The mechanism of enzyme action.

Rabin, B. R.

doi:10.1136/jcp.s1-4.1.1

Cited by 1 publication

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References 11 publications

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“…The cleavage activity decreased drastically, changing from ammonium to carboxylate terminal function (falling from 10.4% to 2.8%, respectively), although they both possess an organocatalytic imidazole ring coming from their histidines. In phosphodiester hydrolysis, histidine can generally act as catalyst via either nucleophilic or acid–base mechanisms, while in enzymatic systems, it is mainly involved in acid–base pathways. , The drop of activity from N10 to C10 can be related to the electrostatic interactions that occur between DNA and the charged extremities of the two lipopeptides. Indeed the electrostatic repulsion between DNA phosphate groups and the carboxylates of C10 may induce a less favorable position of the histidine moiety in the DNA environment.…”

Section: Results and Discussionmentioning

confidence: 99%

Histidine-Based Lipopeptides Enhance Cleavage of Nucleic Acids: Interactions with DNA and Hydrolytic Properties

2015

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Interaction studies and cleavage activity experiments were carried out between plasmid DNA and a series of histidine-based lipopeptides. Specific fluorescent probes (ethidium bromide, Hoechst 33342, and pyrene) were used to monitor intercalation, minor groove binding, and self-assembly of lipopeptides, respectively. Association between DNA and lipopeptides was thus evidenced, highlighting the importance of both histidine and hydrophobic tail in the interaction process. DNA cleavage in the presence of lipopeptides was then detected by gel electrophoresis and quantified, showing the importance of histidine and the involvement of its side-chain imidazole in the hydrolysis mechanism. These systems could then be developed as synthetic nucleases while raising concern of introducing histidine in the design of lipopeptide-based transfection vectors.

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Section: Results and Discussionmentioning

confidence: 99%