8.51221

PyAOP

for peptide synthesis, Novabiochem^®

• Synonym(s): PyAOP, (7-Azabenzotriazol-1-yloxy)trispyrrolidinophosphonium hexafluorophosphate
• Empirical Formula (Hill Notation): C₁₇H₂₇F₆N₇OP₂
• CAS Number: 156311-83-0
• Molecular Weight: 521.38
• MDL number: MFCD03703417
• UNSPSC Code: 12352101
• NACRES: NA.22

Properties

• Product Name: PyAOP, Novabiochem^®
• Quality Level: 200
• product line: Novabiochem^®
• form: powder
• reaction suitability: reaction type: Coupling Reactions
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• storage temp.: -10 to -25°C
• SMILES string: F[P-](F)(F)(F)(F)F.[P](=[N+]5CCCC5)(N4CCCC4)(N3CCCC3)O[n]1nnc2c1nccc2
• InChI: 1S/C17H27N7OP.F6P/c1-2-11-21(10-1)26(22-12-3-4-13-22,23-14-5-6-15-23)25-24-17-16(19-20-24)8-7-9-18-17;1-7(2,3,4,5)6/h7-9H,1-6,10-15H2;/q+1;-1
• InChI key: CBZAHNDHLWAZQC-UHFFFAOYSA-N

Description

General description

PyAOP is an extremely effective coupling reagent that mediates amide bond formation with the efficiency of HATU but without the risk of guanidine formation, making it the reagent of choice for peptide cyclization.^[1]

Associated Protocols and Technical Articles
Guide to Selection of Coupling Reagents

Literature references:
^[1] F. Albericio, et al. (1997) Tetrahedron Lett., 38, 4853.

Application

PyAOP can be used as a coupling reagent:

• In the synthesis of N,N′-substituted acylguanidines by solid-phase peptide synthesis.[2]
• To facilitate the formation of peptide bonds during the synthesis of cyclic peptide hybrids.[3]

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble

Legal Information

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

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315 - H319 - H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable