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Exercises · 9.3

Q.Find and write down structures of 10 interesting small molecular weight biomolecules. Find if there is any industry which manufactures the compounds by isolation. Find out who are the buyers.

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The small molecular-weight biomolecules are the compounds of the acid-soluble pool (weights below about one thousand daltons): amino acids, sugars, glycerol, fatty acids and the nitrogen bases, nucleosides and nucleotides — many of which are isolated and manufactured for food, pharmaceutical, cosmetic and research buyers.

When a tissue is analysed, thousands of small organic compounds turn up in the acid-soluble pool. Each has a fairly small molecular weight, roughly in the range of eighteen to about eight hundred daltons. Here are ten interesting examples, with their composition described in words:

  • Glycine — the simplest amino acid. Picture a central alpha-carbon carrying four things: an amino group, a carboxyl group, a hydrogen, and a side chain (the R group) that is itself just a hydrogen.
  • Alanine — an amino acid built like glycine but with a methyl group (CH3) as its side chain on the alpha-carbon.
  • Serine — an amino acid whose side chain is a hydroxy-methyl group.
  • Glucose — a common single sugar with the molecular formula C6H12O6.
  • Ribose — a pentose (five-carbon) sugar with the molecular formula C5H10O5; it is the sugar found in one of the nucleic acids.
  • Glycerol — trihydroxy propane, a small three-carbon molecule with three hydroxyl groups; it is the backbone to which fatty acids attach in fats and oils.
  • Palmitic acid — a saturated fatty acid: a carboxyl group attached to a long chain, with sixteen carbons in all including the carboxyl carbon, and no carbon-to-carbon double bonds.
  • Arachidonic acid — an unsaturated fatty acid of twenty carbons including the carboxyl carbon, carrying one or more carbon-to-carbon double bonds.
  • Adenine — a nitrogen base built on the purine ring skeleton.
  • Adenosine — a nucleoside, formed when the nitrogen base adenine is attached to a sugar.
Note

A structure in words is easy to picture for the amino acids. Every one of them is like a substituted methane: the alpha-carbon has four positions filled by a hydrogen, a carboxyl group (COOH), an amino group (NH2), and a variable R group — and it is only the R group that changes from one amino acid to the next.

Many of these small compounds are not only found in tissue but are deliberately isolated and manufactured. Amino acids, sugars such as glucose, glycerol and fatty acids are all produced on an industrial scale by chemical, food-processing and pharmaceutical companies, either by extraction from natural material or by other manufacturing methods. The buyers are varied: food and nutrition companies (for sweeteners, additives and supplements), pharmaceutical firms (for drug ingredients and intermediates), cosmetic manufacturers (glycerol and fatty acids are common in creams and soaps), and research and diagnostic laboratories that need pure reagents.

✓Final answer

In short, ten interesting small biomolecules are glycine, alanine, serine, glucose, ribose, glycerol, palmitic acid, arachidonic acid, adenine and adenosine; several of them are isolated and manufactured commercially and are bought by food, pharmaceutical, cosmetic and research industries.

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