Sunday 15 May 2016

What is peptide bond?

Peptide bond-

Formation of peptide bond-  Amino acids are joined together  in a sequence by peptide bond . When α-amino group of 1 amino acid reacts with a α- carboxyl group of another amino acid a peptide bond is formed with elimination of a molecule of H2O to yield a dipeptide.

Sequence  -  \mathrm{C^{\alpha}} - C-N-\mathrm{C^{\alpha}} 

Characteristics of peptide bond-


  • It can be broken by amide hydrolysis ; (metastable) in the presence of H2O  they will break spontaneously .
  • It has a partial double bond character.. \mathrm{C^{\alpha}} - C-N-\mathrm{C^{\alpha}} (Rotation is allowed in the axis.  \mathrm{C^{\alpha}} - C and  N-\mathrm{C^{\alpha}}. But the rotation is not possible in C-N axis so behaves like a partial double bond character.) 


Image source -
http://iweb.langara.bc.ca/biology/mario/Biol2315notes/biol2315chap3.html
  • It is rigid and planar (all the molecules are in a same plane).Planar as resonance between the carboxylic group and the amino nitrogen leads the C-N bond a partial double bond character. 
  • Like all amide linkages the -C=O and  -NH groups of the peptide bond are uncharged.
  • Neither accept nor release protons over the pH range of 2-12.
  •  The -C=O and  -NH groups of the peptide bond are  polar ( both hydrophobic and hydrophillic nature) and involved in H-bonding.



Q1. Three amino acids of molecular weights 75,89 and 105 daltons each have a tripeptide . The molecular wt. of tripeptide in dalton will be -
a. 251                           b.269                                   
c.cannot be predicted.  d.233

Ans. 233 how ?
 Well tripeptide means 2 (H2O)water molecules are expelled i,e 18+18 =36
Total mol wt . is 75+89+105- 36= 233.

2 .What is true about the peptide bond of a protein -
a. Planar,but rotates to three preferred dihedral angles.
b.Non-polar but rotates to three preferred dihedral angles
c.Polar and fixed in a trans confirmation
d.Planar and usually found in a trans conformation 

Ans.  d

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