What is the role of protective groups in protein synthesis?
What is the role of protective groups in protein synthesis?
This is mandatory to prevent polymerization of the amino acids and to minimize undesirable side reactions during the synthetic process. Proper protecting group manipulation strategies can maximize the yield of the desired product or allow the construction of complex peptide-based structures.
What is Boc in organic chemistry?
tert-Butyloxycarbonyl (Boc) is a protecting group often used in the synthesis of organic compounds. Boc is specifically used to protect amine in the solid phase synthesis of peptides (Green, T. W.; Wuts, P. G. M., Protective Groups in Organic Synthesis, Wiley-Interscience: New York, 1999, pp 518-525, 736-739).
Why is protecting a group important?
Protecting groups are used in synthesis to temporarily mask the characteristic chemistry of a functional group because it interferes with another reaction. A good protecting group should be easy to put on, easy to remove and in high yielding reactions, and inert to the conditions of the reaction required.
Why protecting group is necessary in synthesis of a peptide explain with a suitable example?
Peptides are chemically synthesized by the condensation reaction of the carboxyl group of one amino acid to the amino group of another. Protecting group strategies are usually necessary to prevent undesirable side reactions with the various amino acid side chains.
What is the purpose of a protecting group?
How much TFA do I need for BOC deprotection?
20 mL
Boc-L-Glu(Z)-Me (2.11 g, 6.00 mmol) was reacted following the general procedure for the deprotection of the Boc-group. TFA (20 mL), CH2Cl2 (80 mL). The product was used without further purification and analysis to avoid diketopiperazine-formation.
Is BOC base labile?
We note the lability of the Boc to bases and are able to utilize it as a new cleavage condition for synthetic studies. Phenols are deprotected with weak bases from their tert-butoxycarbonyl (Boc) derivatives. Boc deprotection with bases can avoid side reactions during the deprotection with acids.
