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Notes 2

The document covers the principles and applications of light polarization, polarimetry, optical rotatory dispersion, and circular dichroism (CD) spectroscopy. It explains how polarized light is generated, the measurement of optical activity in compounds, and the use of CD spectroscopy for studying molecular structures and interactions. Additionally, it discusses the significance of specific rotation and the interpretation of CD spectra for understanding protein structures.

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0% found this document useful (0 votes)
7 views20 pages

Notes 2

The document covers the principles and applications of light polarization, polarimetry, optical rotatory dispersion, and circular dichroism (CD) spectroscopy. It explains how polarized light is generated, the measurement of optical activity in compounds, and the use of CD spectroscopy for studying molecular structures and interactions. Additionally, it discusses the significance of specific rotation and the interpretation of CD spectra for understanding protein structures.

Uploaded by

chawngterma
Copyright
© All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
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Contents

 Polarization of Light

 Polarimetry
Principle, Instrumentation and Applications
 Optical Rotatory Dispersion

 Circular Dichroism (CD) Spectroscopy


Principle, Instrumentation and Applications
Polarization of Light

E (Electric field)

Unpolarized light
(Electric field vector is
randomly oriented)

Plane polarized light


(Electric field vectors are oriented in
just one plane)
How do you generate plane polarized light?

Unpolarized light Nicol Prism Plane polarized light


(Made from Calcite
crystal)
Polarimetry

Polarimetry measures the rotation of polarized light as it passes


through an optically active solution

Polarimeter
 Compounds which rotate the plane of polarized light are called optically
active compounds and this property is known as optical activity.

 Dextrorotatory (d or +) : If the compound rotates the plane of polarization to


the right(clockwise) it is said to be dextrorotatory

 Laevorotatory (l or -) : If the compound rotates the plane of polarization to


the left(anticlockwise) it is said to be laevorotatory

 When a plane polarized light passes through a single chiral compound, there will be a rotation of plane

 Enantiomers rotate the plane of polarized light by same amount but it opposite direction

Note: Direction of rotation must be


determined experimentally. There is
no correlation with R or S
configurations
Specific Rotation

Allow us to compare samples collected under slightly different


concentrations and path lengths

Usually, the wavelength Sodium D line 589.3 nm


Q: When measured compound A (4.5 mg/100mL) shown an observed
rotation of -1.4o in a polarimeter with tube length of 5 cm. Calculate
the specific rotation of the compound A.

[α] = α/(c x l) = –1.4O / [(4.5/100) x( 0.5 dm)]

= 62.22O
Optical Purity of Compounds
[Link]
22_etext.pdf
Find Out Questions on specific rotation, optical Purity
and enantiomeric excess and learn how to Solve
Polarimetry-Applications

[Link]
Polarimetry-Applications

[Link]
Optical Rotatory Dispersion

 Optical rotatory dispersion (ORD) is the variation in optical rotation of substance with varying
wavelength of light
 Some compounds, measuring specific rotation at single wavelength(Sodium D line), may not give
any observable change. So, ORD can be useful
Circularly Polarized Light
Linear/plane polarized light in Linear/plane polarized light in
XZ Plane YZ Plane

A) B)

Combining A and B with equal Combining A and B with equal amplitude and 90o
amplitude and no phase difference
will give linear polarized light in XY
phase difference will give Circular polarized
plane light in XY plane

[Link]
Circularly polarized can be
either left-handed or right-
handed
Circular Dichroism Spectroscopy

Principle
 Circular dichroism (CD) spectroscopy is based on
the differential absorption of left and right- handed
circularly polarized components of incident plane
polarized light. This kind of differential absorption
can be observed only if the chromophore is chiral.

 A Chromophore can be chiral due to 1) its intrinsic


structure or 2) its attachment to a chiral center in the
molecule or 3) it is placed in an asymmetric
environment.

 In CD spectroscopy, one measures either the ellipticity ()


(Figure 1.4) or the differential absorption (A = AL- AR).
Both  and A are related by a relation   32 .98  A EL and ER Electric vector of left-handed and right-
handed circularly polarized light, respectively
CD Instrumentation

Photoelastic
modulator Right-handed Circularly Polarized (RCP)
Left-handed Circularly Polarized (LCP)

Pignataro et. al, Molecules 2020, 25, 4854; doi:10.3390/molecules25204854


CD spectroscopy can be used for
studying

 Structural characterization of
proteins, DNA and polymers
under different solution
conditions

 Protein-protein interactions

 Protein stability under different


conditions such in the presence
of denaturants or some other
additives and different pH
conditions

[Link]
Far-UV CD spectra

 Secondary structure of proteins can be


estimated from the far-UV CD spectra (180-
250 nm).In this region the chromophore is the
peptide bond. Upon electronic excitation two
types of transitions can occur in peptide bond;
n * (around 210-220 nm) and  to *
(around 190 nm). When this chromophore is
arranged in regular ordered structures, it gives
a characteristic spectral signature of those
structures.

 Variation in far-UV CD spectra of proteins


can reveal the secondary structural
changes in the proteins under various
conditions. Chen et. al, Scientific Reports | 6:30804 | DOI: 10.1038/srep30804
Near-UV CD spectra

 Near-UV CD spectra (250-350 nm) give information about the


tertiary structure of proteins. In this region, the chromophores
are aromatic amino acids (tryptophan, tyrosine and
phenylalanine) and disulfide bonds. Signals in the 255-270 nm,
275-285 nm and 285-305 nm ranges correspond to
phenylalanine, tyrosine and tryptophan, respectively.
 Tertiary fold of proteins place these amino acid residues in an
asymmetric environment and thus any disturbance in the
tertiary structure alters the CD signals. Disulphide bonds give Pabbathi et. al,
[Link] 2013, 14,
weak and broad signals in near-UV region. 2441 – 2449

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