Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C17H27F6N7OP2
CAS Number:
Molecular Weight:
521.38
UNSPSC Code:
12352101
NACRES:
NA.22
MDL number:
Product Name
PyAOP, Novabiochem®
Quality Level
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
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.
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
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
signalword
Warning
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
hcodes
flash_point_f
No data available
flash_point_c
No data available
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Related Content
Synthesis of cyclic peptide hybrids with amino acid and nucleobase side-chains
Planas M, et al.
Tetrahedron Letters, 41, 4097-4100 (2000)
Solid-phase synthesis of N, N?-substituted acylguanidines
Dodd DS and Zhao Y
Tetrahedron Letters, 42, 1259-1262 (2001)
On the use of PyAOP, a phosphonium salt derived from HOAt, in solid-phase peptide synthesis
F. Albericio, et al.
Tetrahedron Letters, 38, 4853-4853 (1997)
