12805

(Benzotriazol-1-yloxy)tripyrrolidinphosphoniumhexafluorphosphat

≥97.0% (TLC), for peptide synthesis

• Synonym(e): PyBOP^®
• Lineare Formel: C₁₈H₂₈N₆OP · PF₆
• CAS-Nummer: 128625-52-5
• Molekulargewicht: 520.39
• NACRES: NA.22
• PubChem Substance ID: 329749882
• UNSPSC Code: 12352101
• MDL number: MFCD00077411
• Beilstein/REAXYS Number: 3584612

Eigenschaften

• Produktname: (Benzotriazol-1-yloxy)tripyrrolidinphosphoniumhexafluorphosphat, purum, ≥97.0% (TLC)
• grade: purum
• Quality Segment: 200
• assay: ≥97.0% (TLC)
• form: solid
• reaction suitability: reaction type: Coupling Reactions
• mp: ~150 °C, 154-156 °C (dec.) (lit.)
• application(s): peptide synthesis
• storage temp.: 2-8°C
• SMILES string: F[P-](F)(F)(F)(F)F.C1CCN(C1)[P+](On2nnc3ccccc23)(N4CCCC4)N5CCCC5
• InChI: 1S/C18H28N6OP.F6P/c1-2-10-18-17(9-1)19-20-24(18)25-26(21-11-3-4-12-21,22-13-5-6-14-22)23-15-7-8-16-23;1-7(2,3,4,5)6/h1-2,9-10H,3-8,11-16H2;/q+1;-1
• InChI key: VIAFLMPQBHAMLI-UHFFFAOYSA-N

Beschreibung

General description

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (PyBOP) is an activator of carboxyl group commonly used in peptide synthesis. It also participates in the carboxylic acid esterification.[1] It shows characteristics similar to benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) and can be utilized as an alternative to BOP in peptide bond formation.

Application

Analogue of the BOP coupling reagent which does not form carcinogenic HMPA as by-product.

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (PyBOP) may be used in the following studies:

• As coupling reagent in the preparation strategies for peptide-oligonucleotide conjugates.[2]
• Synthesis of structured pure triacylglycerol (TAG) regioisomers.[1]
• As coupling reagent in the synthesis of a 3,5-pyrazolidinedione on soluble polyethylene glycol (PEG) polymer support.
• Synthesis of herceptin- nanoparticles.[3]

Legal Information

PyBOP is a registered trademark of Merck KGaA, Darmstadt, Germany

Sicherheitshinweise

• pictograms: GHS07,GHS09
• signalword: Warning
• hcodes: H302,H317,H410
• pcodes: P261 - P264 - P273 - P280 - P301 + P312 - P302 + P352
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1
• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves