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Key Documents

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233412

Sigma-Aldrich

Ethyl (hydroxyimino)cyanoacetate

97%

Sinonimo/i:

Ethyl cyano(hydroxyimino)acetate, Ethyl cyanoglyoxalate-2-oxime, Ethyl isonitrosocyanoacetate

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About This Item

Formula condensata:
NCC(=NOH)CO2C2H5
Numero CAS:
3849-21-6
Peso molecolare:
142.11
Beilstein:
774783
Numero CE:
223-351-3
Numero MDL:
MFCD00002112
Codice UNSPSC:
12352100
ID PubChem:
24853975
NACRES:
NA.22

Livello qualitativo

200

Saggio

97%

Forma fisica

solid

Punto di fusione

130-132 °C (lit.)

applicazioni

peptide synthesis

Stringa SMILE

CCOC(=O)C(=N\O)\C#N

InChI

1S/C5H6N2O3/c1-2-10-5(8)4(3-6)7-9/h9H,2H2,1H3/b7-4+
LCFXLZAXGXOXAP-QPJJXVBHSA-N

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Categorie correlate

Descrizione generale

Ethyl (hydroxyimino)cyanoacetate is a potential replacement for zobenzotriazole and benzotriazole derivatives used in peptide synthesis.

Ethyl (hydroxyimino)cyanoacetate is also called as Oxyma. It is a highly efficient greener alternative for the amide and peptide synthesis.

Applicazioni

Ethyl (hydroxyimino)cyanoacetate has been used as an additive for the carbodiimide-mediated amide bond formation during established peptide synthesis method.For peptide synthesis grade material, please see product 851086.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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Ranko Gacesa et al.
International journal of molecular sciences, 21(20) (2020-10-16)
Siderophores are iron-complexing compounds synthesized by bacteria and fungi. They are low molecular weight compounds (500-1500 Daltons) possessing high affinity for iron(III). Since 1970 a large number of siderophores have been characterized, the majority using hydroxamate or catecholate as functional
Hangyu Zhang et al.
Acta biomaterialia, 55, 183-193 (2017-04-04)
Self-assembling peptides programed by sequence design to form predefined nanostructures are useful for a variety of biomedical applications. However, assemblies of classic ionic self-complementary peptides are unstable in neutral pH, while charged peptide hydrogels have low mechanical strength. Here, we
Daniele Maiolo et al.
ChemistryOpen, 9(2), 253-260 (2020-02-29)
Here, we demonstrate that introduction of halogen atoms at the tyrosine 10 phenol ring of the DSGYEV sequence derived from the flexible amyloid-β N-terminus, promotes its self-assembly in the solid state. In particular, we report the crystal structures of two halogen-modified
Doaa M Anwar et al.
Bioconjugate chemistry, 29(9), 3026-3041 (2018-08-16)
In this study, promising approaches of dual-targeted micelles and drug-polymer conjugation were combined to enable injection of poorly soluble anticancer drugs together with site-specific drug release. Ursodeoxycholic acid (UDCA) as a hepatoprotective agent was grafted to maltodextrin (MD) via carbodiimide
Virginia Brancato et al.
Acta biomaterialia, 57, 47-58 (2017-05-10)
Therapeutic approaches based on nanomedicine have garnered great attention in cancer research. In vitro biological models that better mimic in vivo conditions are crucial tools to more accurately predict their therapeutic efficacy in vivo. In this work, a new 3D
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Articoli

COMU-Safer and More Efficient Peptide Coupling Reagent

COMU is a non-explosive coupling agent suitable for solution phase & solid phase peptide synthesis. Its activity meets or exceeds that of HATU and its water-soluble by-product are easily removed.

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