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12806 Sigma-Aldrich

O-(Benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate

≥97.0% (N)

Synonym: N,N,N′,N′-Tetramethyl-O-(benzotriazol-1-yl)uronium tetrafluoroborate, TBTU

  • CAS Number 125700-67-6

  • Linear Formula C11H16N5O · BF4

  • Molecular Weight 321.08

  •  Beilstein Registry Number 7066325

  •  MDL number MFCD00077413

  •  PubChem Substance ID 24847819

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Properties

Related Categories Chemical Biology, Chemical Synthesis, Coupling, Peptide Chemistry, Peptide Coupling,
assay   ≥97.0% (N)
mp   205 °C (dec.)(lit.)
solubility   acetonitrile: soluble0.1 g/mL, clear, colorless
storage temp.   2-8°C

Description

Application

Coupling reagent which is ideally suited for solid-phase peptide synthesis.

Other Notes

Recent studies show that crystal as well as solution structure of this coupling agent is a guanidinium N-oxide and not an uronium compound; Coupling reagent which is ideally suited for solid-phase peptide synthesis.

Same product — same quality — now Sigma-Aldrich brand

Packaging

1 kg in glass bottle

5, 25, 100, 250 g in glass bottle

Price and Availability

Suggested Laboratory Gloves


Laboratory GlovesThis substance has been tested against several types of hand protection for CE compliance. Click below to find the recommended gloves for handling this product.



Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
UN1325 - class 4.1 - PG 2 - Flammable solids, organic, n.o.s., HI: all
WGK Germany 
3
Protocols & Articles

Articles

COMU—Safer and More Efficient Peptide Coupling Reagent

Proteins and peptides are ubiquitous in all living systems. The chemical synthesis of peptidic structures for scientific research or drug discovery relies heavily on efficient coupling reagents. This...
Dr. Matthias Junkers
Aldrich Chemfiles, 2010 Volume 10 Article 1
Keywords: Calorimetry, Coupling reactions, Drug discovery, Epimerizations, Methods, Microwave synthesis, Peptide synthesis, Protocols, Racemizations, Reductions, Search, Sequences, Solid phase peptide synthesis, Solvents

Uronium and Guanidinium Salts

The special need of SPPS for rapid and highly efficient coupling reagents led to the development of several new reagents starting from BOP (Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluo...
Matthias Junkers
Aldrich ChemFiles 2007, 7.2, 9.
Keywords: Condensations, Cyclizations, Peptide synthesis, Racemizations, Solid phase peptide synthesis, Substitutions, Type

Related Content

COMU – Safer and More Efficient Peptide Coupling Reagent

Peptide synthesis relies heavily on efficient and reliable coupling reagents. A low tendency for racemization is a key requirement. This is especially true for solid phase peptide synthesis—quantitat...
Keywords: Building blocks, Calorimetry, Catalog, Condensations, Coupling reactions, Epimerizations, Methods, PEGylations, Peptide synthesis, Protocols, Racemizations, Search, Solid phase peptide synthesis, Solvents, Tools

Peer-Reviewed Papers
15

References

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