Studies on Aculeines: Synthetic Strategy to the Fully Protected Protoaculeine B, the N-Terminal Amino Acid of Aculeine BClick to copy article linkArticle link copied!
- Hiroki ShiozakiHiroki ShiozakiYokohama City University, Seto 22-2, Kanazawa-ku, Yokohama 236-0027, JapanMore by Hiroki Shiozaki
- Masayoshi MiyaharaMasayoshi MiyaharaYokohama City University, Seto 22-2, Kanazawa-ku, Yokohama 236-0027, JapanMore by Masayoshi Miyahara
- Kazunori OtsukaKazunori OtsukaYokohama City University, Seto 22-2, Kanazawa-ku, Yokohama 236-0027, JapanMore by Kazunori Otsuka
- Kei MiyakoKei MiyakoFaculty of Fisheries Sciences, Hokkaido University, Hakodate 041-8611, JapanMore by Kei Miyako
- Akito HondaAkito HondaFaculty of Fisheries Sciences, Hokkaido University, Hakodate 041-8611, JapanMore by Akito Honda
- Yuichi TakasakiYuichi TakasakiYokohama City University, Seto 22-2, Kanazawa-ku, Yokohama 236-0027, JapanMore by Yuichi Takasaki
- Satoshi TakamizawaSatoshi TakamizawaYokohama City University, Seto 22-2, Kanazawa-ku, Yokohama 236-0027, JapanMore by Satoshi Takamizawa
- Hideyuki TukadaHideyuki TukadaYokohama City University, Seto 22-2, Kanazawa-ku, Yokohama 236-0027, JapanMore by Hideyuki Tukada
- Yuichi IshikawaYuichi IshikawaYokohama City University, Seto 22-2, Kanazawa-ku, Yokohama 236-0027, JapanMore by Yuichi Ishikawa
- Ryuichi SakaiRyuichi SakaiFaculty of Fisheries Sciences, Hokkaido University, Hakodate 041-8611, JapanMore by Ryuichi Sakai
- Masato Oikawa*Masato Oikawa*E-mail: [email protected]Yokohama City University, Seto 22-2, Kanazawa-ku, Yokohama 236-0027, JapanMore by Masato Oikawa
Abstract
A synthetic strategy for accessing protoaculeine B (1), the N-terminal amino acid of the highly modified peptide toxin aculeine, was developed via the synthesis of the fully protected natural homologue of 1 with a 12-mer poly(propanediamine). The synthesis of mono(propanediamine) analog 2, as well as core amino acid 3, was demonstrated by this strategy. New amino acid 3 induced convulsions in mice; however, compound 2 showed no such activity.
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