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M1568

Sigma-Aldrich

Mannose triflate

For PET imaging, ≥98% (TLC)

Synonym(s):

β-D-Mannopyranose 1,3,4,6-tetra-O-acetate 2-O-trifluoromethanesulfonate, 1,3,4,6-Tetra-O-acetyl-2-O-trifluoromethanesulfonyl-β-D-mannopyranose, Mannose triflate, TATM

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About This Item

Empirical Formula (Hill Notation):
C15H19F3O12S
CAS Number:
92051-23-5
Molecular Weight:
480.36
Beilstein:
4341413
MDL number:
MFCD00012353
UNSPSC Code:
41116107
PubChem Substance ID:
24896669
NACRES:
NA.12

Quality Level

200

Assay

≥98% (TLC)

technique(s)

PET imaging: suitable

shipped in

dry ice

storage temp.

−20°C

SMILES string

CC(=O)OC[C@H]1O[C@@H](OC(C)=O)[C@@H](OS(=O)(=O)C(F)(F)F)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

InChI

1S/C15H19F3O12S/c1-6(19)25-5-10-11(26-7(2)20)12(27-8(3)21)13(14(29-10)28-9(4)22)30-31(23,24)15(16,17)18/h10-14H,5H2,1-4H3/t10-,11-,12+,13+,14-/m1/s1

InChI key

OIBDVHSTOUGZTJ-PEBLQZBPSA-N

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General description

Mannose triflate is a glucose analogue.

Application

Mannose triflate is a well-known precursor for 18F-FDG synthesis for PET applications. The binding of 18F to the mannose triflate has been carried out via SN2 nucleophilic substitution reaction. It is used in computational tomography, an imaging technique in early detection of cancer.

Other Notes

This formulation of mannose triflate has reduced trace impurities that are known to cause lower synthetic yields.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Padgett, H., et al.
Applied Radiation and Isotopes, 40, 433-433 (1989)
Shane B Claggett et al.
EJNMMI research, 3(1), 53-53 (2013-07-17)
Many automated radiosynthesizers for producing positron emission tomography (PET) probes provide a means for the operator to create custom synthesis programs. The programming interfaces are typically designed with the engineer rather than the radiochemist in mind, requiring lengthy programs to
Ren Iwata et al.
Journal of labelled compounds & radiopharmaceuticals, 61(7), 540-549 (2018-03-10)
High specific activity is often a significant requirement for radiopharmaceuticals. To achieve that with fluorine-18 (18 F)-labeled probes, it is mandatory to start from no-carrier-added fluoride and to reduce to a minimum the amount of precursor in order to decrease
Jingwan Fang et al.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 40(12), 2521-2532 (2020-01-18)
In order to evaluate the capability of 2-tert-butyl-4-chloro-5-{6-[2-(2-[18F]fluoroethoxy)-ethoxy]-pyridin-3-ylmethoxy}-2H-pyridazin-3-one ([18F]BCPP-EF), a novel positron emission tomography (PET) probe for mitochondrial complex I (MC-I) activity, to assess neuronal activation, an activation PET study was conducted in the conscious monkey brain with a continuous
Salvador Castaneda Vega et al.
NeuroImage, 155, 245-256 (2017-05-06)
The clinical use of Magnetic Resonance Imaging (MRI) and Positron Emission Tomography (PET) has proven to be a strong diagnostic tool in the field of neurology. The reliability of these methods to confirm clinical diagnoses has guided preclinical research to
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