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776874

Sigma-Aldrich

K-Oxyma

97%

Synonym(s):

2-Cyano-2-(hydroxyimino)acetic acid ethyl ester, potassium salt, Ethyl (hydroxyimino)cyanoacetate potassium salt

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About This Item

Empirical Formula (Hill Notation):
C5H5KN2O3
CAS Number:
158014-03-0
Molecular Weight:
180.20
MDL number:
MFCD26960809
UNSPSC Code:
12352111
PubChem Substance ID:
329767868
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX6676
MKCT9242
MKCM3688
MKBZ3412V
MKBP9739V

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Subiros-Funosas; R. et al
Chemistry (Weinheim An Der Bergstrasse, Germany), 15, 9394-9403 (2009)
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