1,4 glycosidic bond: Difference between revisions

From The School of Biomedical Sciences Wiki
Jump to navigation Jump to search
No edit summary
Nnjm2 (talk | contribs)
No edit summary
Line 1: Line 1:
[[Image:Alpha and Beta Glycosidic Bonds.png|right|Alpha and Beta Glycosidic Bonds.png]]1,4 glycosidic bond bonds are formed due to [[Condensation reaction|condensation reactions]] between a [[Hydroxyl|hydroxyl]] residue on carbon-1 and the [[Anomeric|anomeric]] carbon-4 on two [[Monosaccharides|monosaccharides]] ([[MONOMERS|monomers]], single units of sugar), to form a [[Disaccharide|disaccharide]] (2 [[Monomer|monomers]] bound together) and subsequently a [[Polysaccharide|polysaccharide]] ([[Polymer|polymers]], or many units of [[Sugar|sugars]]). A [[Condensation_reaction|condensation reaction]] is when [[Water|water]] is eliminated to form a simple [[Molecule|molecule]]. Later [[Hydrolysis|hydrolysis by]] water molecules will reform the two original monosaccharides.  
[[Image:Alpha and Beta Glycosidic Bonds.png|right|Alpha and Beta Glycosidic Bonds.png]]1,4 glycosidic bond bonds are formed due to&nbsp;[[Condensation reaction|condensation reactions]] between&nbsp;a [[Hydroxyl|hydroxyl]] oxygen atom on carbon-4 on one sugar and&nbsp;the&nbsp;α-anomeric form of C-1 on the other<ref>Biochemistry. 5th edition.erg JM, Tymoczko JL, Stryer L. New York: W H Freeman; 2002 - Section 11.2Complex Carbohydrates Are Formed by Linkage of Monosaccharides https://www.ncbi.nlm.nih.gov/books/NBK22396/</ref>.
 
<span style="font-size: 13.28px;">The two&nbsp;</span>[[Monosaccharides|monosaccharides]]<span style="font-size: 13.28px;">&nbsp;(</span>[[MONOMERS|monomers]]<span style="font-size: 13.28px;">, single units of sugar) form a </span>[[Disaccharide|disaccharide]]<span style="font-size: 13.28px;"> (2 </span>[[Monomer|monomers]]<span style="font-size: 13.28px;"> bound together) and subsequently a&nbsp;</span>[[Polysaccharide|polysaccharide]]<span style="font-size: 13.28px;">&nbsp;(</span>[[Polymer|polymers]]<span style="font-size: 13.28px;">, or many units of </span>[[Sugar|sugars]]<span style="font-size: 13.28px;">). A </span>[[Condensation reaction|condensation reaction]]<span style="font-size: 13.28px;"> is when </span>[[Water|water]]<span style="font-size: 13.28px;"> is eliminated to form a&nbsp;simple </span>[[Molecule|molecule]]<span style="font-size: 13.28px;">. Later </span>[[Hydrolysis|hydrolysis by]]<span style="font-size: 13.28px;">&nbsp;water molecules will reform the two original&nbsp;monosaccharides.</span>


The 1,4 glycosidic bond is formed between the [[Carbon|carbon]]-1 of one monosaccharide and carbon-4 of the other monosaccharide. There are are two types&nbsp;of&nbsp;glycosidic&nbsp;bonds&nbsp;- 1,4 alpha and 1,4 beta glycosidic bonds. 1,4 alpha glycosidic bonds are formed when the OH on the carbon-1 is below the [[Glucose|glucose]] ring; while 1,4 beta glycosidic bonds are formed when the OH is above the plane<ref>Jeremy M. Berg, John L. Tymoczko, Lubert Stryer. Biochemistry Seventh Edition Freeman</ref>. When two alpha [[D-glucose|D-glucose]] molecules join together a more commonly occurring [[Isomer|isomer]] of [[Glucose|glucose]] compared to the L-glucose, form a [[Glycosidic bonds|glycosidic linkage]], the term is [[Known|known]] as a α-1,4-glycosidic bond<ref>Berg JM, Tymoczko JL, Stryer L. Biochemistry. 5th edition. New York: W H Freeman; 2002. Section 11.2, Complex Carbohydrates Are Formed by Linkage of Monosaccharides. Available from: http://www.ncbi.nlm.nih.gov/books/NBK22396/</ref>.  
The 1,4 glycosidic bond is formed between the [[Carbon|carbon]]-1 of one monosaccharide and carbon-4 of the other monosaccharide. There are are two types&nbsp;of&nbsp;glycosidic&nbsp;bonds&nbsp;- 1,4 alpha and 1,4 beta glycosidic bonds. 1,4 alpha glycosidic bonds are formed when the OH on the carbon-1 is below the [[Glucose|glucose]] ring; while 1,4 beta glycosidic bonds are formed when the OH is above the plane<ref>Jeremy M. Berg, John L. Tymoczko, Lubert Stryer. Biochemistry Seventh Edition Freeman</ref>. When two alpha [[D-glucose|D-glucose]] molecules join together a more commonly occurring [[Isomer|isomer]] of [[Glucose|glucose]] compared to the L-glucose, form a [[Glycosidic bonds|glycosidic linkage]], the term is [[Known|known]] as a α-1,4-glycosidic bond<ref>Berg JM, Tymoczko JL, Stryer L. Biochemistry. 5th edition. New York: W H Freeman; 2002. Section 11.2, Complex Carbohydrates Are Formed by Linkage of Monosaccharides. Available from: http://www.ncbi.nlm.nih.gov/books/NBK22396/</ref>.  

Revision as of 10:44, 3 August 2018

Alpha and Beta Glycosidic Bonds.png
Alpha and Beta Glycosidic Bonds.png

1,4 glycosidic bond bonds are formed due to condensation reactions between a hydroxyl oxygen atom on carbon-4 on one sugar and the α-anomeric form of C-1 on the other[1].

The two monosaccharides (monomers, single units of sugar) form a disaccharide (2 monomers bound together) and subsequently a polysaccharide (polymers, or many units of sugars). A condensation reaction is when water is eliminated to form a simple molecule. Later hydrolysis by water molecules will reform the two original monosaccharides.

The 1,4 glycosidic bond is formed between the carbon-1 of one monosaccharide and carbon-4 of the other monosaccharide. There are are two types of glycosidic bonds - 1,4 alpha and 1,4 beta glycosidic bonds. 1,4 alpha glycosidic bonds are formed when the OH on the carbon-1 is below the glucose ring; while 1,4 beta glycosidic bonds are formed when the OH is above the plane[2]. When two alpha D-glucose molecules join together a more commonly occurring isomer of glucose compared to the L-glucose, form a glycosidic linkage, the term is known as a α-1,4-glycosidic bond[3].

References

  1. Biochemistry. 5th edition.erg JM, Tymoczko JL, Stryer L. New York: W H Freeman; 2002 - Section 11.2Complex Carbohydrates Are Formed by Linkage of Monosaccharides https://www.ncbi.nlm.nih.gov/books/NBK22396/
  2. Jeremy M. Berg, John L. Tymoczko, Lubert Stryer. Biochemistry Seventh Edition Freeman
  3. Berg JM, Tymoczko JL, Stryer L. Biochemistry. 5th edition. New York: W H Freeman; 2002. Section 11.2, Complex Carbohydrates Are Formed by Linkage of Monosaccharides. Available from: http://www.ncbi.nlm.nih.gov/books/NBK22396/