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Merck

284262

Sigma-Aldrich

Iodessigsäureanhydrid

Synonym(e):

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

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About This Item

Lineare Formel:
(ICH2CO)2O
CAS-Nummer:
Molekulargewicht:
353.88
Beilstein:
1812140
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Form

solid

Qualitätsniveau

mp (Schmelzpunkt)

47-49 °C (lit.)

Löslichkeit

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

Lagertemp.

2-8°C

SMILES String

ICC(=O)OC(=O)CI

InChI

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

InChIKey

RBNSZWOCWHGHMR-UHFFFAOYSA-N

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Verwandte Kategorien

Anwendung

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

Piktogramme

Skull and crossbonesCorrosion

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

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

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

230.0 °F - closed cup

Flammpunkt (°C)

110 °C - closed cup

Persönliche Schutzausrüstung

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


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S J Wood et al.
International journal of peptide and protein research, 39(6), 533-539 (1992-06-01)
A novel method is described for the cyclization of peptides--or segments of polypeptides--which requires a free N-terminal alpha-amino group and a distal amino acid residue containing a nucleophilic side chain. The reaction is conducted in two steps, both in the
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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
S J Wood et al.
Bioconjugate chemistry, 3(5), 391-396 (1992-09-01)
We describe a new method for the transfer of carbohydrate moieties to polypeptides in which complex carbohydrate, in the form of glycosyl amino acid, is removed from an available glycoprotein, derivatized, and reacted with a polypeptide via an iodoacetylated alpha-amino
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

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