All Photos(3)
Synonym(s):
2-Cyano-2-(hydroxyimino)acetic acid ethyl ester, potassium salt, Ethyl (hydroxyimino)cyanoacetate potassium salt
Empirical Formula (Hill Notation):
C5H5KN2O3
CAS Number:
Molecular Weight:
180.20
MDL number:
UNSPSC Code:
12352111
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
97%
form
powder
reaction suitability
reaction type: Addition Reactions
mp
141-147
application(s)
peptide synthesis
storage temp.
2-8°C
SMILES string
CCOC(/C(C#N)=N/[O-])=O.[K+]
InChI
1S/C5H6N2O3.K/c1-2-10-5(8)4(3-6)7-9;/h9H,2H2,1H3;/q;+1/p-1/b7-4+;
InChI key
ZFBMUWGNRJITLS-KQGICBIGSA-M
Related Categories
Application
- Non-explosive replacement for HOBt and HOAt with at least comparable performance to HOAt
- Outperforms HOAt in sterically demanding peptide bond formations
- Compatible with carbodiimide-mediated; solution and solid phase peptide coupling;
- Less epimerization than HOBt in fragment condensation reactions
- K-salt especially useful in peptide coupling on mild acid-labile resins such as 2-chlorotrityl; leading to minimal to no cleavage of the peptide from the resin due to its more alkaline character
- K-salt has a higher melting point than OxymaPure
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Subiros-Funosas; R. et al
Chemistry (Weinheim An Der Bergstrasse, Germany), 15, 9394-9403 (2009)
Mona M Agwa et al.
International journal of biological macromolecules, 162, 246-261 (2020-06-13)
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