Deprotection of the S-trimethylacetamidomethyl (Tacm) group using silver tetrafluoroborate: application to the synthesis of porcine brain natriuretic peptide-32 (pBNP-32).

@article{Yoshida1990DeprotectionOT,
  title={Deprotection of the S-trimethylacetamidomethyl (Tacm) group using silver tetrafluoroborate: application to the synthesis of porcine brain natriuretic peptide-32 (pBNP-32).},
  author={M. Yoshida and Tadashi Tatsumi and Yoichi Fujiwara and Satoshi Iinuma and T. Kimura and Kenichi Akaji and Yoshiaki Kiso},
  journal={Chemical \& pharmaceutical bulletin},
  year={1990},
  volume={38 6},
  pages={
          1551-7
        }
}
Silver tetrafluoroborate (AgBF4) in trifluoroacetic acid (TFA) has been found to cleave the S-trimethyl-acetamidomethyl (Tacm) group or the S-acetamidomethyl (Acm) group without affecting other functional groups in a peptide chain. A newly isolated porcine brain natriuretic peptide-32 (pBNP-32) was synthesized by the combined use of the S-Tacm group and AgBF4 deprotection. The synthetic pBNP-32 was obtained in better yield by the AgBF4 procedure than by the standard I2 procedure. The synthetic… 
20 Citations
Syntheses of Natriuretic Peptides Using a New S -Protecting Group, S -Trimethylacetamidomethyl (Tacm) Group
TLDR
The preparation and characterization of a new S-protecting group, the S-trimethylacetamidomethyl (Tacm) group, is described and its application to the syntheses of natriuretic peptides is described.
p-Nitrobenzyl protection for cysteine and selenocysteine: a more stable alternative to the acetamidomethyl group.
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