Biochemistry 20 Common Amino Acids

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Generally just know that amine group pKa = 9 and carboxyl group pKa = 2

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Leucine*

  • Nonpolar

  • Leu, L

  • α-COOH pKa: 2.4

  • α-NH3+ pKa: 9.6

  • * Creates a bend in R-chain

<ul><li><p>Nonpolar</p></li><li><p>Leu, L</p></li><li><p>α-COOH pKa: 2.4</p></li><li><p>α-NH3+ pKa: 9.6</p></li><li><p>* Creates a bend in R-chain</p><p></p></li></ul><p></p>
2
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Alanine

  • Nonpolar

  • Ala, A

  • α-COOH pKa: 9.7

  • α-NH3+ pKa: 2.4

<ul><li><p>Nonpolar</p></li><li><p>Ala, A</p></li><li><p>α-COOH pKa: 9.7</p></li><li><p>α-NH3+ pKa: 2.4</p></li></ul><p></p>
3
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Valine

  • Nonpolar

  • Val, V

  • α-COOH pKa: 2.3

  • α-NH3+ pKa: 9.6

<ul><li><p>Nonpolar</p></li><li><p>Val, V</p></li><li><p>α-COOH pKa: 2.3</p></li><li><p>α-NH3+ pKa: 9.6</p></li></ul><p></p>
4
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Proline

  • Nonpolar

  • Pro, P

  • α-COOH pKa: 2.1

  • α-NH3+ pKa: 10.6

<ul><li><p>Nonpolar</p></li><li><p>Pro, P</p></li><li><p>α-COOH pKa: 2.1</p></li><li><p>α-NH3+ pKa: 10.6</p></li></ul><p></p>
5
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Methionine*

  • Nonpolar

  • Met, M

  • α-COOH pKa: 2.3

  • α-NH3+ pKa: 9.2

  • * Oxidized at the sulfur

<ul><li><p>Nonpolar</p></li><li><p>Met, M</p></li><li><p>α-COOH pKa: 2.3</p></li><li><p>α-NH3+ pKa: 9.2</p></li><li><p>* Oxidized at the sulfur</p></li></ul><p></p>
6
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Tryptophan

  • Nonpolar

  • Trp, W

  • α-COOH pKa: 2.4

  • α-NH3+ pKa: 9.4

<ul><li><p>Nonpolar</p></li><li><p>Trp, W</p></li><li><p>α-COOH pKa: 2.4</p></li><li><p>α-NH3+ pKa: 9.4</p></li></ul><p></p>
7
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Phenylalanine

  • Nonpolar

  • Phe, F

  • α-COOH pKa: 1.8

  • α-NH3+ pKa: 9.1

<ul><li><p>Nonpolar</p></li><li><p>Phe, F</p></li><li><p>α-COOH pKa: 1.8</p></li><li><p>α-NH3+ pKa: 9.1</p></li></ul><p></p>
8
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Isoleucine

  • Nonpolar

  • Ile, I

  • α-COOH pKa: 2.4

  • α-NH3+ pKa: 9.7

<ul><li><p>Nonpolar</p></li><li><p>Ile, I</p></li><li><p>α-COOH pKa: 2.4</p></li><li><p>α-NH3+ pKa: 9.7</p></li></ul><p></p>
9
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Glycine

  • Polar, uncharged

  • Gly, G

  • α-COOH pKa: 2.3

  • α-NH3+ pKa: 9.6

<ul><li><p>Polar, uncharged</p></li><li><p>Gly, G</p></li><li><p>α-COOH pKa: 2.3</p></li><li><p>α-NH3+ pKa: 9.6</p></li></ul><p></p>
10
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Serine*

  • Polar, uncharged

  • Ser, S

  • α-COOH pKa: 2.2

  • α-NH3+ pKa: 9.2

  • R-Group pKa: ~13

  • * Weak acid and can give up H+

<ul><li><p>Polar, uncharged</p></li><li><p>Ser, S</p></li><li><p>α-COOH pKa: 2.2</p></li><li><p>α-NH3+ pKa: 9.2</p></li><li><p>R-Group pKa: ~13</p></li><li><p>* Weak acid and can give up H+</p></li></ul><p></p>
11
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Asparagine

  • Polar, uncharged

  • Asn, N

  • α-COOH pKa: 2.0

  • α-NH3+ pKa: 8.8

<ul><li><p>Polar, uncharged</p></li><li><p>Asn, N</p></li><li><p>α-COOH pKa: 2.0</p></li><li><p>α-NH3+ pKa: 8.8</p></li></ul><p></p>
12
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Glutamine

  • Polar, uncharged

  • Gln, Q

  • α-COOH pKa: 2.2

  • α-NH3+ pKa: 9.1

<ul><li><p>Polar, uncharged</p></li><li><p>Gln, Q</p></li><li><p>α-COOH pKa: 2.2</p></li><li><p>α-NH3+ pKa: 9.1</p></li></ul><p></p>
13
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Threonine

  • Polar, uncharged

  • Thr, T

  • α-COOH pKa: 2.6

  • α-NH3+ pKa: 10.4

  • R-Group pKa: ~13

<ul><li><p>Polar, uncharged</p></li><li><p>Thr, T</p></li><li><p>α-COOH pKa: 2.6</p></li><li><p>α-NH3+ pKa: 10.4</p></li><li><p>R-Group pKa: ~13</p></li></ul><p></p>
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Cysteine*

  • Polar, uncharged

  • Cys, C

  • α-COOH pKa: 1.7

  • α-NH3+ pKa: 10.8

  • R-Group pKa: 8.3

  • * Disulfide bridge

<ul><li><p>Polar, uncharged</p></li><li><p>Cys, C</p></li><li><p>α-COOH pKa: 1.7</p></li><li><p>α-NH3+ pKa: 10.8</p></li><li><p>R-Group pKa: 8.3</p></li><li><p>* Disulfide bridge</p></li></ul><p></p>
15
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Tyrosine

  • Polar, uncharged

  • Tyr, Y

  • α-COOH pKa: 2.2

  • α-NH3+ pKa: 9.1

  • R-Group pKa: 10.1

<ul><li><p>Polar, uncharged</p></li><li><p>Tyr, Y</p></li><li><p>α-COOH pKa: 2.2</p></li><li><p>α-NH3+ pKa: 9.1</p></li><li><p>R-Group pKa: 10.1</p></li></ul><p></p>
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Aspartic Acid

  • Acidic

  • Asp, D

  • α-COOH pKa: 2.1

  • α-NH3+ pKa: 9.8

  • R-Group pKa: 3.9

<ul><li><p>Acidic</p></li><li><p>Asp, D</p></li><li><p>α-COOH pKa: 2.1</p></li><li><p>α-NH3+ pKa: 9.8</p></li><li><p>R-Group pKa: 3.9</p></li></ul><p></p>
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Glutamic Acid

  • Acidic

  • Glu, E

  • α-COOH pKa: 2.2

  • α-NH3+ pKa: 9.7

  • R-Group pKa: 4.3

<ul><li><p>Acidic</p></li><li><p>Glu, E</p></li><li><p>α-COOH pKa: 2.2</p></li><li><p>α-NH3+ pKa: 9.7</p></li><li><p>R-Group pKa: 4.3</p></li></ul><p></p>
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Lysine*

  • Basic

  • Lys, K

  • α-COOH pKa: 2.2

  • α-NH3+ pKa: 9.0

  • R-Group pKa: 10.5

  • * Most common

<ul><li><p>Basic</p></li><li><p>Lys, K</p></li><li><p>α-COOH pKa: 2.2</p></li><li><p>α-NH3+ pKa: 9.0</p></li><li><p>R-Group pKa: 10.5</p></li><li><p>* Most common</p></li></ul><p></p>
19
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Arginine*

  • Basic

  • Arg, R

  • α-COOH pKa: 2.2

  • α-NH3+ pKa: 9.0

  • R-Group pKa: 12.5

  • * Most common

<ul><li><p>Basic</p></li><li><p>Arg, R</p></li><li><p>α-COOH pKa: 2.2</p></li><li><p>α-NH3+ pKa: 9.0</p></li><li><p>R-Group pKa: 12.5</p></li><li><p>* Most common</p></li></ul><p></p>
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Histidine*

  • Basic

  • His, H

  • α-COOH pKa: 1.8

  • α-NH3+ pKa: 9.2

  • * R-Group pKa: 6.0

<ul><li><p>Basic</p></li><li><p>His, H</p></li><li><p>α-COOH pKa: 1.8</p></li><li><p>α-NH3+ pKa: 9.2</p></li><li><p>* R-Group pKa: 6.0</p></li></ul><p></p>