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and bioorganic transformations. Electrophiles are either positively
charged or neutral and have at least one positively polarised, electron-
poor atom. Conversely, nucleophiles are either negatively charged or
neutral and have a lone pair of electrons that can be donated.
Table 1.1.3: Relative acidity strengths of some functional groups and common reactants.
Functional group Example pKa
carboxylic acid 4.76
ammonium 9.26
alkylthiol CH3SH 10.3
alkylammonium ion 10.66
β-keto ester 10.6
water H2O 15.74
alcohol CH3CH2OH 16.0
ketone 19.3
thioester 21
ester 25
Scheme 1.1.4: Example of a biochemical reaction involving a Lewis acid and a Lewis base.
Reversible conversion of carbon dioxide to hydrogen carbonate can occur rapidly in the active
site of a carbonic anhydrase, the equilibrium being regulated by factors such as pH.
1.1.3 Stereoisomerism and Chirality
Stereoisomers having the spatial orientation of bonds as their unique
Biomedical Chemistry: Current Trends and Developments
- Title
- Biomedical Chemistry: Current Trends and Developments
- Author
- Nuno Vale
- Publisher
- De Gruyter Open Ltd
- Date
- 2016
- Language
- English
- License
- CC BY-NC-ND 4.0
- ISBN
- 978-3-11-046887-8
- Size
- 21.0 x 29.7 cm
- Pages
- 427
- Keywords
- Physical Sciences, Engineering and Technology, Chemistry, Organic Chemistry, Green Chemistry
- Categories
- Naturwissenschaften Chemie