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Removal of C-terminal peptide amides from a 3-nitro-4-aminomethyl-benzoyl amide resin by photolysis

✍ Scribed by Daniel H. Rich; S.K. Gurwara


Publisher
Elsevier Science
Year
1975
Tongue
French
Weight
194 KB
Volume
16
Category
Article
ISSN
0040-4039

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✦ Synopsis


The C-terminal amide group is present in several biologically active peptides including deamino-oxytocin, 1 LH_m;*'3 and secretin. 4 These peptides have been synthesized by solid phase methods' in which the C-terminal amide of the protected peptide was removed from the resin by amminolysis or transesterification. 6 However, these conditions necessitate the use of side chain ester protecting groups which are resistent to amminolysis or transesterification, and, therefore, restrict the type of acid labile protecting groups which can be used to synthesize the peptide. Furthermore, peptides with hindered C-terminal residues. such as the valine in secretin. can be difficult to remove from the resin. 4 Thus new methods for preparing and removing protected peptides from a solid phase as the C-terminal amides would be useful. We report here the synthesis of the 3-nitro-