8.51086

Oxyma Pure

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

• 동의어(들): Oxyma Pure, Ethyl cyano(hydroxyimino)acetate
• 실험식(Hill 표기법): C₅H₆N₂O₃
• CAS Number: 3849-21-6
• Molecular Weight: 142.11
• MDL number: MFCD00002112
• UNSPSC 코드: 12352126
• EC 인덱스 번호: 223-351-3
• NACRES: NA.22

속성

• product name: Oxyma Pure, Novabiochem^®
• Quality Level: 300
• 제품 라인: Novabiochem^®
• 분석: ≥99.0% (HPLC)
• 형태: crystalline powder
• 반응 적합성: reaction type: Coupling Reactions
• 제조업체/상표: Novabiochem^®
• mp: 130-132 °C
• 응용 분야: peptide synthesis
• 저장 온도: 2-8°C
• InChI: 1S/C5H6N2O3/c1-2-10-5(8)4(3-6)7-9/h9H,2H2,1H3/b7-4+
• InChI key: LCFXLZAXGXOXAP-QPJJXVBHSA-N

설명

일반 설명

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.

애플리케이션

Further applications of Oxyma Pure:

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

특징 및 장점

• 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

분석 메모

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

법적 정보

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

안전성 정보

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable