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

ALDRICH/803332

Synonym: (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

Empirical Formula (Hill Notation): C₁₆H₁₇O₉N₆NaS
Molecular Weight: 492.40
Linear Formula: C₁₆H₁₇O₉N₆NaS
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-803332-50MG	50 mg	$499.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

form	powder
functional group	azide
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
InChI key	XXUXLXCHYVHAOD-UHFFFAOYSA-M
mol wt	492.4
Quality Level	100
reaction suitability	reagent type: cross-linking reagent
shipped in	ambient
SMILES string	O=C1CC(S(=O)([O-])=O)C(N1OC(CCCCCNC2=CC=C(N=[N+]=[N-])C=C2[N+]([O-])=O)=O)=O.[Na+]
solubility	water: soluble
storage condition	desiccated
storage temp.	−20°C

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 ).
Caution:	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.
Features and Benefits:	• 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
General description:	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).

Symbol	GHS07
Signal word	Warning
Hazard statements	H319
Precautionary statements	P264 - P280 - P305 + P351 + P338 - P337 + P313
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Storage Temp.	−20°C
UNSPSC	12352102

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