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Synthesis and protonation behavior of a water-soluble N-fused porphyrin: conjugation with an oligoarginine by click chemistry.

Abstract：

:A water-soluble derivative of N-fused porphyrin (NFP) possessing a nona-arginine (R9) peptide tail was synthesized for the first time by a Cu(I)-catalyzed azide-alkyne 'click' reaction. In aqueous solution, at pH 8, the conjugated molecule (NFP-R9) exists as free base and protonated below pH<6.5 to form monoprotonated species dominantly, and diprotonated one below pH<2.3, while such clear two-step protonation behavior was not observed in the DMF solution.

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

Ikawa Y,Harada H,Toganoh M,Furuta H

doi

10.1016/j.bmcl.2009.03.066

subject

Has Abstract

pub_date

2009-05-01 00:00:00

pages

2448-52

issue

9

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(09)00369-2

journal_volume

19

pub_type

杂志文章

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