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Merck

56485

N-Hydroxysulfosuccinimide sodium salt

≥98% (HPLC), for peptide synthesis

Synonym(s):

Hydroxy-2,5-dioxopyrrolidine-3-sulfonicacid sodium salt, Sulfo-NHS

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About This Item

Empirical Formula (Hill Notation):
C4H4NNaO6S
CAS Number:
Molecular Weight:
217.13
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Beilstein/REAXYS Number:
6359129
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Product Name

N-Hydroxysulfosuccinimide sodium salt, ≥98% (HPLC)

Quality Level

assay

≥98% (HPLC)

form

powder

composition

carbon, 20.90-22.68 (anhydrous), nitrogen, 6.10-6.61 (anhydrous)

reaction suitability

reaction type: Addition Reactions

impurities

≤4% water

application(s)

peptide synthesis

functional group

imide, sulfonic acid

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

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

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


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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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.
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)
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