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Merck

730300

Sigma-Aldrich

Methacrylic acid N-hydroxysuccinimide ester

98%

Sinónimos:

N-(Methacryloxy)succinimide, N-(Methacryloyloxy)succinimide

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1 G
US$ 126,00
5 G
US$ 426,00

US$ 126,00

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1 G
US$ 126,00
5 G
US$ 426,00

About This Item

Fórmula empírica (notación de Hill):
C8H9NO4
Número de CAS:
Peso molecular:
183.16
Número MDL:
Código UNSPSC:
12162002
ID de la sustancia en PubChem:
NACRES:
NA.23

US$ 126,00

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Nivel de calidad

Ensayo

98%

Formulario

solid

mp

101-105 °C

temp. de almacenamiento

2-8°C

cadena SMILES

CC(=C)C(=O)ON1C(=O)CCC1=O

InChI

1S/C8H9NO4/c1-5(2)8(12)13-9-6(10)3-4-7(9)11/h1,3-4H2,2H3

Clave InChI

ACGJEMXWUYWELU-UHFFFAOYSA-N

Descripción general

Methacrylic acid N-hydroxysuccinimide ester(NHS-MA) belongs to the class of reactive monomers known as N-hydroxysuccinimide (NHS) esters. It is commonly used for functionalizing biomolecules through amine-reactive coupling reactions infields such as bioconjugation, protein labeling, and peptide synthesis. It also serves as a crosslinking agent or linker molecule for the conjugation of drugs or targeting ligands to carrier materials.

Aplicación

Methacrylic acid N-hydroxysuccinimide ester can be used:
  • As a monomer to prepare degradable amphiphilic diblock copolymer microparticles via RAFT polymerization, for low pH-triggered drug delivery. NHS-MA can shield the drug molecule from degradation, enhance its solubility, and improve its pharmacokinetic properties.[1]
  • For the surface functionalization of poly-ε-caprolactone (PCL) scaffolds used for tissue engineering. NHS groups are used to couple with chitosan of various molecular weights.[2]
  • To prepare biocompatible polymer hydrogel for enzymatic biofuel cells. The hydrogel can serve as an enzyme-immobilizing matrix for enzymatic bioelectrodes.[3]

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Clasificaciones de peligro

Acute Tox. 4 Inhalation - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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Visite la Librería de documentos

Electrosprayed cysteine-functionalized degradable amphiphilic block copolymer microparticles for low pH-triggered drug delivery
Marie Finnegan, et al
Introduction to Polymer Chemistry, 10 (2019)
A Modifiable, Spontaneously Formed Polymer Gel with Zwitterionic and N-Hydroxysuccinimide Moieties for an Enzymatic Biofuel Cell
Yixuan Huang, et al.
ACS applied polymer materials, 3, 631-639 (2021)
Controlled polymerization of N-isopropylacrylamide with an activated methacrylic ester
Savariar EN and Thayumanavan S
Journal of Polymer Science Part A: Polymer Chemistry, 42(24), 6340-6345 (2004)
Theato, P.
Journal of Polymer Science Part A: Polymer Chemistry, 46, 6677-6677 (2008)
Water-soluble reactive copolymers based on cyclic N-vinylamides with succinimide side groups for bioconjugation with proteins
Peng H, et al.
Macromolecules, 48(13), 4256-4268 (2015)

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    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

      Helpful?

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

    1 answer
    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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