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Chapter 27: Problem 17

Several \(\beta\)-amino acids exist. There is a unit of \(\beta\)-alanine, for example, contained within the structure of coenzyme A (Problem 25.35). Write the structural formula of \(\beta\)-alanine.

Short Answer

Expert verified
Answer: The structural formula of β-alanine is H3C-CH(NH2)-COOH.

Step by step solution

01

Identify the backbone of β-alanine

The backbone of an amino acid consists of a central (or α) carbon atom, to which the amino and carboxyl groups are attached. In β-alanine, the amino and carboxyl groups are attached to the β-carbon, which is next to the α-carbon.
02

Add the amino group

The amino group (-NH2) is a functional group found in amino acids. In β-alanine, the amino group is attached to the β-carbon, which is one carbon atom away from the α-carbon. We can represent this as: H3C-CH(NH2)-
03

Add the carboxyl group

The carboxyl group (-COOH) is another functional group found in amino acids. In β-alanine, the carboxyl group is also attached to the β-carbon. To complete the structural formula for β-alanine, we add the carboxyl group to the β-carbon: H3C-CH(NH2)-COOH
04

Finalize the structural formula of β-alanine

The complete structural formula of β-alanine is: H3C-CH(NH2)-COOH

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Most popular questions from this chapter

Both norepinephrine and epinephrine are synthesized from the same protein- derived amino acid. From which amino acid are they synthesized, and what types of reactions are involved in their biosynthesis? a. b.

A chemically modified guanidino group is present in cimetidine (Tagamet), a widely prescribed drug for the control of gastric acidity and peptic ulcers. Cimetidine reduces gastric acid secretion by inhibiting the interaction of histamine with gastric \(\mathrm{H}_{2}\) receptors. In the development of this drug, a cyano group was added to the substituted guanidino group to alter its basicity. Do you expect this modified guanidino group to be more basic or less basic than the guanidino group of arginine? Explain.

Enzyme-catalyzed decarboxylation of glutamic acid gives 4-aminobutanoic acid (Section 27.1D). Estimate the pI of 4-aminobutanoic acid.

The BOC-protecting group may be added by treatment of an amino acid with di- tert-butyl dicarbonate as shown in the following reaction sequence. Propose a mechanism to account for formation of these products.

Draw a structural formula for the product formed when alanine is treated with the following reagents. (a) Aqueous \(\mathrm{NaOH}\) (b) Aqueous \(\mathrm{HCl}\) (c) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH}, \mathrm{H}_{2} \mathrm{SO}_{4}\) (d) \(\left(\mathrm{CH}_{3} \mathrm{CO}\right)_{2} \mathrm{O}, \mathrm{CH}_{3} \mathrm{COONa}\)
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