What does tautomerization mean?
Tautomerization is a net process by which protons are transferred from one site to another by a series of steps in which the solvent is an intermediary. From: Organic Chemistry Study Guide, 2015.
What is an example of tautomerism?
Some of the examples of tautomers are Ketone-enol, enamine-imine, lactam-lactim, etc.
What is the tautomeric form of a base?
Nucleic acid bases can exist in multiple tautomeric forms due to the presence of solvent-exchangeable protons. Tautomers are structural isomers that differ from one another based on the position of proton(s) and double bonds (Antonov 2014).
What is a tautomeric shift and how may it lead to a mutation?
The spontaneous isomerization of a nitrogen base to an alternative hydrogen-bonding form, possibly resulting in a mutation. Reversible shifts of proton position in a molecule.
Why does tautomerization occur?
Tautomerization begins when the partially negative electrons on the alcohol oxygen reaches down to attack the sp2 carbon atom (the one holding the pi bond). In forming a second bond between carbon and oxygen, carbon would have a total of 5 bonds.
What is the use of tautomerism?
Tautomers are structural isomers that differ from one another based on the position of proton(s) and double bonds (Antonov 2014). The presence of multiple tautomers is expected to increase the structural and chemical diversity of nucleic acid bases, as shown in Figure 1.
How many forms of tautomerism are there?
There are several types of tautomerism, keto-enol tautomerism being the most important. In this type, one tautomer exists as a ketone while the other tautomer exists as an enol. Acetone and phenol are the two most common examples. Tautomerism usually happens in the presence of a catalyst.
What is the meaning of tautomeric shift?
What is Tautomerization in mutation?
(a) Tautomerism: Tautomers are the alternate forms of bases and are produced by rearrangements of electrons and protons in the molecules (Fig. 6.46). Tautomerism is caused by certain chemical mutagens. In the next replication purines pair with pyrimidines and the base pair is altered at a particular locus.
What does tautomeric mean?
Definition of tautomeric : of, relating to, or marked by tautomerism First Known Use of tautomeric 1888, in the meaning defined above
What is tautomerization and how does it work?
In tautomerization, the atoms in a molecule will rearrange themselves to form a different structure. Take a molecule that contains an aldehyde and alcohol functional groups.
Which of the following is an example of tautomer?
Ketone-enol, enamine-imine,lactam-lactim, etc are some of the examples of tautomers Meanwhile, some of the key features of tautomerism are that this process gives more stability for the compound. In this phenomenon, there is an exchange of a hydrogen atom between two other atoms while forming a covalent bond to either one.
What is Prototropic tautomerism?
Prototropy is the most common form of tautomerism and refers to the relocation of a hydrogen atom. Prototropic tautomerism may be considered a subset of acid-base behavior. Prototropic tautomers are sets of isomeric protonation states with the same empirical formula and total charge.