09668

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

≥99.0% (TLC/N)

• Synonym(s): O-(N-Succinimidyl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate, HSTU
• Empirical Formula (Hill Notation): C₉H₁₆F₆N₃O₃P
• CAS Number: 265651-18-1
• Molecular Weight: 359.21
• MDL number: MFCD01863753
• UNSPSC Code: 12352101
• PubChem Substance ID: 329748793
• NACRES: NA.22

Properties

• 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

Description

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

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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