Skip to ContentGo to accessibility pageKeyboard shortcuts menu
OpenStax Logo
Organic Chemistry

25.1 Classification of Carbohydrates

Organic Chemistry25.1 Classification of Carbohydrates

25.1 • Classification of Carbohydrates

Carbohydrates are generally classified as either simple or complex. Simple sugars, or monosaccharides, are carbohydrates like glucose and fructose that can’t be converted into smaller sugars by hydrolysis. Complex carbohydrates are made of two or more simple sugars linked together by acetal bonds (Section 19.10). Sucrose (table sugar), for instance, consists of one glucose linked to one fructose. Similarly, cellulose is made up of several thousand glucose units linked together. Enzyme-catalyzed hydrolysis of a complex carbohydrate breaks it down into its constituent monosaccharides.

Enzyme-catalyzed hydrolysis decomposes sucrose (a disaccharide) into glucose and fructose. Similarly, cellulose (a polysaccharide) decomposes into approximately three thousand glucose units.

Monosaccharides are further classified as either aldoses or ketoses. The -ose suffix designates a carbohydrate, and the prefixes aldo- and keto- identify the kind of carbonyl group in the molecule, whether aldehyde or ketone. The number of carbon atoms in the monosaccharide is indicated by the appropriate numerical prefix tri-, tetr-, pent-, hex-, and so forth, in the name. Putting it all together, glucose is an aldohexose, a six-carbon aldehyde sugar; fructose is a ketohexose, a six-carbon keto sugar; ribose is an aldopentose, a five-carbon aldehyde sugar; and sedoheptulose is a ketoheptose, a seven-carbon keto sugar. Most of the common simple sugars are either pentoses or hexoses.

The structures of glucose (an aldohexose), fructose (a ketohexose), ribose (an aldopentose), and sedoheptulose (a ketoheptose), presented in Fischer projection.
Problem 25-1
Classify each of the following monosaccharides:
(a)
The structure of D threose, an aldose monosaccharide. The molecular formula is C 4 H 8 O 4, with H and O H groups on opposite sides of stereogenic centers.
(b)
The structure of D ribulose which is a ketopentose with the chemical formula C 5 H 10 O 5. It is a structural isomer of ribose.
(c)
The structure of D tagatose which is a ketohexose. The molecular formula is C 6 H 12 O 6.
(d)
The structure of 2-deoxyribose. It is an aldopentose with 5 carbon atoms and an aldehyde functional group.
Order a print copy

As an Amazon Associate we earn from qualifying purchases.

Citation/Attribution

This book may not be used in the training of large language models or otherwise be ingested into large language models or generative AI offerings without OpenStax's permission.

Want to cite, share, or modify this book? This book uses the Creative Commons Attribution-NonCommercial-ShareAlike License and you must attribute OpenStax.

Attribution information
  • If you are redistributing all or part of this book in a print format, then you must include on every physical page the following attribution:
    Access for free at https://openstax.org/books/organic-chemistry/pages/1-why-this-chapter
  • If you are redistributing all or part of this book in a digital format, then you must include on every digital page view the following attribution:
    Access for free at https://openstax.org/books/organic-chemistry/pages/1-why-this-chapter
Citation information

© Jan 9, 2024 OpenStax. Textbook content produced by OpenStax is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike License . The OpenStax name, OpenStax logo, OpenStax book covers, OpenStax CNX name, and OpenStax CNX logo are not subject to the Creative Commons license and may not be reproduced without the prior and express written consent of Rice University.