Cleavable Amide Bond: Mechanistic Insight of Cleavable 4-Aminopyrazolyloxy Acetamide at low pH.

08:00 EDT 10th April 2019 | BioPortfolio

Summary of "Cleavable Amide Bond: Mechanistic Insight of Cleavable 4-Aminopyrazolyloxy Acetamide at low pH."

The cleavage of amide bonds under mild acidic conditions are rare chemical event. N-acetamide bond of peptides is extremely stable even under the strongest organic acid TFMSA. This report mechanistically describes a new cleavable amide bond in 4-aminopyrazolyloxy acetamide peptide analogues under mild acidic conditions such as TFA (10-20%) or HCl (1-4N) at room temperature, and the formation of unusual lactam from 4-aminopyrazolyloxy acetic acid after evaporation of solvent. This is a rare chemical event in peptide bond which could be explored as acid sensitive protecting group of free amines.


Journal Details

This article was published in the following journal.

Name: The Journal of organic chemistry
ISSN: 1520-6904


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Medical and Biotech [MESH] Definitions

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The octapeptide amide of bovine angiotensin II used to increase blood pressure by vasoconstriction.

Enzymes that catalyze the joining of glutamine-derived ammonia and another molecule. The linkage is in the form of a carbon-nitrogen bond. EC 6.3.5.

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