A Photolabile Carboxyl Protecting Group for Solid Phase Peptide Synthesis

A new kind of photolabile protecting group (PLPG) for carboxyl moieties was designed and synthesized as the linker between resin and peptide. This group can be used for the protection of amino acid carboxyl groups. The peptide was synthesized on Nph (2‐hydroxy‐3‐(2‐nitrophenyl)‐heptanoic acid)‐deriv...

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Bibliographic Details
Published in:ChemistryOpen (Weinheim) 2021-04, Vol.10 (4), p.497-502
Main Authors: Yang, Hongpeng, Peng, Tao, Wen, Xiaoxue, Chen, Tingting, Sun, Yunbo, Liu, Shuchen, Wang, Gang, Zhang, Shouguo, Wang, Lin
Format: Article
Language:English
Subjects:
Amino acids
Heptanoic Acids - chemistry
Heptanoic Acids - radiation effects
linker molecules
Nitrobenzenes - chemistry
Nitrobenzenes - radiation effects
Peptides
Peptides - chemical synthesis
photolabile compounds
protecting groups
Resins
Solid phase synthesis
Solid-Phase Synthesis Techniques - methods
Ultraviolet Rays
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Description
Summary:A new kind of photolabile protecting group (PLPG) for carboxyl moieties was designed and synthesized as the linker between resin and peptide. This group can be used for the protection of amino acid carboxyl groups. The peptide was synthesized on Nph (2‐hydroxy‐3‐(2‐nitrophenyl)‐heptanoic acid)‐derivatized resins and could be cleaved under UV exposure, thus avoiding the necessity for harsh acid‐mediated resin cleavage. The PLPG has been successfully used for solid‐phase synthesis of peptides. A photolabile protecting group (PLPG) for carboxyl derivatives was designed and synthesized. The newly derived molecule can be used for the protection of amino acid carboxyl groups and can be removed rapidly under the condition of 365 nm.
ISSN:2191-1363
2191-1363
DOI:10.1002/open.202000324