Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 18, Issue 24, Pages 6394-6397Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2008.10.079
Keywords
N-confused porphyrin; Water-soluble porphyrin; Aggregate; Gulcamine; pK(a)
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Funding
- Ministry of Education, Culture, Science, Sports and Technology of Japan [18685020, 19657071]
- Grants-in-Aid for Scientific Research [18685020, 19657071] Funding Source: KAKEN
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A water-soluble derivative of N-confused porphyrin (NCP: 5,10,15,20-tetraaryl-2-aza-21-carbaporphyrin) was synthesized by introducing glucamine groups at the para-position of meso-aryl groups. The tetraglucamine-appended NCP (TG-NCP) exists as monocation in aqueous solution containing 6 mM sodium dodecyl sulfate (SDS) but exists as freebase to form aggregates in pure water. These properties are distinct from those of corresponding regular porphyrin, which exists as freebase in the micellar solution and practically insoluble in water. (C) 2008 Elsevier Ltd. All rights reserved.
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