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Merck

09668

Sigma-Aldrich

N,N,N′,N′-Tetramethyl-O-(N-succinimidyl)uronium hexafluorophosphate

≥99.0% (TLC/N)

Sinónimos:

O-(N-Succinimidyl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate, HSTU

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About This Item

Fórmula empírica (notación de Hill):
C9H16F6N3O3P
Número de CAS:
Peso molecular:
359.21
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

assay

≥99.0% (TLC/N)

form

crystals

reaction suitability

reaction type: Coupling Reactions

mp

218-221 °C (dec.)

solubility

acetonitrile: 0.5 g/mL, slightly hazy, colorless

application(s)

peptide synthesis

storage temp.

−20°C

SMILES string

F[P-](F)(F)(F)(F)F.CN(C)C(\ON1C(=O)CCC1=O)=[N+](\C)C

InChI

1S/C9H16N3O3.F6P/c1-10(2)9(11(3)4)15-12-7(13)5-6-8(12)14;1-7(2,3,4,5)6/h5-6H2,1-4H3;/q+1;-1

InChI key

STWZCCVNXFLDDD-UHFFFAOYSA-N

General description

N,N,N′,N′-Tetramethyl-O-(N-succinimidyl)uronium hexafluorophosphate can be used to prepare N-succinimidyl 4-[18F]fluorobenzoate ([18F]-SFB), a prosthetic group for the fluorination of biomolecules for PET imaging.

Application

Reactant for:
Synthesis of liposomal contrast agents for magnetic resonance imaging
Synthesis of thiol-reactive Cy5 derivatives
Synthesis of protein labeling molecules

Other Notes

Coupling reagent for peptide synthesis and the formation of other amides. Even in aqueous solution yields are excellent

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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