Merck
All Photos(4)

Documents

I1149

Sigma-Aldrich

Iodoacetamide

BioUltra

Sign Into View Organizational & Contract Pricing

Synonym(s):
2-Iodoacetamide, Monoiodoacetamide, alpha-Iodoacetamide
Linear Formula:
ICH2CONH2
CAS Number:
Molecular Weight:
184.96
Beilstein:
1739080
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

product line

BioUltra

Assay

≥99% (NMR)

form

powder

impurities

≤0.0005% Phosphorus (P)
≤0.1% Insoluble matter

mp

92-95 °C (lit.)

solubility

H2O: 0.5 M, clear, colorless

anion traces

chloride (Cl-): ≤0.05%
sulfate (SO42-): ≤0.05%

cation traces

Al: ≤0.0005%
Ca: ≤0.0005%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.005%
Mg: ≤0.0005%
NH4+: ≤0.05%
Na: ≤0.05%
Pb: ≤0.001%
Zn: ≤0.0005%

storage temp.

2-8°C

SMILES string

NC(=O)CI

InChI

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

InChI key

PGLTVOMIXTUURA-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
I5161I6125A3221
Iodoacetamide BioUltra

Sigma-Aldrich

I1149

Iodoacetamide

Premium Grade
Iodoacetamide

SAFC

I5161

Iodoacetamide

-
Iodoacetamide ≥99% (NMR), crystalline

Sigma-Aldrich

I6125

Iodoacetamide

-
Iodoacetamide Single use vial of 56 mg

Sigma-Aldrich

A3221

Iodoacetamide

-
assay

≥99% (NMR)

assay

≥99% (NMR)

assay

≥99% (NMR)

assay

≥99% (HPLC)

form

powder

form

powder

form

crystalline

form

powder

mp

92-95 °C (lit.)

mp

92-95 °C (lit.)

mp

92-95 °C (lit.)

mp

92-95 °C (lit.)

solubility

H2O: 0.5 M, clear, colorless

solubility

H2O: 0.5 M, clear, colorless

solubility

H2O: soluble 0.5 M, clear, colorless

solubility

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

cation traces

Al: ≤0.0005%, Ca: ≤0.0005%, Cu: ≤0.0005%, Fe: ≤0.0005%, K: ≤0.005%, Mg: ≤0.0005%, NH4+: ≤0.05%, Na: ≤0.05%, Pb: ≤0.001%, Zn: ≤0.0005%

cation traces

-

cation traces

-

cation traces

-

Application

Iodoacetamide has been used:
  • in protein digestion for proteomic analysis
  • to alkylate protein samples
  • in the denaturation of cow′s milk allergens, β-lactoglobulin (BLG) and α-lactalbumin (ALA)

Biochem/physiol Actions

Iodoacetamide (IAA) is used to inhibit glycolysis due to its ability to irreversibly inhibit the glycolytic enzyme glyceraldehyde-3-phosphate dehydrogenase (GAPDH). IAA is used to investigate the role of cysteine residues in enzyme catalysis and the brain cell transport process. It can react with low molecular weight thiol compounds like mercaptoethanol and glutathione. IAN may also block enzymes like bromelain, cathepsin C, clostripain, and carboxypeptidase P.
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.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Customers Also Viewed

Slide 1 of 7

1 of 7

DTT crystalline powder, =97% (Ellman′s reagent), Mr 154.3

Roche

DTT-RO

DTT

DL-Dithiothreitol BioXtra, ≥99.0% (titration)

Sigma-Aldrich

D5545

DL-Dithiothreitol

Iodoacetic acid ≥98.0% (T)

Sigma-Aldrich

I4386

Iodoacetic acid

DL-Dithiothreitol for molecular biology, ≥98% (HPLC), ≥99% (titration)

Sigma-Aldrich

D9779

DL-Dithiothreitol

N-Ethylmaleimide crystalline, ≥98% (HPLC)

Sigma-Aldrich

E3876

N-Ethylmaleimide

4-Thiouridine ≥98%

Sigma-Aldrich

T4509

4-Thiouridine

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)
Tommy Weiss-Sadan et al.
Theranostics, 9(20), 5731-5738 (2019-09-20)
Despite the common use of lipid-lowering medications, cardiovascular diseases continue to be a significant health concern. Atherosclerosis, one of the most frequent causes of cardiovascular morbidity, involves extensive inflammatory activity and remodeling of the vascular endothelium. This relentless inflammatory condition
Konstantinos Boulias et al.
Molecular cell, 75(3), 631-643 (2019-07-08)
mRNAs are regulated by nucleotide modifications that influence their cellular fate. Two of the most abundant modified nucleotides are N6-methyladenosine (m6A), found within mRNAs, and N6,2'-O-dimethyladenosine (m6Am), which is found at the first transcribed nucleotide. Distinguishing these modifications in mapping
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service