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Gaurang Tandon
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Why is the pKa (COOH) of alanine and glycine similar but the pKa (NH_3NH3) different?

Alanine is heavier with a ($\ce{-CH3}$) than glycine which has an ($\ce{-H}$). What makes them have different $\mathrm{p}K_\text{a}(\ce{-NH3+})$ $(\mathrm{p}K_\text{a}: \text{Ala}=9.69, \text{Gly}=9.60)$ but similar $\mathrm{p}K_\text{a}(\ce{-COOH})$ $(\mathrm{p}K_\text{a}=2.34)$ when the rest of the amino acid is similar? Why does changing a hydrogen for a methyl group affect the $\ce{-NH3+}$ but not the $\ce{-COOH}$?

enter image description here enter image description here

Also there are three amino acids (glycine, leucine, aspartine) which have same $\mathrm{p}K_\text{a}(\ce{-NH3+})$ but different $\mathrm{p}K_\text{a}(\ce{-COOH})$.

Why is the pKa (COOH) of alanine and glycine similar but the pKa (NH_3) different?

Alanine is heavier with a ($\ce{-CH3}$) than glycine which has an ($\ce{-H}$). What makes them have different $\mathrm{p}K_\text{a}(\ce{-NH3+})$ $(\mathrm{p}K_\text{a}: \text{Ala}=9.69, \text{Gly}=9.60)$ but similar $\mathrm{p}K_\text{a}(\ce{-COOH})$ $(\mathrm{p}K_\text{a}=2.34)$ when the rest of the amino acid is similar? Why does changing a hydrogen for a methyl group affect the $\ce{-NH3+}$ but not the $\ce{-COOH}$?

enter image description here enter image description here

Also there are three amino acids (glycine, leucine, aspartine) which have same $\mathrm{p}K_\text{a}(\ce{-NH3+})$ but different $\mathrm{p}K_\text{a}(\ce{-COOH})$.

Why is the pKa (COOH) of alanine and glycine similar but the pKa (NH3) different?

Alanine is heavier with a ($\ce{-CH3}$) than glycine which has an ($\ce{-H}$). What makes them have different $\mathrm{p}K_\text{a}(\ce{-NH3+})$ $(\mathrm{p}K_\text{a}: \text{Ala}=9.69, \text{Gly}=9.60)$ but similar $\mathrm{p}K_\text{a}(\ce{-COOH})$ $(\mathrm{p}K_\text{a}=2.34)$ when the rest of the amino acid is similar? Why does changing a hydrogen for a methyl group affect the $\ce{-NH3+}$ but not the $\ce{-COOH}$?

Also there are three amino acids (glycine, leucine, aspartine) which have same $\mathrm{p}K_\text{a}(\ce{-NH3+})$ but different $\mathrm{p}K_\text{a}(\ce{-COOH})$.

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user7951
user7951

Alanine is heavier with a ($\ce{CH_3}$$\ce{-CH3}$) than glycine which has an ($\ce{H}$$\ce{-H}$). What makes them have different $pK_{a}(\ce{NH_3})(pKa: Aly=9.69 , Gly=9.60)$$\mathrm{p}K_\text{a}(\ce{-NH3+})$ $(\mathrm{p}K_\text{a}: \text{Ala}=9.69, \text{Gly}=9.60)$ but similar $pK_{a}(\ce{COOH})(pKa=2.34) $$\mathrm{p}K_\text{a}(\ce{-COOH})$ $(\mathrm{p}K_\text{a}=2.34)$ when the rest of the amino acid is similar? Why does changing a hydrogen for a methyl group affect the $\ce{NH_3}$$\ce{-NH3+}$ but not the $\ce{COOH}$$\ce{-COOH}$?

enter image description here enter image description here

Also there are three amino acids  (Glycineglycine,Leucine leucine,Aspartine aspartine) which have same $pK_{a}(\ce{NH_3})$$\mathrm{p}K_\text{a}(\ce{-NH3+})$ but different $pK_a(COOH)$$\mathrm{p}K_\text{a}(\ce{-COOH})$.

Alanine is heavier with a ($\ce{CH_3}$) than glycine which has an ($\ce{H}$). What makes them have different $pK_{a}(\ce{NH_3})(pKa: Aly=9.69 , Gly=9.60)$ but similar $pK_{a}(\ce{COOH})(pKa=2.34) $ when the rest of the amino acid is similar? Why does changing a hydrogen for a methyl group affect the $\ce{NH_3}$ but not the $\ce{COOH}$?

enter image description here enter image description here

Also there are three amino acids(Glycine,Leucine,Aspartine) which have same $pK_{a}(\ce{NH_3})$ but different $pK_a(COOH)$.

Alanine is heavier with a ($\ce{-CH3}$) than glycine which has an ($\ce{-H}$). What makes them have different $\mathrm{p}K_\text{a}(\ce{-NH3+})$ $(\mathrm{p}K_\text{a}: \text{Ala}=9.69, \text{Gly}=9.60)$ but similar $\mathrm{p}K_\text{a}(\ce{-COOH})$ $(\mathrm{p}K_\text{a}=2.34)$ when the rest of the amino acid is similar? Why does changing a hydrogen for a methyl group affect the $\ce{-NH3+}$ but not the $\ce{-COOH}$?

enter image description here enter image description here

Also there are three amino acids  (glycine, leucine, aspartine) which have same $\mathrm{p}K_\text{a}(\ce{-NH3+})$ but different $\mathrm{p}K_\text{a}(\ce{-COOH})$.

Alanine is heavier with a ($\ce{CH_3}$) than glycine which has an ($\ce{H}$). What makes them have different $pK_{a}(\ce{NH_3})(pKa: Aly=9.69 , Gly=9.60)$ but similar $pK_{a}(\ce{COOH})(pKa=2.34) $ when the rest of the amino acid is similar? Why does changing a hydrogen for a methyl group affect the $\ce{NH_3}$ but not the $\ce{COOH}$?

enter image description here enter image description here

Also there are three amino acids(GlyGlycine,LeuLeucine,AspAspartine) which have same pKa(NH_3)$pK_{a}(\ce{NH_3})$ but different pKa(COOH)$pK_a(COOH)$.

Alanine is heavier with a ($\ce{CH_3}$) than glycine which has an ($\ce{H}$). What makes them have different $pK_{a}(\ce{NH_3})(pKa: Aly=9.69 , Gly=9.60)$ but similar $pK_{a}(\ce{COOH})(pKa=2.34) $ when the rest of the amino acid is similar? Why does changing a hydrogen for a methyl group affect the $\ce{NH_3}$ but not the $\ce{COOH}$?

enter image description here enter image description here

Also there are three amino acids(Gly,Leu,Asp) which have same pKa(NH_3) but different pKa(COOH).

Alanine is heavier with a ($\ce{CH_3}$) than glycine which has an ($\ce{H}$). What makes them have different $pK_{a}(\ce{NH_3})(pKa: Aly=9.69 , Gly=9.60)$ but similar $pK_{a}(\ce{COOH})(pKa=2.34) $ when the rest of the amino acid is similar? Why does changing a hydrogen for a methyl group affect the $\ce{NH_3}$ but not the $\ce{COOH}$?

enter image description here enter image description here

Also there are three amino acids(Glycine,Leucine,Aspartine) which have same $pK_{a}(\ce{NH_3})$ but different $pK_a(COOH)$.

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think this is clearer
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Tried to rephrase the question more clearly while keeping the meaning the same. Also improved tagging and formatting
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