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6066-82-6 - N-Hydroxysuccinimide, 98+% - HOSu - 1-Hydroxy-2,5-pyrrolidinedione - A10312 - Alfa Aesar

A10312 N-Hydroxysuccinimide, 98+%

CAS Number
6066-82-6
Synonyms
HOSu
1-Hydroxy-2,5-pyrrolidinedione

Size Price ($) Quantity Availability
25g 29.91
100g 84.60
500g 322.20
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N-Hydroxysuccinimide, 98+%

MDL
MFCD00005516
EINECS
228-001-3

Chemical Properties

Formula
C4H5NO3
Formula Weight
115.09
Melting point
94-99°
Sensitivity
Hygroscopic
Solubility
Soluble in water, dimethyl formamide, alcohols and ethyl acetate. Insoluble in cold ether.

Applications

N-Hydroxysuccinimide is used for improved amidations in the carbodiimide method. It is also used to activate a carboxyl group and reacts with amine to form amide. It is involved in the preparation of N-hydroxymaleimide-styrene copolymer. Further, it finds use in analytical chemistry. As an additive, it is used in the carbodiimide method for improved amidations and peptide couplings.

Notes

Hygroscopic. Moisture sensitive. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides and strong bases. Store in a cool place.

Literature References

Reagent for the preparation of active N-hydroxysuccinimide esters for peptide coupling with minimum racemization: J. Am. Chem. Soc., 86, 1839 (1964), or as an additive in the DCC method (see N,N'-Dicyclohexyl­carbodiimide, A10973 ) to suppress racemization: J. Am. Chem. Soc., 89, 7151 (1967). For peptide reagents, see Appendix 6.

For a study of the aminolysis of N-hydroxysuccinimide esters, see: J. Org. Chem., 53, 3583 (1988).

Park, C.; Vo, C. L. N.; Kang, T.; Oh, E.; Lee, B. J. New method and characterization of self-assembled gelatin-oleic nanoparticles using a desolvation method via carbodiimide/N-hydroxysuccinimide (EDC/NHS) reaction. Eur. J. Pharm. Biopharm. 2015, 89, 365-373.

Peng, Z.; McGee, W. M.; Bu, J.; Barefoot, N. Z.; McLuckey, S. A. Gas phase reactivity of carboxylates with N-hydroxysuccinimide esters. J. Am. Soc. Mass. Spectrom. 2015, 26 (1), 174-180.

Other References

Beilstein
113913
Harmonized Tariff Code
2925.19
TSCA
Yes

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