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Show the products that result from hydrolysis of amygdalin in dilute acid. Can you suggest why amygdalin might be toxic to tumor (and possibly other) cells?

Short Answer

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is released from amygdalin. It is potent and cytotoxic and neurotoxic in nature.

Step by step solution

01

Step-1. Hydrolysis of amygdalin in dilute acid:

Amygdalin is a naturally occurring chemical compound and is a cyanogenic glycoside as toxic cyanide ion can get released from it on its hydrolysis. Amygdalin on hydrolysis with dilute acid gives two molecules of glucose and benzaldehyde cyanohydrin as the products and further benzaldehyde cyanohydrin on hydrolysis gives hydrogen cyanide as the product.

Amygdalin Hydrogen cyanide

02

Step-2. Cyanide poisoning from amygdalin:

Amygdalin can cause cyanide poisoning as after its ingestion it is hydrolysed to give a molecule of hydrogen cyanide and two molecules of glucose. Enzymatic degradation of amygdalin occurs in three stages. Hydrogen cyanide is toxic to neurological system as well as it is cytotoxic meaning, cell killing. Due to cyanide poisoning, liver may get damaged and blood pressure could get drop very low.

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Most popular questions from this chapter

a) Draw D-allose, the C3 epimer of glucose.

b) Draw D-talose, the C2 epimer of D-galactose.

c) Draw D-idose, the C3 epimer of D-talose. Now compare your answers with Figure 23-3.

d) Draw the C4 โ€œepimerโ€ of D-xylose. Notice that this โ€œepimerโ€ is actually an L-series sugar, and we have seen its enantiomer. Give the correct name for this L-series sugar.

Question: Exposure to nitrous acid (see Section 19-16), sometimes found in cells, can convert cytosine to uracil.

  1. Propose a mechanism for this conversion.
  2. Explain how this conversion would be mutagenic upon replication.
  3. DNA generally includes thymine, rather than uracil(found in RNA). Based on this fact, explain why the nitrous acid-induced mutation of cytosine to uracil is more easily repaired in DNA than it is in RNA.

Use fig. 23-3 (the D-family of aldoses) to name the following aldoses.

(a) The C2 epimer of D-xylose

(b) The C3 epimer of D-erythrose

(c) The C3 epimer of D-altros

(d) The enantiomer of D-talose

(e) The C-5 epimer of D-idose

The Wohl degradation, an alternative to the Ruff degradation, is nearly the reverse of the Kiliani-Fischer synthesis. The aldose carbonyl group is converted to the oxime, which is dehydrated by acetic anhydride to the nitrile (a cyanohydrin). Cyanohydrin formation is reversible, and a basic hydrolysis allows the cyanohydrin to lose HCN. Using the following sequence of reagents, give equations for the individual reaction in the Wohl degradation of D-arabinose to D-erythrose. Mechanisms are not required.

(1) hydroxylamine hydrochloride

(2) acetic anhydride

(3) OH-,H2O

Is gentiobiose a reducing sugar? Does it mutarotate? Explain your reasoning.

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