COMU

COMU® features optimal properties as a peptide coupling reagent. In addition to its high and fast coupling efficiency, it shows very low or non-existent tendencies for racemization. COMU is a registered patent of Luxembourg Bio Technologies (No. 101784522/8,524,898).
COMU® is a registered patent of Luxembourg Bio Technologies Ltd., and we are the exclusive manufacturers. 

CAS: 1075198-30-9

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

Properties

Purity

≥98.0%

Molecular Formula

C12H19F6N4O4P

Molecular Weight

428.27 [gr/mol]

Appearance

White to off-white crystalline powder

Storage Conditions

Store in a cool and dry place (2-8oC)

Applications

  • Epimerization during fragment coupling appears to be lessened with COMU than with HOBt or HATU.
  • COMU is fully compatible with microwave-assisted peptide synthesis.
  • COMU is very soluble in most commonly employed peptide coupling solvents, such as DMF or NMP, which makes it ideally suited for solid phase peptide synthesis.
  • It is equally attractive for solution phase synthesis since by-products formed by COMU are water-soluble and can be separated by simple extraction.
  • A color change during the reaction allows visual or colorimetric reaction monitoring.
  • COMU can be used with nearly identical protocols that apply for common coupling reagents such as HBTU, TBTU, PyBOP, or HATU.
  • It is considered the greener coupling reagent.
  • It is used in some Canadian schools.

Studies

  • A comparative study of amide-bond forming reagents in aqueous media – Substrate scope and reagent compatibility
    Matthew Badland a, Robert Crook a, Bastien Delayre b, Steven J. Fussell a,⇑, Iain Gladwell a,
    Michael Hawksworth a, Roger M. Howard c, Robert Walton a, Gerald A. Weisenburger c Tetrahedron Letters 58 (2017) 4391–4394   Read Article
  • Tandem deprotection/coupling for peptide synthesis in water at room temperature†
    Margery Cortes-Clerget, a Jean-Yves Berthon,b Isabelle Krolikiewicz-Renimel,b
    Laurent Chaisemartinb and Bruce H. Lipshutz *a Green Chem., 2017, 19, 4263 Read Article
  • Total Synthesis of Nannocystin Ax
    Caroline Poock† and Markus Kalesse*,†,‡ Org. Lett. 2017, 19, 4536−4539 Read Article
  • Phenylglycine racemization in Fmoc-based solid-phase peptide
    synthesis: Stereochemical stability is achieved by choice of reaction
    conditions
    Chen Liang, Mira A.M. Behnam, Tom R. Sundermann, Christian D. Klein ⇑ Tetrahedron Letters 58 (2017) 2325–2329   Read Article
  • Comparison of various coupling reagents in solid-phase aza-peptide synthesis
    Meeli Arujõe, Anu Ploom ⇑, Anton Mastitski, Jaak Järv Tetrahedron Letters 58 (2017) 3421–3425              Read Article
  • COMU: A Safer and More Effective Replacement for Benzotriazole-Based Uronium Coupling ReagentsA. El-Faham, R. S. Funosas, R. Prohens, and F. Albericio Chem. Eur. J., 2009, 15, 9404–9416.
    Read Article
  • COMU: A third generation of uronium-type coupling reagents
    A. El-Faham and F. Albericio J. Pept. Sci. 2010, 16, 6–9.
    Read Article
  • Microwave heating in solid-phase peptide synthesis
    Tofteng, L. Malik, S. L. Pedersen, K. K. Sørensen, K. J. Jensen Chem. Soc. Rev., 2012, 41, 1826–1844.
    Read Article
  • Efficient and Controllably Selective Preparation of Esters Using Uronium-Based Coupling Agents
    J. K. Twibanire and T. B. Grindley Org. Lett. 201113, 12, 2988–2991.
    Read Article

Posters

A Non-Explosive Replacement for Benzotriazole Based Coupling Reagents

Ayman El-Faham, Ramon Subirós-Funosas, Fernando Albericio

View Poster

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