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Merck
CN

284262

Iodoacetic anhydride

Synonym(s):

2-Iodoacetic anhydride, 2-Iodoacetyl 2-iodoacetate, Iodoacetic acid anhydride, Iodoacetyl anhydride

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About This Item

Linear Formula:
(ICH2CO)2O
CAS Number:
Molecular Weight:
353.88
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1812140
Form:
solid
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form

solid

Quality Level

mp

47-49 °C (lit.)

solubility

chloroform: soluble 10%, clear to slightly hazy, yellow (pink or tan)

functional group

anhydride, ester, iodo

storage temp.

2-8°C

SMILES string

ICC(=O)OC(=O)CI

InChI

1S/C4H4I2O3/c5-1-3(7)9-4(8)2-6/h1-2H2

InChI key

RBNSZWOCWHGHMR-UHFFFAOYSA-N

Application

Reagent used as linker for development of reagents used for differential protein quantitation via ion scanning

Reactant used for:
  • Sythesis of N-iodoacetyl glycosylamine derivatives and converting amino precursors to IA derivatives
  • Linking lysine residues to N-terminal α-amino groups of peptides
  • Capping amines and yielding a thiol reactive iodo-derivative
  • Iodoacetylation


pictograms

Skull and crossbonesCorrosion

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1A

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges, type P3 (EN 143) respirator cartridges



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M W Reed et al.
Bioconjugate chemistry, 6(1), 101-108 (1995-01-01)
An endogenous nuclear enzyme, RNase H, is an important component in determining the efficacy of antisense oligodeoxynucleotides (ODNs). In an effort to improve the potency of antisense ODNs, conjugates with three different nuclear targeting signal peptides were prepared. These short
Rainer Hahn et al.
Journal of chromatography. A, 1217(40), 6203-6213 (2010-08-31)
To design a generic purification platform and to combine the advantages of fusion protein technology and matrix-assisted refolding, a peptide affinity medium was developed that binds inclusion body-derived N(pro) fusion proteins under chaotropic conditions. Proteins were expressed in Escherichia coli
R Wetzel et al.
Bioconjugate chemistry, 1(2), 114-122 (1990-03-01)
A method is described for the highly selective modification of the alpha-amino groups at the N-termini of unprotected peptides to form stable, modified peptide intermediates which can be covalently coupled to other molecules or to a solid support. Acylation with



Global Trade Item Number

SKUGTIN
284262-1G04061826071953
284262-250MG04061832491684