Ugrás a tartalomra
Merck

A3221

Sigma-Aldrich

Iodoacetamide

Single use vial of 56 mg

Szinonimák:

2-Iodoacetamide, IAA, Monoiodoacetamide, alpha-Iodoacetamide

Bejelentkezésa Szervezeti és Szerződéses árazás megtekintéséhez


About This Item

Lineáris képlet:
ICH2CONH2
CAS-szám:
Molekulatömeg:
184.96
Beilstein:
1739080
EC-szám:
MDL-szám:
UNSPSC kód:
12352111
PubChem Substance ID:
NACRES:
NA.56

biológiai forrás

synthetic (organic)

Minőségi szint

Teszt

≥99% (HPLC)

Forma

powder

kiszerelés

vial of 56 mg (Single use)

tárolási körülmény

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

szín

white to off-white

mp

92-95 °C (lit.)

oldhatóság

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

alkalmasság

suitable for LC-MS

alkalmazás(ok)

microbiology

tárolási hőmérséklet

2-8°C

SMILES string

NC(=O)CI

InChI

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

Nemzetközi kémiai azonosító kulcs

PGLTVOMIXTUURA-UHFFFAOYSA-N

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Általános leírás

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.

Alkalmazás

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

Biokémiai/fiziológiai hatások

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.

Tulajdonságok és előnyök

High quality compound suitable for multiple research applications

Kiszerelés

Packaged in sealed ampules

Egyéb megjegyzések

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

Jogi információk

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

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Product No.
Leírás
Árazás

összehasonlítható termékek

Product No.
Leírás
Árazás

Piktogramok

Skull and crossbonesHealth hazard

Figyelmeztetés

Danger

Figyelmeztető mondatok

Óvintézkedésre vonatkozó mondatok

Veszélyességi osztályok

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

Tárolási osztály kódja

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

WGK

WGK 3

Lobbanási pont (F)

Not applicable

Lobbanási pont (C)

Not applicable

Egyéni védőeszköz

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


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Analitikai tanúsítványok (COA)

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Dokumentumtár megtekintése

Kristen L Koterba et al.
Journal of biotechnology, 157(1), 261-267 (2011-12-06)
During large-scale manufacturing of an IgG1 monoclonal antibody in Chinese hamster ovary (CHO) cells, reduction of the antibody's disulfide bonds was observed. We present evidence that mammalian thioredoxin 1 (TXN1) is the terminal enzyme responsible for this reduction event. We
Tanja Scherrer et al.
Genome biology, 12(1), R3-R3 (2011-01-15)
Glucose inhibition of gluconeogenic growth suppressor 2 protein (Gis2p) and zinc-finger protein 9 (ZNF9) are conserved yeast and human zinc-finger proteins. The function of yeast Gis2p is unknown, but human ZNF9 has been reported to bind nucleic acids, and mutations
Mirko Zaffagnini et al.
Antioxidants & redox signaling, 16(1), 17-32 (2011-06-29)
Cysteines (Cys) made acidic by the protein environment are generally sensitive to pro-oxidant molecules. Glutathionylation is a post-translational modification that can occur by spontaneous reaction of reduced glutathione (GSH) with oxidized Cys as sulfenic acids (-SOH). The reverse reaction (deglutathionylation)
Valentina R Minciacchi et al.
Oncotarget, 6(13), 11327-11341 (2015-04-11)
Large oncosomes (LO) are atypically large (1-10 µm diameter) cancer-derived extracellular vesicles (EVs), originating from the shedding of membrane blebs and associated with advanced disease. We report that 25% of the proteins, identified by a quantitative proteomics analysis, are differentially
Elena B Lugli et al.
Arthritis research & therapy, 17, 9-9 (2015-01-21)
Smoking is a well-established risk factor for rheumatoid arthritis (RA), and it has been proposed that smoking-induced citrullination renders autoantigens immunogenic. To investigate this mechanism, we examined human lung tissue from 40 subjects with defined smoking status, with or without

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