH) bonded to aliphatic hydrocarbon groups

29
Q

Structure (polar-neutral):
Tyrosine

A

the hydroxyl group (phenol) is bonded to an aromatic hydrocarbon group

30
Q

Structure (polar-neutral):
Cysteine

A

the polar side chain contains a thiol group (-SH)

31
Q

Structure (polar-neutral):
Glutamine
Asparagine

A

contain amide groups in their side chains

32
Q

2 Acidic Amino Acids

A

Aspartic Acid
Glutamic Acid

33
Q

Structure (Acidic):
Aspartic Acid
Glutamic Acid

A

have carboxyl groups in their side chains in addition to the one present in all amino acids

34
Q

In acidic amino acids, describe what happens to the carboxyl group.

A

carboxyl group can lose a proton, forming carboxylate anions

35
Q

In acidic amino acids, what is the charge of the side chains?

A

negatively charged at neutral pH

36
Q

3 Basic Amino Acids

A

Histidine
Lysine
Arginine

37
Q

In basic amino acids, what is the charge of the side chains?

A

side chains are positively charged at or near neutral pH

38
Q

Structure (Basic):
Lysine

A

side-chain amino group is attached to an aliphatic hydrocarbon chain

39
Q

Structure (Basic):
Arginine

A

side chain is a guanidino group bonded to an aliphatic hydrocarbon chain

40
Q

Structure (Basic):
Histidine

A

side chain is an imidazole group

41
Q

Average pKa of an a-carboxyl group

A

2.19

42
Q

Which is more acidic, a-carboxyl group or acetic acid?

A

a-carboxyl group (2.19)
**acetic acid’s pKa: 4.76

43
Q

Why do a-carboxyl groups have a greater acidity?

A

due to the electron-withdrawing inductive effect of the -NH3+ group

44
Q

Average value of pKa for an a-NH3_ group

A

9.47

45
Q

In a guanidine group, which is more basic, side chain of arginine or aliphatic amine?

A

side chain of arginine

46
Q

Basicity of guanidino group is attributed to the large ________ ___________ of the protonated form relative to the neutral form.

A

resonance stabilization

47
Q

side-chain imidazole group of histidine is a?

A

heterocyclic aromatic amine