Impact of Solvent Nonbonding Interaction on

Vibrational Circular Dichroism of Chiral Amino Acid

Source: Vanderbilt University

Imrul Shahriar
Department of Chemistry | Dhaka University
Green Research Centre
August 05, 2016
 World of Protein and Chiral Amino Acids

protein Protein performs nearly all things in our body

including signaling, transport, energy conversion,
drug delivery
Being the building blocks of protein the study of
amino acids have drawn great interest in recent
years
The biological activity of proteins is determined by
the chemical properties of the chiral amino acids.

peptide

Chiral Image
 Vibrational Circular Dichroism, VCD

Experimental Computation
Photoelastic Rotational strength can be calculated
Optical modulator Detector theoretically
filter
R

L Coding
Polarized
Filter

Software

Gaussian 09
 Model System: Methionine

Methionine, S-containing AA has significant biological importance including its catalytic

role in enzymes

Methionine Methionine-Water Methionine-methanol

Little knot can be strong effect

Hydrogen bonding

Assignment H-bond distance,

In Water In Methanol
C(5)-H---O 3.66 3.67
O-H---O(17) 2.71 2.71
C(11)-H---O 3.48 3.51
VCD Spectra of Methionine, Met-water and Met-methanol
1500 Gas phase
Water
1000
Methanol
Delta epsilon

500

-500

Frequency(cm-1)
-1000
0 500 1000 1500 2000 2500 3000 3500 4000

Zwitterion and non-covalent interaction in solvent causes significant frequency shifts

in VCD spectra
Gas phase VCD signals are not so intense but in solvent intensity increases
significantly for NH2 wagging, C(9)H2 scis, C(5)H2 scis, NH2 scis and C=O str modes