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Merck
CN

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

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About This Item

Empirical Formula (Hill Notation):
C9H16F6N3O3P
CAS Number:
Molecular Weight:
359.21
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352101
MDL number:
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Quality Level

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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18F-nanobody for PET imaging of HER2 overexpressing tumors
Xavier C, et al.
Nuclear Medicine and Biology, 43, 247-252 (2016)
Suk Hyun Jung et al.
Nanoscale research letters, 7(1), 462-462 (2012-08-21)
Ultrasound-sensitive (sonosensitive) liposomes for tumor targeting have been studied in order to increase the antitumor efficacy of drugs and decrease the associated severe side effects. Liposomal contrast agents having Gd(III) are known as a nano-contrast agent system for the efficient
Synthesis of 18F-labeled membrane-penetrating peptide as PET tracer
Tang G and Wang X
Journal of Nuclear Medicine, 49, 97P-97P (2008)



Global Trade Item Number

SKUGTIN
09668-5G04061833354902