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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

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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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
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
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)
Martin Thunemann et al.
Nature communications, 8(1), 444-444 (2017-09-07)
Many pathophysiological processes are associated with proliferation, migration or death of distinct cell populations. Monitoring specific cell types and their progeny in a non-invasive, longitudinal and quantitative manner is still challenging. Here we show a novel cell-tracking system that combines
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