General description
Oxyma Pure (Ethyl cyano(hydroxyimino)acetate) is a non-explosive alternative to the canonical peptide coupling additive N-hydroxybenzotriazole (HOBt). When used in place of HOBt in carbodiimide-mediated peptide bond formation, it provides products in higher yields with less racemization. The combination of Oxyma Pure/diisopropylcarbodiimide (DIC) has proven to be particularly effective in microwave-assisted peptide synthesis.
The generation of toxic hydrogen cyanide (HCN) from the reaction between Oxyma Pure and DIC has been observed. Fortunately, this side reaction can be eliminated by substituting DIC for the more hindered t-butylethylcarbodiimide.
Associated Protocols and Technical Articles
Guide to Selection of Coupling Reagents
Literature references:
[1] R. Subirós-Funosas, et al. (2009) Chem. Eur. J., 15, 9394
[2] J. Collins , et al. (2014) Org . Lett ., 16, 940.
[3] A. D. McFarland (2019) Org. Process Res. Dev., 23, 2099.
[4] S. R. Manne, et al (2022) Org. Process Res. Dev., 26, 2894.
Application
Further applications of Oxyma Pure:
- Use in the synthesis of difficult peptides.
- As an acidic modifier to prevent aspartimide formation.
Analysis Note
Color (visual): white to slight yellow to beige
Appearance of substance (visual): crystalline powder
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Identity (IR): passes test
Solubility (12,5 mmol in 25 ml DMF): clearly soluble
Legal Information
Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany
- UPC:
- 51294420
- Condition:
- New
- Weight:
- 1.00 Ounces
- HazmatClass:
- No
- WeightUOM:
- LB
- MPN:
- 8510860025