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I9760

Sigma-Aldrich

Iodoacetic acid N-hydroxysuccinimide ester

powder

Synonym(s):

N-Hydroxysuccinimide iodoacetate, N-Iodoacetoxysuccinimide

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About This Item

Empirical Formula (Hill Notation):
C6H6INO4
CAS Number:
39028-27-8
Molecular Weight:
283.02
MDL number:
MFCD00058451
UNSPSC Code:
12352005
PubChem Substance ID:
57654310
NACRES:
NA.22

form

powder

Quality Level

200

reaction suitability

reagent type: cross-linking reagent

solubility

DMF: 50 mg/mL

application(s)

peptide synthesis

functional group

NHS ester

storage temp.

−20°C

SMILES string

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

InChI key

VRDGQQTWSGDXCU-UHFFFAOYSA-N

Related Categories

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.

Caution

The iodoacetyl group is light sensitive.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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’.

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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
Julian P Sefrin et al.
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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
E S Rector et al.
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