Barettin
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| Properties | |
| C17H19BrN6O2 | |
| Molar mass | 419.28 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Barettin is a brominated alkaloid made of a dehydrogenated brominated derivative of tryptophan linked by two peptide bonds to an arginine residue, forming a 2,5-diketopiperazine nucleus.[1][2] It is a cyclic dipeptide.
Barettin is the major compound in the deep-sea sponge Geodia barretti.[3] It was isolated for the first time in 1986 by Göran Lidgren, Lars Bohlin and Jan Bergman at Uppsala University, Sweden[1] but the correct chemical structure was determined later in 2002.[2] Barettin is written with one 'r' because the authors misspelled Geodia barretti with one 'r' in the original paper.[1]
Geodia barretti
References
- 1 2 3 Lidgren, Göran; Bohlin, Lars; Bergman, Jan (January 1986). "Studies of swedish marine organisms VII. A novel biologically active indole alkaloid from the sponge Geodia baretti". Tetrahedron Letters. 27 (28): 3283–3284. doi:10.1016/s0040-4039(00)84776-0. ISSN 0040-4039.
- 1 2 Sölter, Susanne; Dieckmann, Ralf; Blumenberg, Martin; Francke, Wittko (April 2002). "Barettin, revisited?". Tetrahedron Letters. 43 (18): 3385–3386. doi:10.1016/s0040-4039(02)00470-7. ISSN 0040-4039.
- ↑ Sjögren, Martin; Göransson, Ulf; Johnson, Ann-Louise; Dahlström, Mia; Andersson, Rolf; Bergman, Jan; Jonsson, Per R.; Bohlin, Lars (March 2004). "Antifouling Activity of Brominated Cyclopeptides from the Marine SpongeGeodia barretti". Journal of Natural Products. 67 (3): 368–372. doi:10.1021/np0302403. ISSN 0163-3864.
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