A reagent for converting carboxyl groups to amine-reactive esters
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Product Type

Biochemicals

N-Hydroxysulfosuccinimide (sodium salt)

Item No. 20680

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-hydroxy-2,5-dioxo-3-pyrrolidinesulfonic acid, monosodium salt
CAS Number
106627-54-7
Synonyms
  • Sulfo-NHS
Molecular Formula
C4H4NO6S • Na
Formula Weight
217.1
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 10 mg/ml
λmax
210 nm
SMILES
ON1C(CC(S([O-])(=O)=O)C1=O)=O.[Na+]
InChi Code
InChI=1S/C4H5NO6S.Na/c6-3-1-2(12(9,10)11)4(7)5(3)8;/h2,8H,1H2,(H,9,10,11);/q;+1/p-1
InChi Key
RPENMORRBUTCPR-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 mg

    $63

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    500 mg

    $94

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    1 g

    $158

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    5 g

    $722

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    Product Description

    N-Hydroxysulfosuccinimide (sulfo-NHS) is a modifying reagent that, in the presence of a cross-linking reagent like carbodiimide or EDAC, converts carboxyl groups to amine-reactive sulfo-NHS esters.1,2,3 The cross-linker converts the carboxylic acid to an unstable o-acylisourea intermediate, which then reacts with the primary amine of sulfo-NHS to produce the stable product.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bogdanov, A.A., Jr., Klibanov, A.L., and Torchilin, V.P. Protein immobilization on the surface of liposomes via carbodiimide activation in the presence of N-hydroxysulfosuccinimide. FEBS Lett. 231(2), 381-384 (1988).

    2. Lelong, C., Sétif, P., Lagoutte, B., et al. Identification of the amino acids involved in the functional interaction between photosystem I and ferredoxin from Synechocystis sp. PCC 6803 by chemical cross-linking. The Journal of Biological Chemisty 269(13), 10034-10039 (1994).

    3. Klyachko, N.L., Manickam, D.S., Brynskikh, A.M., et al. Cross-linked antioxidant nanozymes for improved delivery to CNS. Nanomedicine 8(1), 119/129 (2012).