Skip to Content
Merck
All Photos(1)

Key Documents

385530

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C9H16BF4N3O3
CAS Number:
Molecular Weight:
301.05
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.22

product name

N,N,N′,N′-Tetramethyl-O-(N-succinimidyl)uronium tetrafluoroborate, 97%

Quality Level

Assay

97%

reaction suitability

reaction type: Coupling Reactions

mp

198-201 °C (lit.)

application(s)

peptide synthesis

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

Looking for similar products? Visit Product Comparison Guide

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

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.
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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1A

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

New fluorinated rhodamines for optical microscopy and nanoscopy.
Mitronova G
Chemistry?A European Journal , 16(15), 4477-4488 (2010)
DNA minicircles with gaps for versatile functionalization.
Rasched G
Angewandte Chemie (International Edition in English), 47(5), 967-970 (2008)
An efficient method for conjugation of thiamine to proteins.
Jayamani M
Bioorganic & Medicinal Chemistry Letters, 2(9), 1007-1012 (1992)
Water-soluble BODIPY derivatives.
Niu S
Organic Letters, 11(10), 2049-2052 (2009)
A facile automated synthesis of N?succinimidyl 4?[18F] fluorobenzoate ([18F] SFB) for 18F?labeled cell?penetrating peptide as PET tracer.
Tang G
Journal of Labelled Compounds & Radiopharmaceuticals, 53(8), 543-547 (2010)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service