Synonym: N,N,N′,N′-Tetramethyl-O-(benzotriazol-1-yl)uronium tetrafluoroborate, TBTU
|Related Categories||Chemical Biology, Chemical Synthesis, Coupling, Peptide Chemistry, Peptide Coupling,|
|mp||205 °C (dec.)(lit.)|
|solubility||acetonitrile: soluble0.1 g/mL, clear, colorless|
Coupling reagent which is ideally suited for solid-phase peptide synthesis.
Recent studies show that crystal as well as solution structure of this coupling agent is a guanidinium N-oxide and not an uronium compound1; Coupling reagent which is ideally suited for solid-phase peptide synthesis.2
1 kg in glass bottle
5, 25, 100, 250 g in glass bottle
Certificate of Analysis
|Precautionary statements||P210-P261-P305 + P351 + P338|
|Personal Protective Equipment||dust mask type N95 (US), Eyeshields, Gloves|
|Hazard Codes (Europe)||E,Xi|
|Risk Statements (Europe)||2-36/37/38|
|Safety Statements (Europe)||26-35|
|RIDADR||UN 1325 4.1 / PGII|
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, Microwave synthesis, Peptide synthesis, Racemizations, Reductions, Solid phase peptide synthesis, Solvents
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...
Aldrich ChemFiles 2007, 7.2, 9.
Keywords: Condensations, Cyclizations, Peptide synthesis, Racemizations, Solid phase peptide synthesis, Substitutions
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, Racemizations, Solid phase peptide synthesis, Solvents, tools
Substituted indoles and purines have frequently been referred to as “privileged structures” since they are capable of binding to multiple receptors with high affinity, and thus have applications acro...
Keywords: Building blocks, Medicinal chemistry
1. I. Abdelmoty Lett. Pept. Sci. 1, 57, (1994)
Semiautomated T-bag peptide synthesis using 9-fluorenyl-methoxycarbonyl strategy and benzotriazol-1-yl-tetramethyl-uronium tetrafluoroborate activation. Beck-Sickinger AG, Dürr H, and Jung G Pept. Res. 4(2), 88-94, (1991)
Automated solid-phase peptide synthesis: use of 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate for coupling of tert-butyloxycarbonyl amino acids. Reid GE and Simpson RJ Anal. Biochem. 200(2), 301-9, (1992)
2. S. Zimmer et al., C.H. Schneider and A.N. Eberle, eds. Proc. 22nd Eur. Pept. Symp.: Peptides 1992 Leiden 1993, p. 393
S. Zimmer, C.H. Schneider and A.N. Eberle, eds. Proc. 22nd Eur. Pept. Symp.: Peptides 1992 Leiden , (1993), 393
FT-NMR 1 (3), 192:C / RegBook 1 (2), 2447:F / Structure Index 1, 387:A:6
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