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®
InChI
1S/C5H6N2O3/c1-2-10-5(8)4(3-6)7-9/h9H,2H2,1H3/b7-4+
InChI key
LCFXLZAXGXOXAP-QPJJXVBHSA-N
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
Quality Level
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
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
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.
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
試験成績書（COA）
製品のロット番号・バッチ番号を入力して、試験成績書（COA） を検索できます。ロット番号・バッチ番号は、製品ラベルに「Lot」または「Batch」に続いて記載されています。
Automatic procedures for the synthesis of difficult peptides using oxyma as activating reagent: A comparative study on the use of bases and on different deprotection and agitation conditions
A. Caporale, et al.
Peptides, 102, 38-46 (2018)
tert-Butylethylcarbodiimide as an Efficient Substitute for Diisopropylcarbodiimide in Solid-Phase Peptide Synthesis: Understanding the Side Reaction of Carbodiimides with OxymaPure
S. R. Manne, et al.,
Organic Process Research & Development, 26, 2894-2894 (2022)
High-Efficiency Solid Phase Peptide Synthesis (HE-SPPS)
J. Collins , et al.
Organic Letters, 16, 940-940 (2014)
Oxyma: An Efficient Additive for Peptide Synthesis to Replace the Benzotriazole-Based HOBt and HOAt with a Lower Risk of Explosion
R. Subiros-Funosas, et al.
Chemistry?A European Journal , 15, 9394-9394 (2009)
Generation of Hydrogen Cyanide from the Reaction of Oxyma (Ethyl Cyano(hydroxyimino)acetate) and DIC (Diisopropylcarbodiimide)
A. D. McFarland
Organic Process Research & Development, 23, 2099-2099 (2019)
グローバルトレードアイテム番号
| カタログ番号 | GTIN |
|---|---|
| 8.51086.1000 | 04027269187866 |
| 8.51086.0100 | 04027269160500 |
| 8.51086.0025 | 04027269160494 |
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