Mannose triflate

• Catalog No.: M1568
• CAS Number: 92051-23-5
• M. F.: C15H19F3O12S
• M. W.: 480.3643696
• Purity: ≥98% (TLC)

SYNONYMS

• Title: 甘露糖三氟磺酸酯
• IUPAC name: [(2R,3R,4S,5S,6S)-3,4,6-tris(acetyloxy)-5-(trifluoromethanesulfonyloxy)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5S,6S)-3,4,6-tris(acetyloxy)-5-(trifluoromethanesulfonyloxy)oxan-2-yl]methyl acetate
• Synonyms: Mannose triflate; TATM; 1,3,4,6-Tetra-O-acetyl-2-O-trifluoromethanesulfonyl-β-D-mannopyranose; 甘露糖三氟甲磺酸酯; 甘露糖三氟磺酸酯; β-D-Mannopyranose 1,3,4,6-tetra-O-acetate 2-O-trifluoromethanesulfonate; 1,3,4,6-四-O-乙酰基-2-O-三氟甲磺酰-β-D-吡喃甘露糖

DATABASE IDS

• PubChem SID: 24896669
• MDL Number: MFCD00012353
• CAS Number: 92051-23-5
• Beilstein Number: 4341413

PROPERTIES

• Empirical Formula (Hill Notation): C15H19F3O12S
• Purity: ≥98% (TLC)
• Shipped in: dry ice
• Melting Point: 118-122 °C
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C
• German water hazard class: 3

DETAILS

Description (English)

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 led 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.

Description (简体中文)

Application
甘露糖三氟磺酸酯是一种用于制备 2-脱氧-2-18F-β-D-吡喃葡萄糖 (18FDG) 的合成碳水化合物前体。18FDG 是研究细胞代谢的正电子发射断层显像中应用最广泛的放射性示踪剂。FDG 可以像葡萄糖一样被细胞自然吸收，但是不能参加代谢反应。由于癌细胞具有特征性的高代谢率，因此 18FDG 放射性示踪剂积累在癌细胞中。18F 发射出低能量的正电子，可以被 PET 扫描仪检测到。 合成 18FDG 需要使用回旋加速器从富含 18O 的水生产 18F，该合成过程通常使用 18FDG 合成器进行。18FDG 用途的限制因素是 18F 相对较短的半衰期（约 100 分钟）以及 18FDG 合成的产量较低。从制备 18F、合成 18FDG 到将其注射到病人体内的整个过程必须在数小时内完成。这导致了数种自动化 18FDG 合成仪的诞生，它们通过成套的设备来辅助这个过程。
Other Notes
该甘露糖三氟磺酸酯配方降低了会导致合成产量降低的痕量杂质的含量。