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Merck
모든 사진(1)

주요 문서

803332

Sigma-Aldrich

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

동의어(들):

(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

실험식(Hill 표기법):
C16H17O9N6NaS
Molecular Weight:
492.40
UNSPSC 코드:
12352102
PubChem Substance ID:
NACRES:
NA.22

양식

powder

Quality Level

분자량

492.4

반응 적합성

reagent type: cross-linking reagent

저장 조건

desiccated

solubility

water: soluble

작용기

azide

배송 상태

ambient

저장 온도

−20°C

SMILES string

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

InChI key

XXUXLXCHYVHAOD-UHFFFAOYSA-M

일반 설명

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).

애플리케이션


  • 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).

특징 및 장점

  • 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

주의사항

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.

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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