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Triazolecarbaldehyde Reagents for One-step N-Terminal Protein Modification*.

07:00 EST 3rd December 2019 | BioPortfolio

Summary of "Triazolecarbaldehyde Reagents for One-step N-Terminal Protein Modification*."

Site-specific modification of peptides and proteins is a key aspect of protein engineering. We developed a method for modification of the N-terminus of proteins using 1 H -1,2,3-triazole-4-carbaldehyde (TA4C) derivatives, which can be prepared in one step. The N-terminal specific labeling of bioactive peptides and proteins with the TA4C derivatives proceeds under mild reaction conditions in excellent conversion (angiotensin
I:
92%, ribonuclease
A:
90%). This method enables site-specific conjugation of various functional molecules such as fluorophores, biotin, and polyethylene glycol attached to the triazole ring to the N-terminus. Furthermore, a functional molecule modified with a primary amine moiety can be directly converted to a TA4C derivative through a Dimroth rearrangement reaction with 1-(4-nitrophenyl)-1 H -1,2,3-triazole-4-carbaldehyde. This method can be used to obtain N-terminal modified proteins via only two steps; (i) convenient preparation of a TA4C derivative with a functional group and (ii) modification of the N-terminus of the protein with the TA4C derivative.

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Journal Details

This article was published in the following journal.

Name: Chembiochem : a European journal of chemical biology
ISSN: 1439-7633
Pages:

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