M1568
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M1568
Sigma
Mannose triflate
For PET imaging, ≥98% (TLC)
| Synonym: | Mannose triflate, TATM, 1,3,4,6-Tetra-O-acetyl-2-O-trifluoromethanesulfonyl-β- |
| CAS Number: | 92051-23-5 |
| Linear Formula: | C15H19F3O12S |
| Molecular Weight: | 480.36 |
| Beilstein Registry Number: | 4341413 |
| MDL number: | MFCD00012353 |
| PubChem Substance ID: | 24896669 |
Description
| Application | Mannose triflate is a synthetic carbohydrate precursor used the production of 2-deoxy-2-18F-β-D-glucopyranose (18FDG). 18FDG is the most commonly utilized radiotracer in positron emission tomography (PET) to study cell metabolism. FDG is naturally absorbed by cells just like glucose, but cannot be metabolized. The 18FDG radiotracer accumulates in cancer cells because of their characteristic high metabolic rate. The 18F emits low energy positrons that are detected by PET scanners. The synthesis of 18FDG requires the use of a cyclotron to produce 18F from 18O enriched water and typically utilizes an 18FDG synthesizer. A limiting factor of 18FDG use is the relatively short half-life of 18F (~100 minutes) as well as the low yield of 18FDG synthesis. The entire process from creation of 18F to synthesis of 18FDG to injection into a patient must occur within several hours. This has lead to the creation of several automated 18FDG synthesizers that utilize kits to aid the process. |
| Other Notes | This formulation of mannose triflate has reduced trace impurities that are known to cause lower synthetic yields. |
Properties
| assay | ≥98% (TLC) |
| mp | 118-122 °C |
| shipped in | dry ice |
| storage temp. | −20°C |
Safety
| Personal Protective Equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
| WGK Germany | 3 |
Related Products
References
| reference | Hamacher, K., et al., Efficient stereospecific synthesis of no-carrier-added 2-[18F]-fluoro-2-deoxy-D-glucose using aminopolyether supported nucleophilic substitution. J. Nucl. Med. 27, 235-8, (1986) Abstract |
| Padgett, H., et al. Appl. Radiat. Isot. 40, 433, (1989) | |
| Pavliak, V. and Kovac, P., A short synthesis of 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-beta-D-glucopyranose and the corresponding alpha-glucosyl chloride from D-mannose. Carbohydr. Res. 210, 333-7, (1991) Abstract | |
| FT-IR 2 (1), 1524:A / FT-NMR 1 (1), 1444:B / RegBook 1 (1), 1071:F / Structure Index 1, 166:A:7 |
