Summer Research

Project

Kapil S
III B.Sc., Dept. of Chemistry,
St. John’s College.
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 Indian Academy of Sciences
Summer Research Fellowship Programme

• Application: The form has to be filled by the end of November.

• Eligibility: BSc (II and III years only)
• Results: Information of selection along with concurrence of the
guide will be informed around February–March.
• Website: http://web-japps.ias.ac.in:8080/fellowship2018/index.html

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 IISER Kolkata

• Kapil S
• Institute: Indian Institute of
Science Education and
Research Kolkata.
• Laboratory: Bioinspired Polymer
Lab (BiPol lab)
• URL:
http://www.iiserkol.ac.in/~p_de/
• Field of research: RAFT
polymerization 3
Other Institutes that offer summer fellowships
• Tata Institute of Fundamental Research
• Jawaharlal Nehru Centre for Advanced Scientific Research
• Mainly IIT’s and IISER’s

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 Reactants

Amino acid A Amino acid B

(Alanine) (Leucine) 5
 Synthesis of Boc-Ala-Leu-OMe (1)

Name Equivalent Molecular Mole Weight taken

weight
Boc-L-Ala-OH 1 189.20 0.0158 3g

H-Leu-OMe 1.5 181.5 0.0237 4.316 g

DCC 1.2 206.33 0.01896 3.91 g

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DMAP 1.1 122.17 0.01738 2.12 g
 Synthesis

• Boc-Ala-OH was dissolved in

dry DCM in an ice water and
nitrogen is purged into the RB
to avoid oxidation .

• The reaction is carried out

under appropriate conditions.
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• It was then added to the
reaction mixture followed by
immediate addition of DCC
and DMAP.

• The reaction mixture was

allowed to stir at room
temperature for 24 hr.

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 Filtering using crucible
• After completion of the
reaction, the resultant
product was taken in ethyl
acetate.

• N,N'-dicyclohexylurea (DCU)
was filtered off.
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 Workup
• The general procedures for
isolating different types of
product are called “work-up” .

• The organic layer was washed

with HCl, sodium bicarbonate,
and brine solution.

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 Column
Chromatography
• It is an technique used for
separating a mixture of chemical
substances into its individual
components.
• They all have a stationary phase (a
solid, or a liquid supported on a
solid) and a mobile phase (a liquid
or a gas).
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 Vacuum pump

• It removes gas from an area,

leaving a partial vacuum
behind.

• The vacuum pump will also

remove water from that
particular compound placed
inside the conical.
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 UV active (TLC plates)

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After Before
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TLC Analysis

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 Rotary evaporator
• A rotary evaporator is a device used
for the efficient removal of solvents
from samples by evaporation.
• The rotovap works by increasing the
rate of evaporation of the solvent by
• (1) reducing the pressure to lower
the solvent boiling point.
• (2) rotating the sample to increase
the effective surface area.
• (3) heating the solution.
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17
 Conclusion

• In summary, we have successfully synthesized a

sequence defined tripeptide (Boc-Ala-Leu-Ala-OH) (Ala:
alanine; Leu: leucine). All the synthesized intermediates
were characterized by 1H NMR spectroscopy.
• Attachment of chlorambucil with the Boc-Ala-Leu-Ala-
OH was confirmed by NMR spectroscopy. In future we
will try to inspect the anticancer activity of this peptide
conjugated drug. 18
 Micropipette

• Micropipettes are used to

measure and deliver accurate
volumes of liquid.

• The advantage of micropipette

is that micropipettes measure a
much smaller volume, starting
at 1 microliter.

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Fractional Distillation of Acetone

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Synthetic strategy for the preparation of
chlorambucil conjugate tripeptide

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Thank you

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