TY - JOUR
T1 - Synthesis and protonation behavior of a water-soluble N-fused porphyrin
T2 - Conjugation with an oligoarginine by click chemistry
AU - Ikawa, Yoshiya
AU - Harada, Hiroyuki
AU - Toganoh, Motoki
AU - Furuta, Hiroyuki
N1 - Funding Information:
This work was partly supported by Grant-in-Aids for Young Scientists (A) (No. 18685020 to Y.I.), (B) (No. 19750036 to M.T.), Exploratory Research (No. 19657071 to Y.I.), and the Global COE program,‘Science for Future Molecular Systems’ (to H.F.) from the Ministry of Education, Culture, Sports, Science and Technology of Japan.
PY - 2009/5/1
Y1 - 2009/5/1
N2 - 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.
AB - 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.
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U2 - 10.1016/j.bmcl.2009.03.066
DO - 10.1016/j.bmcl.2009.03.066
M3 - Article
C2 - 19349180
AN - SCOPUS:64249084533
VL - 19
SP - 2448
EP - 2452
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
SN - 0960-894X
IS - 9
ER -