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712191

Sigma-Aldrich

COMU®

greener alternative

≥96.5% (TLC), for peptide synthesis

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C12H19F6N4O4P
CAS Number:
Molecular Weight:
428.27
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.22

product name

COMU®, 97%

Quality Level

Assay

≥96.5% (TLC)
96.5-103.5% (T)
97%

form

crystals

reaction suitability

reaction type: Coupling Reactions

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Inherently Safer Chemistry for Accident Prevention
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

application(s)

peptide synthesis

greener alternative category

storage temp.

2-8°C

SMILES string

F[P-](F)(F)(F)(F)F.CCOC(=O)C(=NO\C(N1CCOCC1)=[N+](/C)C)C#N

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-;

InChI key

GPDHNZNLPKYHCN-DZOOLQPHSA-N

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. 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". Click here for more information.

Application

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

Legal Information

COMU is a registered trademark of Luxembourg Bio Technologies Ltd.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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Articles

COMU is a non-explosive coupling agent suitable for solution phase & solid phase peptide synthesis. Its activity meets or exceeds that of HATU and its water-soluble by-product are easily removed.

Amide bonds are ubiquitous in both nature and industrial applications. They are vital to the structure and function of biological macromolecules and polymers. The importance of this functionality has resulted in numerous approaches to its formation, ranging from stoichiometric activation of carboxylic acids to more recent advances in catalytic amide bond formation.

Protocols

Amide Coupling in a Box

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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