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Sigma-Aldrich

PyAOP

Novabiochem®

Synonym(s):

PyAOP, (7-Azabenzotriazol-1-yloxy)trispyrrolidinophosphonium hexafluorophosphate

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About This Item

Empirical Formula (Hill Notation):
C17H27F6N7OP2
CAS Number:
Molecular Weight:
521.38
MDL number:
UNSPSC Code:
12352101

Quality Level

product line

Novabiochem®

form

powder

reaction suitability

reaction type: Coupling Reactions

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

storage temp.

15-25°C

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

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.

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.
  • To facilitate the formation of peptide bonds during the synthesis of cyclic peptide hybrids.

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

pictograms

Exclamation mark

signalword

Warning

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


Certificates of Analysis (COA)

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Articles

Novabiochem® offers a large number of coupling reagents for in situ activation. In situ activating reagents are easy to use, fast reacting – even with sterically hindered amino acids, and their use is generally free of side reactions.

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

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