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
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About This Item
Formule empirique (notation de Hill):
C16H17O9N6NaS
Poids moléculaire :
492.40
Code UNSPSC :
12352102
ID de substance PubChem :
Nomenclature NACRES :
NA.22
Produits recommandés
Forme
powder
Niveau de qualité
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 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.
Mention d'avertissement
Warning
Mentions de danger
Conseils de prudence
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
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