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56485

Sigma-Aldrich

N-Hydroxysulfosuccinimide sodium salt

≥98% (HPLC)

Synonym(s):
Sulfo-NHS, Hydroxy-2,5-dioxopyrrolidine-3-sulfonicacid sodium salt
Empirical Formula (Hill Notation):
C4H4NNaO6S
CAS Number:
Molecular Weight:
217.13
Beilstein:
6359129
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥98% (HPLC)

composition

carbon, 21.57-22.68 (anhydrous)
nitrogen, 6.28-6.61 (anhydrous)

reaction suitability

reaction type: Addition Reactions

application(s)

peptide synthesis: suitable

impurities

≤4% water

SMILES string

[Na+].ON1C(=O)CC(C1=O)S([O-])(=O)=O

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

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Application

N-Hydroxysulfosuccinimide sodium salt is a water-soluble sulfonated analog of N-hydroxysuccinimide. It can undergo a coupling reaction with carboxylic acids in the presence of carbodiimides such as 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide(EDC) to form hydrophilic N-hydroxysulfosuccinimide active esters. These esters are useful in protein cross-linking experiments.

Packaging

250 mg in glass bottle
1, 5 g in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Sulfo-NHS is used for preparing hydrophilic active esters, e.g. for crosslinking agents

Storage Class Code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

N-hydroxysulfosuccinimide active esters: bis (N-hydroxysulfosuccinimide) esters of two dicarboxylic acids are hydrophilic, membrane-impermeant, protein cross-linkers.
Staros JV
Biochemistry, 21(17), 3950-3955 (1982)
Xiao-Yan Xu et al.
Journal of materials chemistry. B, 7(32), 4963-4972 (2019-08-15)
The construction of antibacterial and antitumor coatings could offer effective routes to improve the therapeutic effects of non-vascular stents for unresectable obstructions caused by malignant tumours. Herein, polyelectrolyte multilayers have been explored as bactericidal coatings with controlled antitumor drug release....
Karen S Cheung Tung Shing et al.
Scientific reports, 8(1), 12457-12457 (2018-08-22)
A direct interaction between the erythropoietin (EPOR) and the beta-common (βc) receptors to form an Innate Repair Receptor (IRR) is controversial. On one hand, studies have shown a functional link between EPOR and βc receptor in tissue protection while others...
R Maydelid Trujillo-Nolasco et al.
Materials science & engineering. C, Materials for biological applications, 103, 109766-109766 (2019-07-28)
Radiosynovectomy is a technique used to decrease inflammation of the synovial tissue by intraarticular injection of a β-emitting radionuclide, such as 177Lu, which is suitable for radiotherapy due to its decay characteristics. Drug-encapsulating nanoparticles based on poly lactic‑co‑glycolic acid (PLGA)...
P S Anjaneyulu et al.
International journal of peptide and protein research, 30(1), 117-124 (1987-07-01)
N-Hydroxysulfosuccinimide esters are reactive functional groups employed in a variety of protein modification reagents, especially cross-linking reagents. For these compounds, hydrolysis is the most important reaction competing for reaction of the esters with nucleophilic groups in proteins. We have employed...

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