385530

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

97%, for peptide synthesis

• Synonym(s): O-(N-Succinimidyl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate, TSTU
• Empirical Formula (Hill Notation): C₉H₁₆BF₄N₃O₃
• CAS Number: 105832-38-0
• Molecular Weight: 301.05
• UNSPSC Code: 12352107
• PubChem Substance ID: 24864036
• NACRES: NA.22
• MDL number: MFCD00077875

Properties

• Product Name: N,N,N′,N′-Tetramethyl-O-(N-succinimidyl)uronium tetrafluoroborate, 97%
• Quality Segment: 300
• assay: 97%
• reaction suitability: reaction type: Coupling Reactions
• mp: 198-201 °C (lit.)
• application(s): peptide synthesis
• functional group: amine, imide
• storage temp.: 2-8°C
• SMILES string: F[B-](F)(F)F.CN(C)C(\ON1C(=O)CCC1=O)=[N+](\C)C
• InChI: 1S/C9H16N3O3.BF4/c1-10(2)9(11(3)4)15-12-7(13)5-6-8(12)14;2-1(3,4)5/h5-6H2,1-4H3;/q+1;-1
• InChI key: YEBLHMRPZHNTEK-UHFFFAOYSA-N

Description

General description

N,N,N′,N′-Tetramethyl-O-(N-succinimidyl)uronium tetrafluoroborate is commonly used for the conversion of carboxylic acid into the corresponding N-hydroxysuccinimidyl (NHS) ester.

Application

Reactant for:
Linking sensor molecules with amino groups to amino functionalized AFM tips

Reactant for synthesis of:
A polymer supported oranotin reagent for prosthetic group labeling of biological macromolecules with radioiodine
L-Rhamnose antigen
Fluorinated rhodamines for optical microscopy and nanoscopy
c(RGDyK) targeted SN38 prodrug
Polyelectrolytes for thin film construction

N,N,N′,N′-Tetramethyl-O-(N-succinimidyl)uronium tetrafluoroborate may be used in the synthesis of N-succinimidyl 4-[¹⁸F]fluorobenzoate ([¹⁸F]SFB), a ¹⁸F-labeled agent used for labeling biomarkers. it may also be used for the activation of carboxylic group of C16-chained alkanethiols that are used in developing surface plasmon resonance (SPR) sensors.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H317
• pcodes: P261 - P272 - P280 - P302 + P352 - P333 + P313 - P362 + P364
• Hazard Classifications: Skin Sens. 1A
• 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