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56485

Sigma-Aldrich

N-Hydroxysulfosuccinimide sodium salt

≥98% (HPLC)

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Synonym(s):
Sulfo-NHS, Hydroxy-2,5-dioxopyrrolidine-3-sulfonicacid sodium salt
Empirical Formula (Hill Notation):
C4H4NNaO6S
CAS Number:
106627-54-7
Molecular Weight:
217.13
Beilstein:
6359129
MDL number:
MFCD00043100
PubChem Substance ID:
57651582
NACRES:
NA.22

Quality Level

200

assay

≥98% (HPLC)

composition

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

reaction suitability

reaction type: Addition Reactions

impurities

≤4% water

application(s)

peptide synthesis

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

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

More documents

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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
Ning Gao et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(51), 14633-14638 (2016-12-09)
Nanomaterial-based field-effect transistor (FET) sensors are capable of label-free real-time chemical and biological detection with high sensitivity and spatial resolution, although direct measurements in high-ionic-strength physiological solutions remain challenging due to the Debye screening effect. Recently, we demonstrated a general
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)
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.
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