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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:
265651-18-1
Molecular Weight:
359.21
NACRES:
NA.22
PubChem Substance ID:
329748793
UNSPSC Code:
12352101
MDL number:
MFCD01863753

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Product Name

N,N,N′,N′-Tetramethyl-O-(N-succinimidyl)uronium hexafluorophosphate, ≥99.0% (TLC/N)

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

SMILES string

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

InChI key

STWZCCVNXFLDDD-UHFFFAOYSA-N

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

Quality Level

200

Related Categories

Application

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

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.

Other Notes

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

pictograms

Exclamation mark
GHS07

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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Certificates of Analysis (COA)

Lot/Batch Number
0000404494
0000352493
0000352493
0000404494
0000131830

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