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Merck

A3221

Iodoacetamide

Single use vial of 56 mg

동의어(들):

2-Iodoacetamide, IAA, Monoiodoacetamide, alpha-Iodoacetamide

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제품정보 (DICE 배송 시 비용 별도)

Linear Formula:
ICH2CONH2
CAS 번호:
Molecular Weight:
184.96
UNSPSC Code:
12352111
NACRES:
NA.56
PubChem Substance ID:
EC Number:
205-630-1
Beilstein/REAXYS Number:
1739080
MDL number:
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InChI

1S/C2H4INO/c3-1-2(4)5/h1H2,(H2,4,5)

InChI key

PGLTVOMIXTUURA-UHFFFAOYSA-N

SMILES string

NC(=O)CI

biological source

synthetic (organic)

assay

≥99% (HPLC)

form

powder

packaging

vial of 56 mg (Single use)

storage condition

(Tightly closed. Dry. Keep in a well-ventilated place. Keep locked up or in an area accessible
only to qualified or authorized persons.)

color

white to off-white

mp

92-95 °C (lit.)

solubility

H2O: soluble 50 mg/mL, clear, colorless to faintly yellow

suitability

suitable for LC-MS

application(s)

microbiology

storage temp.

2-8°C

Quality Level

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General description

2-Iodoacetamide is a thiol-alkylating agent frequently used in peptide mapping for biochemical, cell culture and proteomics research. It functions similarly to iodoacetate, primarily binding covalently with the thiol group of cysteine in proteins, thereby preventing the formation of disulfide bonds. This attribute is crucial for several applications, including 2-D protein electrophoresis to reduce streaking and improve resolution, as an inhibitor of deubiquitinase enzymes (DUBs) and a peptidase inhibitor. It is often employed during sample preparation for de novo peptide sequencing with protein mass spectrometry.

It has specific interactions with cysteine and histidine residues in proteins, affecting enzymes like ribonuclease. While it may react slowly with histidine, its inhibitory properties contribute to the research on proteases, such as cysteine proteases. Iodoacetamide is known for its irreversibility in inhibiting enzymes and its ability to form stable protein derivatives, making it valuable in studying protein structures, protein behavior, and enzyme inhibition.

Application

Iodoacetamide has been used:
  • to prevent enzymatic disulfide reduction in the protein samples
  • to inhibit glyceraldehyde-3-phosphate dehydrogenase effectively blocking ATP production in cell biology research

Biochem/physiol Actions

Iodoacetamide acts as an alkylating reagent for cysteine residues in peptide sequencing. It is an irreversible inhibitor of enzymes with cysteine at the active site. It reacts much more slowly with histidine residues, but that activity is responsible for inhibiting ribonuclease.

Features and Benefits

High quality compound suitable for multiple research applications

Packaging

Packaged in sealed ampules

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Legal Information

Technology developed in partnership with Proteome Systems
Proteome Systems is a trademark of Proteome Systems Ltd

pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4 - Resp. Sens. 1 - Skin Sens. 1

저장 등급

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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