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Chemical Synthesis of the GHIJKLMNO Ring System of Maitotoxin


, : Chemical Synthesis of the GHIJKLMNO Ring System of Maitotoxin. Journal of the American Chemical Society 130(23): 7466-7476

As the largest secondary metabolite to be discovered as of yet, the polyether marine neurotoxin maiitotoxin constitutes a major structural and synthetic challenge. After its originally proposed structure (1) had been questioned on the basis of biosynthetic considerations, we provided computational and experimental support for structure 1. In an effort to provide stronger experimental evidence of the molecular architecture of maitotoxin, its GHIJKLMNO ring system 21 was synthesized. The C-13 NMR chemical shifts of synthetic 3 matched closely those corresponding to the same domain of the natural product providing strong evidence for the correctness of the originally proposed structure of maitotoxin (1).

US$19.90

PMID: 18481856

DOI: 10.1021/ja801139f


Other references

Lopina O.D.; Rubtsov A.M.; Boldyrev A.A., 1979: Investigation of sarcoplasmic reticulum thiol groups. The amount and reaction capacity of thiol groups in [rabbit hind leg] sarcoplasmic reticulum containing up to 86% of Ca-ATPase were determined using 7-chloro-4-nitrobenzo-2-hydroxo-1,3-diazole (NBD-chloride). The total amount of SH-groups interact...

O'connor, O.A.; Budak Alpdogan, T.; Hohenhaus, A.A.; Ho, E.; Bergman, P.; Bertino, J.R., 2000: The cytotoxicity of antimetabolites to canine hematopoietic progenitor cells is very dependent upon the source of cytokines and serum used in CFU assays. Proceedings of the American Association for Cancer Research Annual Meeting (41): 492, March

Ward, A.E.; Donald, G.; Simpson, T., 1997: Legislation and policies for peatlands in Britain with particular reference to England. Parkyn, L [Editor], Stoneman, R E [Editor], Ingram, H A P [Editor] Conserving peatlands 335-342

Uvelius, B.; Malmberg, L.; Brostrom, E., 2003: Feedback microwave thermotherapy for BPH in routine clinical practice A 6-month follow-up. Scandinavian Journal of Urology & Nephrology 37(Suppl 214): 36-37, June

Joshi, M.N.; Keenan, K.G., 2016: Force fluctuations while pressing and moving against high- and low-friction touch screen surfaces. The purpose of this study was to identify the influence of a high- and low-friction surface on the ability to maintain a steady downward force during an index finger pressing and moving task. Fifteen right-handed subjects (24-48 years) performed...

Stuczynska, J.; Salomon, E., 1994: Chlorides in plant material analysed by a modification of Van Slyke's method. A modification of Van Slyke's method for determining chloride in plant DM was compared with the method of Husband and Godden. The modified Van Slyke method did not require sophisticated equipment and was faster, less expensive and as accurate...

Reeves, A.F.; Akeley, R.V.; Manzer, F.E.; Murphy, H.J.; True, R.H.; Sieczka, J.B.; Moyer, D.D., 1984: Yankee Chipper: a new golden nematode resistant potato variety with wide adaptation in the northeastern United States. This information has been noticed elsewhere [see PBA 53, 7371].

Quick, B.L.; Fiese, B.H.; Anderson, B.; Koester, B.D.; Marlin, D.W., 2012: A formative evaluation of shared family mealtime for parents of toddlers and young children. Shared family mealtime offers numerous health benefits for young children. Unfortunately, only a few studies examine the benefits and barriers to eating together as a family. The present study seeks to fill this gap in the literature by applying t...

Takahashi, M.; Yamagata, M.; Noda, M., 1999: Specific expression of ezrin, a cytoskeletal-membrane linker protein, in a subset of chick retinotectal and sensory projections. Lamina-specific neuronal connections are a fundamental feature in many parts of the vertebrate central nervous system. In the chick, the optic tectum is the primary visual centre, and it has a multilaminated structure consisting of 15 laminae, of...

McCloskey, B., 2001: Journal should show balance, not bias, when reporting on PFI. Bmj 323(7315): 753-753