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I9760

Sigma-Aldrich

Iodoacetic acid N-hydroxysuccinimide ester

for peptide synthesis

Synonyme(s) :

N-Hydroxysuccinimide iodoacetate, N-Iodoacetoxysuccinimide

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About This Item

Formule empirique (notation de Hill):
C6H6INO4
Numéro CAS:
39028-27-8
Poids moléculaire :
283.02
Numéro MDL:
MFCD00058451
Code UNSPSC :
12352005
ID de substance PubChem :
57654310
Nomenclature NACRES :
NA.22

product name

Iodoacetic acid N-hydroxysuccinimide ester, powder

Forme

powder

Pertinence de la réaction

reagent type: cross-linking reagent

Solubilité

DMF: 50 mg/mL

Application(s)

peptide synthesis

Groupe fonctionnel

NHS ester

Température de stockage

−20°C

Chaîne SMILES 

O=C(N1OC(CI)=O)CCC1=O

InChI

1S/C6H6INO4/c7-3-6(11)12-8-4(9)1-2-5(8)10/h1-3H2

Clé InChI

VRDGQQTWSGDXCU-UHFFFAOYSA-N

Application

A heterobifunctional cross-linking reagent with amine and sulfhydryl reactivity. Typically, coupled initially to molecules containing primary amines by amide bonds buffered at pH 7.5 (6.5-8.5) Second coupling specific for molecules containing free sulfydryl by thioether linkage buffered at pH 7.5 (7.0-8.0). Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates. Provides a 2-atom linker.

Attention

The iodoacetyl group is light sensitive.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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G Houen et al.
Journal of immunological methods, 181(2), 187-200 (1995-04-26)
Two methods for the preactivation of proteins and conjugation of peptides to proteins under mild conditions are presented. Preactivation of proteins with divinylsulfone (DVS) permits peptide conjugation through either amino, hydroxyl or sulphydryl groups depending on the coupling pH used
Cody M Palumbo et al.
Chembiochem : a European journal of chemical biology, 21(11), 1633-1640 (2020-01-17)
Specific applications of CRISPR/Cas genome editing systems benefit from chemical modifications of the sgRNA. Herein we describe a versatile and efficient strategy for functionalization of the 3'-end of a sgRNA. An exemplary collection of six chemically modified sgRNAs was prepared
Kevin Y Lin et al.
ACS nano, 7(10), 9001-9009 (2013-09-11)
Thrombin is a serine protease and regulator of hemostasis that plays a critical role in the formation of obstructive blood clots, or thrombosis, that is a life-threatening condition associated with numerous diseases such as atherosclerosis and stroke. To detect thrombi
Jenny Tam et al.
International journal of molecular sciences, 21(9) (2020-05-01)
The use of fluorescent imaging probes that monitor the activity of proteases that experience an increase in expression and activity in tumors is well established. These probes can be conjugated to nanoparticles of iron oxide, creating a multimodal probe serving
Julian P Sefrin et al.
Frontiers in immunology, 10, 1962-1962 (2019-09-27)
Anti-tumor immunity is limited by a number of factors including the lack of fully activated T-cells, insufficient antigenic stimulation and the immune-suppressive tumor microenvironment. We addressed these hurdles by developing a novel class of immunoconjugates, Antibody-Targeted Pathogen-derived Peptides (ATPPs), which
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