COMU

Synonym(s):(1-Cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphate

CAS NO.：1075198-30-9
Empirical Formula: C12H19F6N4O4P
Molecular Weight: 428.2678402
MDL number: MFCD11975052
EINECS: 682-899-5
SAFETY DATA SHEET (SDS)
Update Date: 2023-12-04 13:20:27

What is COMU?

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].

The Uses of COMU

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

The Uses of COMU

(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.

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.

Properties of COMU

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-;

Safety information for COMU

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.