130672
N-Hydroxysuccinimide
98%
Synonym(s):
1-Hydroxy-2,5-pyrrolidinedione, HOSu, NHS
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About This Item
Empirical Formula (Hill Notation):
C4H5NO3
CAS Number:
Molecular Weight:
115.09
UNSPSC Code:
12352115
NACRES:
NA.22
PubChem Substance ID:
EC Number:
228-001-3
Beilstein/REAXYS Number:
113913
MDL number:
Assay:
98%
Form:
solid
InChI key
NQTADLQHYWFPDB-UHFFFAOYSA-N
InChI
1S/C4H5NO3/c6-3-1-2-4(7)5(3)8/h8H,1-2H2
SMILES string
ON1C(=O)CCC1=O
assay
98%
form
solid
Quality Level
mp
95-98 °C (lit.)
functional group
imide
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Application
N-Hydroxysuccinimide can be used in the synthesis of N-hydroxysuccinimide ester via dehydration reaction in the presence of dicyclohexylcarbodiimide in carboxylic acid.
N-Hydroxysuccinimide has been used in the synthesis of intermediates such as:
It has also been used in a protocol for the surface modification of microchannels of a microfluidic-integrated surface plasmon resonance (SPR) platform for the detection and quantification of bacterial pathogens.
- N
- -succinimidyl 3-(di-tert-butylfluorosilyl)benzoate
- 4-[2,2-bis[(p-tolylsulfonyl)-methyl] acetyl]benzoic acid-NHS ester
- N-succinimidyl 3-iodobenzoate
It has also been used in a protocol for the surface modification of microchannels of a microfluidic-integrated surface plasmon resonance (SPR) platform for the detection and quantification of bacterial pathogens.
Additive used in the carbodiimide method for improved amidations and peptide couplings.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Irrit. 2
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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Pico Y et al.
Food Toxicants Analysis: Techniques, Strategies and Developments (2007)
Cong Li et al.
Journal of the American Chemical Society, 128(47), 15072-15073 (2006-11-23)
The conjugate of bacterial cytosine deaminase (bCD) and poly-l-lysine (PLL) that was functionalized with biotin, rhodamine, and Gd3+-DOTA was synthesized and characterized. It demonstrated high relaxivity, improved enzymatic specificity to prodrug 5-fluorocytosine, low cytotoxicity, efficient cell uptake, and high enzymatic
D Sehgal et al.
Analytical biochemistry, 218(1), 87-91 (1994-04-01)
Water-soluble carbodiimides are widely used for carboxyl-amine conjugation. However, extremely variable and low yields, obtained under a variety of conditions, have been a serious problem in the coupling. A simple method, optimizing various parameters of the coupling reaction, in which
Zbigniew Czajgucki et al.
Journal of peptide science : an official publication of the European Peptide Society, 12(10), 653-662 (2006-07-19)
Edeines are pentapeptide amide antibiotics composed of four nonprotein amino acids, glycine, and polyamine. They exhibit antimicrobial and immunosuppressive activities and are universal inhibitors of translation. Moreover, it was proven that the free ionizable carboxy group in the (2R, 6S
PEGylation of native disulfide bonds in proteins.
Brocchini S
Nature Protocols, 1(5), 2241-2241 (2006)
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