The document summarizes ozonolysis, which is the reaction of ozone with alkenes, alkynes, and azo compounds. Ozonolysis of alkenes forms an ozonide intermediate that can be converted to alcohols, aldehydes, ketones, or carboxylic acids depending on the workup. Alkynes undergo ozonolysis to form diketones or carboxylic acids. Ozonolysis has applications in synthesizing aldehydes, ketones, and drugs, and can be used to determine double bond locations in unknown alkenes.
The Schmidt reaction is an organic reaction in which an azide reacts with a carbonyl derivative, usually a aldehyde, ketone, or carboxylic acid, under acidic conditions to give an amine or amide, with expulsion of nitrogen
This is the Power Point Presentation for "Electrophilic Addition to Alkenes". This is as per syllabus of University of Mumbai for S.Y. B. Pharmacy students.
This is Power Point Presentation on Topic "Electrophilic Aromatic Substitution Reactions" as per syllabus of "University of Mumbai" for S.Y. B. Pharmacy (Sem.: IV) students.
The Schmidt reaction is an organic reaction in which an azide reacts with a carbonyl derivative, usually a aldehyde, ketone, or carboxylic acid, under acidic conditions to give an amine or amide, with expulsion of nitrogen
This is the Power Point Presentation for "Electrophilic Addition to Alkenes". This is as per syllabus of University of Mumbai for S.Y. B. Pharmacy students.
This is Power Point Presentation on Topic "Electrophilic Aromatic Substitution Reactions" as per syllabus of "University of Mumbai" for S.Y. B. Pharmacy (Sem.: IV) students.
IMPORTANT NAMED REACTIONS in Organic synthesis with Introduction, General Mechanism, and their synthetic application covering more than 20 named reactions in it.
Seminar of U.V. Spectroscopy by SAMIR PANDASAMIR PANDA
Spectroscopy is a branch of science dealing the study of interaction of electromagnetic radiation with matter.
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Introduction:
RNA interference (RNAi) or Post-Transcriptional Gene Silencing (PTGS) is an important biological process for modulating eukaryotic gene expression.
It is highly conserved process of posttranscriptional gene silencing by which double stranded RNA (dsRNA) causes sequence-specific degradation of mRNA sequences.
dsRNA-induced gene silencing (RNAi) is reported in a wide range of eukaryotes ranging from worms, insects, mammals and plants.
This process mediates resistance to both endogenous parasitic and exogenous pathogenic nucleic acids, and regulates the expression of protein-coding genes.
What are small ncRNAs?
micro RNA (miRNA)
short interfering RNA (siRNA)
Properties of small non-coding RNA:
Involved in silencing mRNA transcripts.
Called “small” because they are usually only about 21-24 nucleotides long.
Synthesized by first cutting up longer precursor sequences (like the 61nt one that Lee discovered).
Silence an mRNA by base pairing with some sequence on the mRNA.
Discovery of siRNA?
The first small RNA:
In 1993 Rosalind Lee (Victor Ambros lab) was studying a non- coding gene in C. elegans, lin-4, that was involved in silencing of another gene, lin-14, at the appropriate time in the
development of the worm C. elegans.
Two small transcripts of lin-4 (22nt and 61nt) were found to be complementary to a sequence in the 3' UTR of lin-14.
Because lin-4 encoded no protein, she deduced that it must be these transcripts that are causing the silencing by RNA-RNA interactions.
Types of RNAi ( non coding RNA)
MiRNA
Length (23-25 nt)
Trans acting
Binds with target MRNA in mismatch
Translation inhibition
Si RNA
Length 21 nt.
Cis acting
Bind with target Mrna in perfect complementary sequence
Piwi-RNA
Length ; 25 to 36 nt.
Expressed in Germ Cells
Regulates trnasposomes activity
MECHANISM OF RNAI:
First the double-stranded RNA teams up with a protein complex named Dicer, which cuts the long RNA into short pieces.
Then another protein complex called RISC (RNA-induced silencing complex) discards one of the two RNA strands.
The RISC-docked, single-stranded RNA then pairs with the homologous mRNA and destroys it.
THE RISC COMPLEX:
RISC is large(>500kD) RNA multi- protein Binding complex which triggers MRNA degradation in response to MRNA
Unwinding of double stranded Si RNA by ATP independent Helicase
Active component of RISC is Ago proteins( ENDONUCLEASE) which cleave target MRNA.
DICER: endonuclease (RNase Family III)
Argonaute: Central Component of the RNA-Induced Silencing Complex (RISC)
One strand of the dsRNA produced by Dicer is retained in the RISC complex in association with Argonaute
ARGONAUTE PROTEIN :
1.PAZ(PIWI/Argonaute/ Zwille)- Recognition of target MRNA
2.PIWI (p-element induced wimpy Testis)- breaks Phosphodiester bond of mRNA.)RNAse H activity.
MiRNA:
The Double-stranded RNAs are naturally produced in eukaryotic cells during development, and they have a key role in regulating gene expression .
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https://www.etran.rs/2024/en/home-english/
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1. Presented By
Shubham Sharma
M .Pharm (1sem)
(Pharmaceutical Chemistry)
Roll No-20029
Presented To
Dr. Ashok Kumar Yadav
UGC Assistant Professor
UIPS, Panjab University
3. INTRODUCTION
Ozonolysis was invented by Christian Friedrich Schönbein in
1840.Ozonolysis refers to the organic chemical reaction where ozone is
employed to cleave the unsaturated bonds of alkenes, alkynes, and azo
compounds (compounds with the functional diazenyl functional group).
1. Oxidation of alkenes with the help of ozone can give alcohols,
aldehydes, ketones, or carboxylic acids.
2. Alkynes undergo ozonolysis to give diketones. If water is present in
the reaction, the diketone undergoes hydrolysis to yield two
carboxylic acids.
3. For azo compounds, the ozonolysis yields nitrosamines.
4. Electrophillic addition of ozone
to the carbon carbon bond
forms the molozonide
intermediate.
Electrophillic
addition of ozone
to the carbon
carbon bond
forms the
molozonide
intermediate.
6. MECHANISM
Ozonolysis mechanism proceeds via an oxidative cleavage reaction. The ozone
not only breaks the carbon pi bond but also the carbon-carbon sigma bond. It
involves the attack of ozone on the given reactant to form an ozonide. To
eliminate the oxygen in this intermediate stage, zinc dust is employed (since it
forms zinc oxide with the oxygen). The final product will depend upon the type
of reactant used as well as on the type of ozonolysis(type of agent used).
7. OZONOLYSIS
Oxidative cleavage of carbon carbon double bond using ozone as an oxidizing agent is
called ozonolysis.
As in these reaction whenever reducing agents (Oxidizing agents can also be used , will
seen in typeS of ozonolysis) such as zinc , dimethyl sulfide is used then such ozonolysis
is termed as reductive ozonolysis.
Ozone is a very reactive allotrope of oxygen. The reaction of ozone with alkenes and
alkynes causes the oxidative cleaving of the alkene or alkyne.
Oxidizing agent can also
be used however then
product will change
8. Continued………….
Ozone is produced by passing dry oxygen into ozonisers
(which contains certain electric discharge) .
Only 5 to 10 percent of oxygen get converted into ozone .
Example of some of the ozonisers are Siemen’s ozoniser,
and Brodie’s ozoniser.
12. Ozonolysis of alkynes
Alkynes undergo ozonolysis to give an acid anhydride or a diketone as the final product.
The fragmentation is not complete in this reaction (alkenes undergo complete
fragmentation). No reducing agents are required as a simple aqueous workup is followed.
13. TYPES OF OZONOLYSIS
Alkenes can undergo ozonolysis to form alcohols, aldehydes,
ketones, or carboxylic acids. The general procedure uses a solution of
alkene in methanol. Ozone is bubbled through this solution at
approximately 780 Celsius. When the solution turns blue, the alkene
is consumed (the blue colour comes from the unreacted ozone).
Other indicators of the endpoint of the reaction include potassium
iodide solution. Once the ozone is added to the reaction mixture, a
reagent must be added to convert the ozonide to the required
carbonyl derivative.
For this conversion, 2 techniques can be employed:
1. Reductive Workup
2. Oxidative Workup
14. Oxidative Workup
When oxidant hydrogen peroxide is used instead of zinc or
dimethyl sulfide to treat the ozonide, the aldehydes formed are
oxidized to carboxylic acids. Potassium Permanganate in the
presence of hot acid can also be used in the oxidative workup.
15. Reductive Workup
Here, the ozonide is treated with mild reducing agents such as
dimethyl sulfide and zinc metal with water. The ozonide is
reduced as shown below. However, reductive workup
conditions see a lot more use when compared to oxidative
workup conditions. In these workup conditions,
triphenylphosphine, thiourea, zinc dust, and dimethyl sulfide
can be used to produce aldehydes or ketones.
16. SYNTHETIC APPLICATIONS
1. Synthesis of aldehydes and ketones.
2. This is one of the best method for the location of double
bonds in the unknown alkenes.
3. Ozonolysis of ketene dimer gives a very unstable
compound that can be observed only at low temperatures
(–78 °C or below). It has two carbonyl bands in the IR and
reacts with amines to give amides, so it looks like an
anhydride(as malonic anhydride can’t be made directly
from malonic acid).
17. 5. Ozonolysis of oleic acid is an important route
to azelaic acid. The coproduct is nonanoic acid.
6. In the synthesis of various other drugs.