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130672

Sigma-Aldrich

N-Hydroxysuccinimide

N-Hydroxysuccinimide

98%

Synonyme(s) :

1-Hydroxy-2,5-pyrrolidinedione, HOSu, NHS

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About This Item

Formule empirique (notation de Hill) :
C4H5NO3
Numéro CAS:
Poids moléculaire :
115.09
Beilstein:
113913
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352115
ID de substance PubChem :
Nomenclature NACRES :
NA.22
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Niveau de qualité

Essai

98%

Forme

solid

Pf

95-98 °C (lit.)

Groupe fonctionnel

imide

Chaîne SMILES 

ON1C(=O)CCC1=O

InChI

1S/C4H5NO3/c6-3-1-2-4(7)5(3)8/h8H,1-2H2

Clé InChI

NQTADLQHYWFPDB-UHFFFAOYSA-N

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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.[1]
N-Hydroxysuccinimide has been used in the synthesis of intermediates such as:
  • N

  • -succinimidyl 3-(di-tert-butylfluorosilyl)benzoate[2]
  • 4-[2,2-bis[(p-tolylsulfonyl)-methyl] acetyl]benzoic acid-NHS ester[3]
  • N-succinimidyl 3-iodobenzoate[4]

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.[5]
Additive used in the carbodiimide method for improved amidations[6] and peptide couplings.[7]

Pictogrammes

Corrosion

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Eye Dam. 1 - Skin Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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Certificats d'analyse (COA)

Lot/Batch Number

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Polycyclic Aromat. Compd., 3, 781-781 (1993)
Preparation of N-succinimidyl 3-[* I] iodobenzoate: an agent for the indirect radioiodination of proteins.
Vaidyanathan G
Nature Protocols, 1(2), 707-707 (2006)
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)
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

Articles

Explore methods for molecular monolayers on silicon surfaces, their properties, and applications in molecular electronics and sensing.

Professor Aran discusses engineering graphene-based materials through careful functionalization, enabling diverse applications.

Questions

1–10 sur 10 questions  
  1. is there any reported data for cell's toxicity for this compound?

    1 réponse
    1. Unfortunately, cell toxicity is not a specification tested for this product.

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 réponse
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 réponse
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  4. What is the storage temperature of NHS? (Product number: 130672)

    1 réponse
    1. This product is stored at room temperature.

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  5. Hello, Could you tell me the percentage of impurities and define specifically which impurities we can find in this reagent ? Thank you,

    1 réponse
    1. The impurities of this product are not identified or quantified.
      Please view the Specification Sheet to see the specified tests: https://www.sigmaaldrich.com/specification-sheets/190/101/130672-BULK_______ALDRICH__.pdf.

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  6. Does N-Hydroxysuccinimide WATER SOLUBLE?

    1 réponse
    1. Yes, this product is water soluble at 50mg/ml

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  7. What is the purity of Product 130672, N-Hydroxysuccinimide?

    1 réponse
    1. The purity is lot specific and will be stated on the Specification Sheet.

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  8. Does N-Hydroxysuccinimide go by any other names?

    1 réponse
    1. Yes, N-Hydroxysuccinimide is also referred to by the acronym NHS and is also referred to by the synonyms 1-Hydroxy-2,5-pyrrolidinedione and HOSu.

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  9. What is the solution stability of Product 130672, N-Hydroxysuccinimide?

    1 réponse
    1. Sigma-Aldrich does not evaluate 130672 for solution stability. Therefore, it is advisable to prepare a solution fresh for each use. Please note, the product is moisture sensitive.

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  10. What is the Department of Transportation shipping information for this product?

    1 réponse
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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