N-Hydroxysuccinimide, 98+%, Thermo Scientific Chemicals

Name: N-Hydroxysuccinimide, 98+%, Thermo Scientific Chemicals
SKU: ALFA10312.14

CAS: 6066-82-6 | C4H5NO3 | 115.088 g/mol

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Specifications

Chemical Name or MaterialN-Hydroxysuccinimide

CAS6066-82-6

Health Hazard 1H315-H319-H335

Health Hazard 3P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P362-P501c

Melting Point94°C to 99°C

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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

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.

Solubility
Soluble in water, dimethyl formamide, alcohols and ethyl acetate. Insoluble in cold ether.

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

RUO – Research Use Only

General 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'-Dicyclohexyl carbodiimide, 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-hydroxysuccinimide (EDCHS) 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.