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Chapter 24: Q17P. (page 1273)

Use resonance forms to show delocalization of the negative charge in Ruhemann’s purple anion.

Short Answer

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Formation of Ruhemann’s purple anion

Resonance form of Ruhemann’s purple anion

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01

Formation of Ruhemann’s purple anion

When ninhydrin reacts with an amino acid, the product formed is a deep violet resonance-stabilized anion known as Ruhemann’s purple. The reaction of an amino acid with ninhydrin is shown below:

Formation of Ruhemann’s purple anion

02

Resonance form of Ruhemann’s purple anion

The resonance form of Ruhemann’s purple anion is as shown below:

Resonance form of Ruhemann’s purple anion

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Most popular questions from this chapter

The herbicide glyphosate(Roundup) kills plants by inhibiting an enzyme needed for synthesis of phenylalanine. Deprived of phenylalanine, the plant cannot make the proteins it needs, and it gradually weakens and dies. Although a small amount of glyphosate is deadly to a plant, its human toxicity is quite low. Suggest why this powerful herbicide has little effect on humans.

Lipoic acid is often found near the active sites of enzymes, usually bound to the peptide by a long, flexible amide linkage with a lysine residue.

(a) Is lipoic acid a mild oxidizing agent or a mild reducing agent? Draw it in both its oxidized and reduced forms.

(b) Show how lipoic acid might react with two Cys residues to form a disulfide bridge.

(c) Give a balanced equation for the hypothetical oxidation or reduction, as you predicted in part (a), of an aldehyde by lipoic acid.

Daw the structure of the predominant form of

Isoleucine at pH 11 (b) Proline at pH 2

Arginine at pH 7 (d) Glutamic acid at pH 7

A mixture of alanine, lysine, and aspartic acid at 1). pH 6 ; 2). pH 11; 3). pH

Question: Propose a mechanism for the acid-catalyzed hydrolysis of phenylalanine ethyl ester.

Show where trypsin and chymotrypsin would cleave the following peptide.

Tyr-Ile-Gln-Arg-Leu-Gly-Phe-Lys-Asn-Trp-Phe-Gly-Ala-Lys-Gly-Gln-Gln.NH2
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