803677

EMCH (N-(ε-maleimidocaproic acid) hydrazide, trifluoroacetic acid salt)

• Fórmula empírica (notación de Hill): C₁₀H₁₅N₃O₃ · CF₃CO₂H
• Peso molecular: 339.27
• Número MDL: MFCD07357647
• Código UNSPSC: 12352125
• ID de la sustancia en PubChem: 329768826
• NACRES: NA.22

Propiedades

• Ensayo: ≥90%
• Nivel de calidad: 100
• Formulario: powder
• mol peso: 339.27
• idoneidad de la reacción: reagent type: cross-linking reagent
• condiciones de almacenamiento: desiccated
• solubilidad: water: soluble
• grupo funcional: hydrazide; maleimide
• Condiciones de envío: ambient
• temp. de almacenamiento: 2-8°C
• cadena SMILES: O=C(C=CC1=O)N1CCCCCC(N[NH3+])=O.[O-]C(C(F)(F)F)=O
• InChI: 1S/C10H15N3O3.C2HF3O2/c11-12-8(14)4-2-1-3-7-13-9(15)5-6-10(13)16;3-2(4,5)1(6)7/h5-6H,1-4,7,11H2,(H,12,14);(H,6,7)
• Clave InChI: DRURMGRBAVYWCL-UHFFFAOYSA-N

Descripción

Descripción general

3,3′-N-[ε-Maleimidocaproic acid] hydrazide, trifluoroacetic acid salt (EMCH) is a water-soluble, heterobifunctional, membrane permeable crosslinker. It contains a sulfhydryl reactive maleimide group and carbonyl reactive hydrazide group at each end of a 6-carbon spacer arm. Maleimides react with sulfhydryls at pH 6.5-7.5 to form stable thiol ether bonds, along with release of the maleimide leaving group. Proteins with cysteine residues not involved in disulfide bond formation are targets for maleimide reactive groups. Carbonyl groups, whilst not found naturally on proteins can be formed by ring sugar reduction to form aldehydes which react with hydrazides at pH5.5-7.5.

Características y beneficios

• Reactive groups: maleimide and hydrazide
• Reactive towards: sulfhydryl groups and carbonyl (aldehyde) groups
• Mid-length (11.8Å), sulfhydryl-to-aldehyde crosslinker with simple spacer arm (noncleavable)
• Maleimide group reacts with sulfhydryl groups to form stable thioether linkages
• Hydrazide group conjugates to oxidized sugars of glycoproteins and carbohydrates
• Use sodium meta-periodate to oxidize glycosylation (e.g., sialic acid) to reactive aldehyde groups
• Use with EDC to conjugate primary amine of hydrazide group to carboxyl groups

Precaución

This product is sensitive to moisture. The vial is packaged in a resealable bag with a desiccant to reduce exposure to moisture. After cold storage, equilibrate the vial to room temperature before opening to reduce condensation inside the vial. Make fresh solutions. Storage of stock solutions is not recommended. After use, return the vial to the resealable bag. Close the bag and store the product at the recommended temperature.

Información de seguridad

• Pictogramas: GHS07
• Palabra de señalización: Warning
• Frases de peligro: H315,H319,H335
• Consejos de prudencia: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Clasificaciones de peligro: Eye Irrit. 2 - Skin Irrit. 2 - 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