EMAIL THIS PAGE TO A FRIEND

I1149 Sigma

Iodoacetamide

BioUltra

Purchase

Properties

Related Categories A to C, Biochemicals and Reagents, Carnitine acetyltransferase, Core Bioreagents, D to K,
Quality Level   PREMIUM
product line   BioUltra
assay   ≥99% (NMR)
impurities   ≤0.0005% Phosphorus (P)
  ≤0.1% Insoluble matter
mp   92-95 °C(lit.)
solubility   H2O: soluble0.5 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

Description

Application

Alkylating reagent for cysteine residues in peptide sequencing. By virtue of reaction with cysteine, it is an irreversible inhibitor of enzymes with cysteine at the active site.1 It reacts much more slowly with histidine residues, but that activity is responsible for inhibition of ribonuclease.2

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®,1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Price and Availability

Take Control over Time and Temperature!


Timestrip
Discover Timestrip® - how low cost, single use indicator labels will help you monitor expiry dates and excessive temperatures.




TruPAGE™ Pre-cast Polyacrylamide Gels


TruPAGE™ Pre-cast Polyacrylamide GelsTruPAGE Gels run true every time!

  • . 2-Year Shelf Life
  • . Superior Band Resolution
  • . Strong & Tear Resistant
  • . Higher Capacity Wells



Learn about PharmaGrade

Additional Products to Explore

<SC>DL</SC>-Dithiothreitol

≥98% (TLC), ≥99.0% (titration)

<I>N</I>-Ethylmaleimide

crystalline, ≥98% (HPLC)

Trifluoroacetic acid

ReagentPlus®, 99%

Urea
U5378Urea

powder, BioReagent, for molecular biology, suitable for cell culture

Customers Also Viewed

Ammonium bicarbonate

BioUltra, ≥99.5% (T)

Iodoacetamide

≥99% (NMR), crystalline

Iodoacetamide

vial of 56 mg

Iodoacetic acid

≥98.0% (T)

<I>N</I>-Ethylmaleimide

crystalline, ≥98% (HPLC)

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Hazard Codes (Europe) 
T
Risk Statements (Europe) 
Safety Statements (Europe) 
22-36/37-45
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
RTECS 
AC4200000

Protocols & Articles

Peer-Reviewed Papers

References

Set your institution to view full text papers.

1. Inactivation of rat liver S-adenosylhomocysteinase by iodoacetamide Gomi, T., and Fujioka, M. Biochemistry 21, 4171-4176, (1982)

Loading...


2. The structure and function of ribonuclease T1. XXI. Modification of histidine residues in ribonuclease T1 with iodoacetamide Takahashi, K. J. Biochem. 80, 1267-1275, (1976)

Loading...


Formation of a Distinctive Complex between the Inducible Bacterial Lysine Decarboxylase and a Novel AAA+ ATPase Snider, J., et al. J. Biol. Chem. 281, 1532-46, (2006)

Loading...


Chemical genetics reveals a complex functional ground state of neural stem cells Diamandis, P., et. al. Nat. Chem. Biol. 3(5), 268-273, (2007)

Loading...


Glutaredoxin s12: unique properties for redox signaling. Zaffagnini M, Bedhomme M, Marchand CH, et al. Antioxid. Redox Signal. 16(1), 17-32, (2012)

Loading...


The TRC8 E3 ligase ubiquitinates MHC class I molecules before dislocation from the ER. Stagg HR, Thomas M, van den Boomen D, et al. J. Cell Biol. 186(5), 685-92, (2009)

Loading...


The binding of NCAM to FGFR1 induces a specific cellular response mediated by receptor trafficking. Francavilla C J. Cell Biol. 187(7), 1101-16, (2009)

Loading...


Accurate and sensitive peptide identification with Mascot Percolator. Markus Brosch et al J. Proteome Res. 8, 3176-81, (2009)

Loading...


Enteropathogenic e.coli sustains iodoacetamide-induced ulcerative colitis-like colitis in rats: modulation of IL-1β, IL-6, TNF-α, COX-2, and apoptosisi. Abdallah Hajj Hussein I, Freund JN, Reimund JM, et al. J. Biol. Regul. Homeost. Agents 26(3), 515-26, (2012)

Loading...


Oxidative stress, thiols, and redox profiles. Harris C and Hansen JM Methods Mol. Biol. 889, 325-46, (2012)

Loading...


Proteomic analysis of redox-dependent changes using cysteine-labeling 2D DIGE. Chan HL, Sinclair J, and Timms JF Methods Mol. Biol. 854, 113-28, (2012)

Loading...


Methods for quantification of in vivo changes in protein ubiquitination following proteasome and deubiquitinase inhibition. Udeshi ND, Mani DR, Eisenhaure T, et al. Mol. Cell. Proteomics 11(5), 148-59, (2012)

Loading...


Glutamine synthetase is a molecular target of nitric oxide in root nodules of Medicago truncatula and is regulated by tyrosine nitration. Melo PM, Silva LS, Ribeiro I, et al. Plant Physiol. 157(3), 1505-17, (2011)

Loading...


Noxious compounds activate TRPA1 ion channels through covalent modification of cysteines. Macpherson, L.J., et al. Nature, 1-4, (2007)

Loading...


Synaptic protein ubiquitination in rat brain revealed by antibody-based ubiquitome analysis. Na CH, Jones DR, Yang Y, et al. J. Proteome Res. 11(9), 4722-32, (2012)

Loading...


Regulation of actin-myosin interaction by conserved periodic sites of tropomyosin. Barua B, Winkelmann DA, White HD, et al. Proc. Natl. Acad. Sci. U. S. A. 109(45), 18425-30, (2012)

Loading...


Ni(II) and Co(II) sensing by Escherichia coli RcnR. Jeffrey S. Iwig et al J. Am. Chem. Soc. 130, 7592-606, (2008)

Loading...


Structure-activity relationships in the binding of chemically derivatized CD4 to gp120 from human immunodeficiency virus. Hui Xie et al J. Med. Chem. 50, 4898-908, (2007)

Loading...


Early cytokinin response proteins and phosphoproteins of Arabidopsis thaliana identified by proteome and phosphoproteome profiling. Cerny M, Dycka F, Bobál'ová J, et al. J. Exp. Bot. 62(3), 921-37, (2011)

Loading...


MeCAT--new iodoacetamide reagents for metal labeling of proteins and peptides. Schwarz G, Beck S, Weller MG, et al. Anal. Bioanal. Chem 401(4), 1203-9, (2011)

Loading...


High throughput proteomic analysis of the secretome in an explant model of articular cartilage inflammation. Abigail L. Clutterbuck et al J. Proteomics 74, 704-15, (2011)

Loading...


Two-dimensional strong cation exchange/porous layer open tubular/mass spectrometry for ultratrace proteomic analysis using a 10 microm id poly(styrene- divinylbenzene) porous layer open tubular column with an on-line triphasic trapping column. Luo Q, Gu Y, Wu SL, et al. Electrophoresis 29(8), 1604-11, (2008)

Loading...


Identification of phosphoproteins as possible differentiation markers in all-trans-retinoic acid-treated neuroblastoma cells. Mandili G, Marini C, Carta F, et al. PLoS ONE 6(5), e18254, (2011)

Loading...


Directed sample interrogation utilizing an accurate mass exclusion-based data-dependent acquisition strategy (AMEx). Rudomin, EL J. Proteome Res. 8(6), 3154-60, (2009)

Loading...


Interactions of the NPXY microdomains of the low density lipoprotein receptor-related protein 1. Guttman M Proteomics 9(22), 5016-28, (2009)

Loading...


Differential adaptive response and survival of Salmonella enterica serovar enteritidis planktonic and biofilm cells exposed to benzalkonium chloride. Mangalappalli-Illathu AK Antimicrob. Agents Chemother. 52(10), 3669-80, (2008)

Loading...


Mechanistic studies of the spore photoproduct lyase via a single cysteine mutation. Yang L, Lin G, Nelson RS, et al. Biochemistry 51(36), 7173-88, (2012)

Loading...


Low oxygen levels as a trigger for enhancement of respiratory metabolism in Saccharomyces cerevisiae. Rintala, E BMC Genomics 10, 461, (2009)

Loading...


Thiol-blocking electrophiles interfere with labeling and detection of protein sulfenic acids. Reisz JA, Bechtold E, King SB, et al. FEBS J. 280(23), 6150-61, (2013)

Loading...


In-depth analysis of cysteine oxidation by the RBC proteome: advantage of peroxiredoxin II knockout mice. Yang HY, Kwon J, Choi HI, et al. Proteomics 12(1), 101-12, (2012)

Loading...


in vitro evidence that commercial influenza vaccines are not similar in their ability to activate human T cell responses. Mary Dawn T. Co et al Vaccine 27, 319-27, (2009)

Loading...


An enzymatic route to selenazolines. Koehnke J, Morawitz F, Bent AF, et al. ChemBioChem. 14(5), 564-7, (2013)

Loading...


Inhibition of lung tumor colonization and cell migration with the disintegrin crotatroxin 2 isolated from the venom of Crotalus atrox. Galán, JA Toxicon 51(7), 1186-96, (2008)

Loading...


Early endothelial damage and increased colonic vascular permeability in the development of experimental ulcerative colitis in rats and mice. Tolstanova G, Deng X, French SW, et al. Lab. Invest. 92(1), 9-21, (2012)

Loading...


Molecular mechanisms of basic fibroblast growth factor effect on healing of ulcerative colitis in rats. Paunovic B, Deng X, Khomenko T, et al. J. Pharmacol. Exp. Ther. 339(2), 430-7, (2011)

Loading...


Identification of consistent alkylation of cysteine-less peptides in a proteomics experiment. Woods AG, Sokolowska I, and Darie CC Biochem. Biophys. Res. Commun. 419(2), 305-8, (2012)

Loading...


Peptide peak intensities enhanced by cysteine modifiers and MALDI TOF MS. Zabet-Moghaddam M, Shaikh AL, and Niwayama S J. Mass Spectrom. 47(12), 1546-53, (2012)

Loading...


Transferrin-directed internalization and cycling of transferrin receptor 2. Chen J Traffic 10(10), 1488-501, (2009)

Loading...


Regulation of Ca(2+)/calmodulin-dependent protein kinase phosphatase (CaMKP) by oxidation/reduction at Cys-359. Baba H, Sueyoshi N, Shigeri Y, et al. Arch. Biochem. Biophys. 526(1), 9-15, (2012)

Loading...


Analysis of alpha-1-acid glycoprotein isoforms using CE-LIF with fluorescent thiol derivatization. Garrido-Medina R, Puerta A, Rivera-Monroy Z, et al. Electrophoresis 33(7), 1113-9, (2012)

Loading...


Environmental enrichment and gut inflammation modify stress-induced c-Fos expression in the mouse corticolimbic system. Reichmann F, Painsipp E, and Holzer P PLoS ONE 8(1), e54811, (2013)

Loading...


Analysis of mutants disrupted in bacillithiol metabolism in Staphylococcus aureus. Rajkarnikar A, Strankman A, Duran S, et al. Biochem. Biophys. Res. Commun. 436(2), 128-33, (2013)

Loading...


Isotope-coded, iodoacetamide-based reagent to determine individual cysteine pK(a) values by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. Nelson KJ Anal. Biochem. 375(2), 187-95, (2008)

Loading...


Improving the stability of the EC1 domain of E-cadherin by thiol alkylation of the cysteine residue. Trivedi M, Laurence JS, Williams TD, et al. Int. J. Pharm. 431(1-2), 16-25, (2012)

Loading...


Inflammatory bowel disease in rats: bacterial and chemical interaction. Hajj Hussein IA World J. Gastroenterol. 14(25), 4028-39, (2008)

Loading...


Hydroxylamine acutely activates glucose uptake in L929 fibroblast cells. Louters LL, Scripture JP, Kuipers DP, et al. Biochimie 95(4), 787-92, (2013)

Loading...


Implication of cysteine residues in the selection of oxorhenium inhibitors of cyclophilin hCyp18. Clavaud C, Le Gal J, Thai R, et al. Metallomics 4(2), 179-87, (2012)

Loading...


Modulation of Beta2 and Beta3 integrins in experimental colitis induced by iodoacetamide and enteropathogenic E. coli. Hajj-Hussein IA, Jurjus R, Saliba J, et al. J. Biol. Regul. Homeost. Agents 27(2), 351-63, (2013)

Loading...


Protective effect of aqueous extract of Bombax malabaricum DC on experimental models of inflammatory bowel disease in rats and mice. Jagtap AG, Niphadkar PV, and Phadke AS Indian J. Exp. Biol. 49(5), 343-51, (2011)

Loading...


Estimation of cell membrane properties and erythrocyte red-ox balance in patients with metabolic syndrome. Kowalczyk E, Kowalski J, Błaszczyk J, et al. Mol. Biol. Rep. 39(12), 11113-8, (2012)

Loading...


Beil. 2,IV,536

Aldrich MSDS 1, 1089:C / Corp MSDS 1 (1), 1990:B / FT-IR 2 (1), 1259:C / FT-IR 1 (1), 751:B / IR-Spectra (2), 389:B / IR-Spectra (3), 439:C / NMR-Reference 2 (1), 632:C / RegBook 1 (1), 879:D / Sax 6, 1617 / Sigma FT-IR 1 (2), 656:D / Structure Index 1, 134:B:5

Related Products

related product

Product #

Description

Add to Cart

08168 Timestrip Plus 8 °C

Technical Service:

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

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?