803332

Sulfo-SANPAH (sulfosuccinimidyl 6-(4′-azido-2′-nitrophenylamino)hexanoate)

• Sinónimos: (sulfosuccinimidyl 6-(4′-azido-2′-nitrophenylamino)hexanoate), 1-[[6-[(4-azido-2-nitrophenyl)amino]-1-oxohexyl]oxy]-2,5-dioxo-3-pyrrolidinesulfonic acid monosodium salt, Sulfo-SANPAH
• Fórmula empírica (notación de Hill): C₁₆H₁₇O₉N₆NaS
• Peso molecular: 492.40
• Código UNSPSC: 12352102
• ID de la sustancia en PubChem: 329768797
• NACRES: NA.22

Propiedades

• Formulario: powder
• Nivel de calidad: 100
• mol peso: 492.4
• idoneidad de la reacción: reagent type: cross-linking reagent
• condiciones de almacenamiento: desiccated
• solubilidad: water: soluble
• grupo funcional: azide
• Condiciones de envío: ambient
• temp. de almacenamiento: −20°C
• cadena SMILES: O=C1CC(S(=O)([O-])=O)C(N1OC(CCCCCNC2=CC=C(N=[N+]=[N-])C=C2[N+]([O-])=O)=O)=O.[Na+]
• InChI: 1S/C16H18N6O9S.Na/c17-20-19-10-5-6-11(12(8-10)22(26)27)18-7-3-1-2-4-15(24)31-21-14(23)9-13(16(21)25)32(28,29)30;/h5-6,8,13,18H,1-4,7,9H2,(H,28,29,30);/q;+1/p-1
• Clave InChI: XXUXLXCHYVHAOD-UHFFFAOYSA-M

Descripción

Descripción general

ANB-NOS and Sulfo-SANPAH are heterobifunctional crosslinkers that contain an amine-reactive N-hydroxysuccinimide (NHS) ester and a photoactivatable nitrophenyl azide. NHS esters react efficiently with primary amino groups (-NH2) in pH 7-9 buffers to form stable amide bonds. When exposed to UV light nitrophenyl azides form a nitrene group that can initiate addition reactions with double bonds, insertion into C-H and N-H sites, or subsequent ring expansion to react with a nucleophile (e.g., primary amines).

Aplicación

• Dynamic Control of Cell Adhesion on a Stiffness-Tunable Substrate for Analyzing the Mechanobiology of Collective Cell Migration: This study uses Sulfo-SANPAH for photochemical cross-linking in cell adhesion research (Kamimura et al., 2017).


• Evaluation of L929 fibroblast attachment and proliferation on ArgGlyAspSer (RGDS) immobilized chitosan: This paper investigates the use of Sulfo-SANPAH to enhance fibroblast attachment on chitosan substrates (Karakecili et al., 2016).

Características y beneficios

• Reactive groups: sulfo-NHS ester and nitrophenyl azide
• Reactive towards: amino groups and any nucleophile
• Non-cleavable
• N-Sulfosuccinimidyl-6-(4′-azido-2′-nitrophenylamino) hexanoate
• Optimal photolysis occurs at 320-350 nm; minimizes damage to biomolecules by irradiation
• Water soluble; non-cleavable

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: H319
• Consejos de prudencia: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Clasificaciones de peligro: Eye Irrit. 2
• 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