How many carbon atoms do glucose, fructose and galactose have

Monosaccharides (from Greek monos: single, sacchar: sugar) are the simplest carbohydrates. They cannot be hydrolyzed into simpler sugars. They consist of one sugar and are usually colorless, water-soluble, crystalline solids. Some monosaccharides have a sweet taste. Examples of monosaccharides include glucose (dextrose), fructose, galactose, xylose and ribose. Monosaccharides are the building blocks of disaccharides like sucrose (common sugar) and polysaccharides (such as cellulose and starch). Further, each carbon atom that supports a hydroxyl group (except for the first and last) is chiral, giving rise to a number of isomeric forms all with the same chemical formula. For instance, galactose and glucose are both aldohexoses, but they have different chemical and physical properties.

Contents

  • 1 Structure
    • 1.1 Cyclic structure
    • 1.2 Isomerism
  • 2 Monosaccharide nomenclature
  • 3 List of monosaccharides
  • 4 Reactions
  • 5 References
  • 6 See also

Structure

  With few exceptions (e.g., deoxyribose), monosaccharides have the chemical formula (CH2O)n + m with the chemical structure H(CHOH)nC=O(CHOH)mH. If n or m is zero, it is an aldehyde and is termed an aldose, otherwise it is a ketone and is termed a ketose. Monosaccharides contain either a ketone or aldehyde functional group, and hydroxyl groups on most or all of the non-carbonyl carbon atoms.

Cyclic structure

Most monosaccharides form cyclic structures, which predominate in aqueous solution, by forming hemiacetals or hemiketals (depending on whether they are aldoses or ketoses) between an alcohol and the carbonyl group of the same sugar. Glucose, for example, readily forms a hemiacetal linkage between its carbon-1 and the hydroxyl group of its carbon-5. Since such a reaction introduces an additional stereogenic center, two anomers are formed (α-isomer and β-isomer) from each distinct straight-chain monosaccharide. The interconversion between these two forms is called mutarotation.[1]

A common way of representing the cyclic structure of monosaccharides is the Haworth projection.

In Haworth projection, the α-isomer has the OH- of the anomeric carbon under the ring structure, and the β-isomer, has the OH- of the anomeric carbon on top of the ring structure. In chair conformation, the α-isomer has the OH- of the anomeric carbon in an axial position, whereas the β-isomer has the OH- of the anomeric carbon in equatorial position.

Isomerism

The total number of possible stereoisomers of one compound (n) is dependent on the number of stereogenic centers (c) in the molecule. The upper limit for the number of possible stereoisomers is n = 2c. The only carbohydrate without an isomer is dihydroxyacetone or DHA.

Monosaccharide nomenclature

Monosaccharides are classified by the number of carbon atoms they contain:

  • Triose, 3 carbon atoms
  • Tetrose, 4 carbon atoms
  • Pentose, 5 carbon atoms
  • Hexose, 6 carbon atoms
  • Heptose, 7 carbon atoms
  • Octose, 8 carbon atoms
  • Nonose, 9 carbon atoms
  • Decose, 10 carbon atoms

Monosaccharides are classified the type of keto group they contain:

  • Aldose, -CHO (aldehyde)
  • Ketose, C=O (ketone)

Monosaccharides are classified according to their molecular configuration at the chiral carbon furthest removed from the aldehyde or ketone group. The chirality at this carbon is compared to the chirality of carbon 2 on glyceraldehyde. If it is equivalent to D-glyceraldehyde's C2, the sugar is D; if it is equivalent to L-glyceraldehyde's C2, the sugar is L. Due to the chirality of the sugar molecules, an aqueous solution of a D or L saccharides will rotate light. D-glyceraldehyde causes polarized light to rotate clockwise (dextrorotary); L-glyceraldehyde causes polarized light to rotate counterclockwise (levorotary). Unlike glyceraldehyde, D/L designation on more complex sugars is not associated with their direction of light rotation. Since more complex sugars contain multiple chiral carbons, the direction of light rotation cannot be predicted by the chirality of the carbon that defines D/L nomenclature.

  • D, configuration as in D-glyceraldehyde
  • L, configuration as in L-glyceraldehyde

All these classifications can be combined, resulting in names like D-aldohexose or ketotriose.

List of monosaccharides

This is a list of some common monosaccharides, not all are found in nature—some have been synthesized:

  • Trioses:
    • Aldotriose: glyceraldehyde
    • Ketotriose: dihydroxyacetone
  • Tetroses:
    • Aldotetrose: erythrose and threose
    • Ketotetrose: erythrulose
  • Pentoses:
    • Aldopentoses: arabinose, lyxose, ribose and xylose
    • Ketopentoses: ribulose and xylulose
  • Hexoses:
    • Aldohexoses: allose, altrose, galactose, glucose, gulose, idose, mannose and talose
    • Ketohexoses: fructose, psicose, sorbose and tagatose
  • Heptoses:
    • Keto-heptoses: mannoheptulose, sedoheptulose
  • Octoses: octolose, 2-keto-3-deoxy-manno-octonate
  • Nonoses: sialose

Reactions

  1. Formation of acetals.
  2. Formation of hemiacetals and hemiketals.
  3. Formation of ketals.

References

  1. ^ Pigman, Ward; Anet, E.F.L.J. (1972). "Chapter 4: Mutarotations and Actions of Acids and Bases", in Pigman and Horton: The Carbohydrates: Chemistry and Biochemistry Vol 1A, 2nd ed., San Diego: Academic Press, 165-194. 

See also

  • Oligosaccharide
  • Sugar acid
  • Sugar alcohol
General: Aldose | Ketose | Pyranose | Furanose
Geometry: Triose | Tetrose | Pentose | Hexose | Heptose | Cyclohexane conformation | Anomer | Mutarotation
Small/Large: Glyceraldehyde | Dihydroxyacetone | Erythrose | Threose | Erythrulose | Sedoheptulose
Trioses: ketotriose | Aldotriose
Tetroses: Erythrulose | Erythrose | Threose
Pentoses: Arabinose | Deoxyribose | Lyxose | Ribose | Ribulose | Xylose | Xylulose
Hexoses: Glucose | Galactose | Mannose | Gulose | Idose | Talose | Allose | Altrose | Fructose | Sorbose | Tagatose | Psicose | Fucose | Rhamnose
Disaccharides: Sucrose | Lactose | Trehalose | Maltose
Polymers: Glycogen | Starch (Amylose | Amylopectin) | Cellulose | Chitin | Stachyose | Inulin | Dextrin
Glycosaminoglycans: Heparin | Chondroitin sulfate | Hyaluronan | Heparan sulfate | Dermatan sulfate | Keratan sulfate
Aminoglycosides: Kanamycin | Streptomycin | Tobramycin | Neomycin | Paromomycin | Apramycin | Gentamicin | Netilmicin | Amikacin

How many atoms of carbon are there in each molecule of glucose fructose and galactose?

2. Glucose, fructose, and galactose each has 6 carbon atoms.

How many carbon atoms are present in glucose and fructose?

There are 4 chiral carbon atoms in the glucose molecule and also four chiral carbons are present in the fructose.

How many carbon atoms do fructose have?

Fructose is another sugar that also has 6 carbons, 12 hydrogens, and 6 oxygen atoms. However, the arrangement of the atoms is different, and this makes it much sweeter than glucose and also affects its ability to combine with other molecules.

How many carbon atoms do galactose have?

Explanation: Galactose and glucose are both 6-carbon monosaccharides. They are classified as structural isomers. This means that they have the same molecular formula, but different structural orientations.