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803669

Sigma-Aldrich

SIAB (N-succinimidyl (4-iodoacetyl)aminobenzoate)

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About This Item

Empirical Formula (Hill Notation):
C13H11N2O5I
CAS Number:
Molecular Weight:
402.14
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22

Assay

≥95%

form

powder

mol wt

402.15

reaction suitability

reagent type: cross-linking reagent

storage condition

desiccated

solubility

DMSO or DMF: soluble

functional group

NHS ester

shipped in

ambient

storage temp.

2-8°C

SMILES string

O=C(CCC1=O)N1OC(C2=CC=C(NC(CI)=O)C=C2)=O

InChI

1S/C13H11IN2O5/c14-7-10(17)15-9-3-1-8(2-4-9)13(20)21-16-11(18)5-6-12(16)19/h1-4H,5-7H2,(H,15,17)

InChI key

BQWBEDSJTMWJAE-UHFFFAOYSA-N

General description

SIAB is an amine- and sulfhydryl-reactive heterobifunctional crosslinker and Sulfo-SIAB is its water-soluble analog. These crosslinkers contain an amine-reactive N-hydroxysuccimide (NHS) ester and a sulfhydryl-reactive iodoacetyl group, and are often used for preparing enzyme conjugates or immunotoxins. Water-soluble and water-insoluble forms of NHS esters have essentially identical reactivity. Sulfo-SIAB is supplied as a sodium salt and is water-soluble to ~10mM. SIAB must be first dissolved in an organic solvent, such as DMSO or DMF, and then added to the aqueous reaction mixture. SIAB is lipophilic, membrane-permeable and does not possess a charged group.

Features and Benefits

  • Reactive groups: NHS ester and iodoacetyl
  • Reactive toward: amino and sulfhydryl groups
  • Non-cleavable
  • Water-insoluble (dissolve first in DMF or DMSO); compare to Sulfo-SIAB
  • Used to prepare stable enzyme-IgG conjugates
  • Forms conjugates with liposomes

Caution

This product is sensitive to moisture. The vial is packaged in a resealable bag with a desiccant to reduce exposure to moisture. After cold storage, equilibrate the vial to room temperature before opening to reduce condensation inside the vial. Make fresh solutions. Storage of stock solutions is not recommended. After use, return the vial to the resealable bag. Close the bag and store the product at the recommended temperature.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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