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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.

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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

Enzymes that catalyze the joining of either ammonia or an amide with another molecule, in which the linkage is in the form of a carbon-nitrogen bond. EC 6.3.1.

Enzymes found in many bacteria which catalyze the hydrolysis of the amide bond in the beta-lactam ring. Well known antibiotics destroyed by these enzymes are penicillins and cephalosporins.

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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