Esterification & Aminoacides

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Esterification & Aminoacides

Postby Hendrick Laursen on September 16th, 2014, 1:48 pm 

Hello

My Harper's Writes:
Harper's illustrated Biochemistry, 29th ed. wrote:Each functional group of an amino acid exhibits all of its characteristic chemical reactions. For carboxylic acid groups, these reactions include the formation of esters, amides, and acidanhydrides; for amino groups, acylation, amidation, and esterification; and for —OH and —SH groups, oxidation, and esterification. The most important reaction of amino acids is the
formation of a peptide bond (shaded).


Regarding the classic "Fischer Esterification", the process requires either a molecule containing —OH (Typically an alcohol) and a —CO2H. (Carboxilic Acid)

Why Harper claims esterification can be related to Amino part, while it(—NH2) has neither —OH nor —CO2H?

Thanks

Hendrick Laursen
Last edited by BioWizard on September 19th, 2014, 10:50 am, edited 1 time in total.
Reason: Edit
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Re: Esterification & Aminoacides

Postby BioWizard on September 18th, 2014, 5:14 pm 

Well, esterification of an amine group gives you an amide.
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Re: Esterification & Aminoacides

Postby Hendrick Laursen on September 19th, 2014, 3:21 am 

Thanks Mr. Biowizard. Your helps are always of great value.

As I'm completely novice in this particular area of Biochemistry, I'll beg you to provide me with Book/URL which could help me understand the matter more.

Lots of Regards
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Re: Esterification & Aminoacides

Postby BioWizard on September 19th, 2014, 7:20 am 

This is the same as any reaction between an amine group and a carboxylic group to give you an amide (peptide) bond. Some may refer to it as "esterification" because you have a nucleophile reacting with a carboxylic group and resulting in the elimination of a water molecule.

And when this happens between a sulfhydril group and a carboxylic group, you get a thioester.
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Re: Esterification & Aminoacides

Postby Hendrick Laursen on September 19th, 2014, 12:20 pm 

Got it now, thanks.
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