8.51086

Oxyma Pure

≥99.0% (HPLC), for peptide synthesis, Novabiochem^®

• Sinônimo(s): Oxyma Pure, Ethyl cyano(hydroxyimino)acetate
• Fórmula empírica (Notação de Hill): C₅H₆N₂O₃
• Número CAS: 3849-21-6
• Peso molecular: 142.11
• Número MDL: MFCD00002112
• Código UNSPSC: 12352126
• Número do índice EC: 223-351-3
• NACRES: NA.22

Propriedades

• product name: Oxyma Pure, Novabiochem^®
• Nível de qualidade: 300
• linha de produto: Novabiochem^®
• Ensaio: ≥99.0% (HPLC)
• forma: crystalline powder
• adequação da reação: reaction type: Coupling Reactions
• fabricante/nome comercial: Novabiochem^®
• pf: 130-132 °C
• aplicação(ões): peptide synthesis
• temperatura de armazenamento: 2-8°C
• InChI: 1S/C5H6N2O3/c1-2-10-5(8)4(3-6)7-9/h9H,2H2,1H3/b7-4+
• chave InChI: LCFXLZAXGXOXAP-QPJJXVBHSA-N

Descrição

Descrição geral

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.

Aplicação

Further applications of Oxyma Pure:

• Use in the synthesis of difficult peptides.
• As an acidic modifier to prevent aspartimide formation.

Características e benefícios

• Can be used in place of HOBt in carbodiimide-mediated coupling reactions without change of protocol
• It gives results comparable to HOAt in step-wise solid-phase synthesis
• Less epimerization than HOBt in fragment condensation reactions

Nota de análise

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

Informações legais

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable