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284262

Sigma-Aldrich

Iodoacetic anhydride

Sinonimo/i:

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

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About This Item

Formula condensata:
(ICH2CO)2O
Numero CAS:
54907-61-8
Peso molecolare:
353.88
Beilstein:
1812140
Numero MDL:
MFCD00001080
Codice UNSPSC:
12352100
ID PubChem:
24857144
NACRES:
NA.22

Forma fisica

solid

Punto di fusione

47-49 °C (lit.)

Solubilità

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

Temperatura di conservazione

2-8°C

Stringa SMILE

ICC(=O)OC(=O)CI

InChI

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

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Categorie correlate

Applicazioni

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

Pittogrammi

Skull and crossbonesCorrosion
GHS06,GHS05

Avvertenze

Danger

Indicazioni di pericolo

H301,H314

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

230.0 °F - closed cup

Punto d’infiammabilità (°C)

110 °C - closed cup

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

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Sigma-Aldrich

D80002

DCC

Anidride trifluoroacetica ReagentPlus®, ≥99%

Sigma-Aldrich

106232

Anidride trifluoroacetica

Iodoacetamide BioUltra

Sigma-Aldrich

I1149

Iodoacetamide

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
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
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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