803332

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

• Synonyme(s) : (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
• Formule empirique (notation de Hill) : C₁₆H₁₇O₉N₆NaS
• Poids moléculaire : 492.40
• Code UNSPSC : 12352102
• ID de substance PubChem : 329768797
• Nomenclature NACRES : NA.22

Propriétés

• Forme: powder
• Niveau de qualité: 100
• Poids mol.: 492.4
• Pertinence de la réaction: reagent type: cross-linking reagent
• Conditions de stockage: desiccated
• Solubilité: water: soluble
• Groupe fonctionnel: azide
• Conditions d'expédition: ambient
• Température de stockage: −20°C
• Chaîne 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
• Clé InChI: XXUXLXCHYVHAOD-UHFFFAOYSA-M

Description

Description générale

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).

Application

• 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).

Caractéristiques et avantages

• 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

Attention

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.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H319
• Conseils de prudence: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Classification des risques: Eye 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