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Merck
CN

M1568

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
UNSPSC Code:
41116107
NACRES:
NA.12
PubChem Substance ID:
24896669
MDL number:
MFCD00012353
Beilstein/REAXYS Number:
4341413
Assay:
≥98% (TLC)
Form:
powder

Key Documents

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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 key

OIBDVHSTOUGZTJ-PEBLQZBPSA-N

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

assay

≥98% (TLC)

form

powder

technique(s)

PET imaging: suitable

shipped in

dry ice

storage temp.

−20°C

Quality Level

200

Related Categories

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000454895
0000454895
0000417282
0000417283
0000419879

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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
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
Padgett, H., et al.
Applied Radiation and Isotopes, 40, 433-433 (1989)
Gulcan Unak et al.
Colloids and surfaces. B, Biointerfaces, 90, 217-226 (2011-11-11)
A new architecture has been designed by the conjugation of [(18)F]2-fluoro-2-deoxy-D-glucose ((18)F-FDG), gold nanoparticles (AuNPs), and anti-metadherin (Anti-MTDH) antibody which is specific to the metadherin (MTDH) over-expressed on the surface of breast cancer cells. Mannose triflate molecule is used as
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
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