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233412

Sigma-Aldrich

Ethyl (hydroxyimino)cyanoacetate

97%, for peptide synthesis

Synonyme(s) :

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

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About This Item

Formule linéaire :
NCC(=NOH)CO2C2H5
Numéro CAS:
3849-21-6
Poids moléculaire :
142.11
Numéro Beilstein :
774783
Numéro CE :
223-351-3
Numéro MDL:
MFCD00002112
Code UNSPSC :
12352100
ID de substance PubChem :
24853975
Nomenclature NACRES :
NA.22

product name

Ethyl (hydroxyimino)cyanoacetate, 97%

Pureté

97%

Forme

solid

Pf

130-132 °C (lit.)

Application(s)

peptide synthesis

Chaîne 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+

Clé InChI

LCFXLZAXGXOXAP-QPJJXVBHSA-N

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Description générale

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.

Application

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (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
Miriam Reverter et al.
Metabolites, 10(6) (2020-06-04)
Understanding natural defense mechanisms against parasites can be a valuable tool for the development of innovative therapies. We have previously identified a butterflyfish species (Chaetodonlunulatus) that avoids gill monogenean parasites while living amongst closely related parasitized species. The metabolome and
Alvin W Hung et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(17), 6799-6804 (2011-04-13)
Fragment-based drug discovery (FBDD) has proven to be an effective means of producing high-quality chemical ligands as starting points for drug-discovery pursuits. The increasing number of clinical candidate drugs developed using FBDD approaches is a testament of the efficacy of
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