Chapter 27: Problem 33
Enzyme-catalyzed decarboxylation of glutamic acid gives 4-aminobutanoic acid (Section 27.1D). Estimate the pI of 4 -aminobutanoic acid.
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A decapeptide has the following amino acid composition. $$ \mathrm{Ala}_{2} \text {, Arg, Cys, Glu, Gly, Leu, Lys, Phe, Val } $$ Partial hydrolysis yields the following tripeptides. $$ \text { Cys-Glu-Leu + Gly-Arg-Cys + Leu-Ala-Ala + Lys-Val-Phe + Val-Phe-Gly } $$ One round of Edman degradation yields a lysine phenylthiohydantoin. From this information, deduce the primary structure of this decapeptide.
In a variation of the Merrifield solid-phase peptide synthesis, the amino group is protected by a fluorenylmethoxycarbonyl (FMOC) group. This protecting group is removed by treatment with a weak base such as the secondary amine piperidine. Write a balanced equation and propose a mechanism for this deprotection.
The configuration of the chiral center in \(\alpha\)-amino acids is most commonly specified using the \(\mathrm{D}, \mathrm{L}\) convention. It can also be identified using the \(R, S\) convention (Section 3.3). Does the chiral center in L-serine have the \(R\) or \(S\) configuration?
How many different tetrapeptides can be made under the following conditions? (a) The tetrapeptide contains one unit each of Asp, Glu, Pro, and Phe. (b) All 20 amino acids can be used, but each only once.
Why is Arg often referred to as a basic amino acid? Which other two amino acids are also basic amino acids?
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