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233412

Sigma-Aldrich

Ethyl (hydroxyimino)cyanoacetate

97%, for peptide synthesis

Sinónimos:

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

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About This Item

Fórmula lineal:
NCC(=NOH)CO2C2H5
Número de CAS:
3849-21-6
Peso molecular:
142.11
Beilstein:
774783
Número CE:
223-351-3
Número MDL:
MFCD00002112
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24853975
NACRES:
NA.22

Nombre del producto

Ethyl (hydroxyimino)cyanoacetate, 97%

Ensayo

97%

Formulario

solid

mp

130-132 °C (lit.)

aplicaciones

peptide synthesis

grupo funcional

amine
ester
nitrile
oxime

cadena SMILES

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+

Clave InChI

LCFXLZAXGXOXAP-QPJJXVBHSA-N

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Descripción general

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.

Aplicación

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
BCCF4173
BCCD7896
BCCC9498
BCCB9815
BCCB1779

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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
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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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