COMU Chemical Properties

Melting point:

ca 160℃

storage temp. 

Store at -15°C to -25°C.

solubility 

Soluble in DMF 1mmol in 2mL.

form 

Powder or Solid

color 

White to pale yellow

Sensitive 

Air & Moisture Sensitive

InChI

InChI=1S/C12H19N4O4.F6P/c1-4-19-11(17)10(9-13)14-20-12(15(2)3)16-5-7-18-8-6-16;1-7(2,3,4,5)6/h4-8H2,1-3H3;/q+1;-1/b14-10-;

InChIKey

GPDHNZNLPKYHCN-DZOOLQPHSA-N

SMILES

C1N(/C(/O/N=C(\C(OCC)=O)/C#N)=[N+](\C)/C)CCOC1.[P-](F)(F)(F)(F)(F)F

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

3

HS Code 

2934 99 90

COMU Usage And Synthesis

Description

COMU is a third-generation uronium-type coupling reagent based on ethyl 2-cyano-2-(hydroxylamine)acetate (Oxyma) and a morpholino carbon skeleton. The presence of the morpholino group has a marked influence on the reagent's solubility, stability, and reactivity. COMU performed exceptionally well in the presence of only 1 equiv of base, confirming the effect of the hydrogen bond acceptor in the reaction. The by-products of COMU are water soluble and easily removed, making it an excellent choice of coupling reagent for solution-phase peptide synthesis[1].

Uses

(1-Cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholinocarbenium hexafluorophosphate is used as a coupling reagent in the peptide synthesis. It is suitable for solution phase & solid phase peptide synthesis, visual or colorimetric reaction monitoring possible.

Uses

COMU – Safer and More Efficient Peptide Coupling Reagent

Advantages

• Equal or even superior performance to HATU
• Non-explosive (does not contain benzotriazole moiety)
• Suitable for solution phase & solid phase peptide synthesis
• Utmost retention of configuration – low to non-existent racemization
• High solubility and stability in typical solvents
• Visual or colorimetric reaction monitoring possible
• Easy removal of water-soluble by-products

General Description

This product is a Safer, non-explosive and more effective replacement for Benzotriazole-Based peptide coupling reagents and thus aligns with "Less Hazardous Chemical Synthesis" and "Inherently Safer Chemistry for Accident Prevention".

References

[1] Ayman El-Faham,  Fernando Albericio. “COMU: A third generation of uronium-type coupling reagents.” Journal of Peptide Science 16 1 (2009): 6–9.