8.51086
Oxyma Pure
≥99.0% (HPLC), for peptide synthesis, Novabiochem®
別名:
Oxyma Pure, Ethyl cyano(hydroxyimino)acetate
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この商品について
実験式（ヒル表記法）:
C5H6N2O3
CAS番号:
分子量:
142.11
UNSPSC Code:
12352126
EC Index Number:
223-351-3
NACRES:
NA.22
MDL number:
製品名
Oxyma Pure, Novabiochem®
Quality Segment
product line
Novabiochem®
assay
≥99.0% (HPLC)
form
crystalline powder
reaction suitability
reaction type: Coupling Reactions
manufacturer/tradename
Novabiochem®
mp
130-132 °C
application(s)
peptide synthesis
storage temp.
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
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.
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.
Features and Benefits
- 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
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
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
保管分類
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
適用法令
試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。
Deleterious substance
pdsc
8510860250:4.548173382661E12 + 8510860025:4.548173382647E12 + 8510860100:4.548173382654E12 + 8510861000:4.548173383002E12 + 8510860500:4.548173383552E12
jan
試験成績書（COA）
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