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Merck

803332

Sigma-Aldrich

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

Synonim(y):

(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

Wzór empiryczny (zapis Hilla):
C16H17O9N6NaS
Masa cząsteczkowa:
492.40
Kod UNSPSC:
12352102
Identyfikator substancji w PubChem:
NACRES:
NA.22

Formularz

powder

Poziom jakości

masa cząsteczkowa

492.4

przydatność reakcji

reagent type: cross-linking reagent

warunki przechowywania

desiccated

rozpuszczalność

water: soluble

grupa funkcyjna

azide

Warunki transportu

ambient

temp. przechowywania

−20°C

ciąg 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

Klucz InChI

XXUXLXCHYVHAOD-UHFFFAOYSA-M

Opis ogólny

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).

Zastosowanie


  • 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).

Cechy i korzyści

  • 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

Przestroga

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.
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Piktogramy

Exclamation mark

Hasło ostrzegawcze

Warning

Zwroty wskazujące rodzaj zagrożenia

Zwroty wskazujące środki ostrożności

Klasyfikacja zagrożeń

Eye Irrit. 2

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable


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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

F M Uckun et al.
Science (New York, N.Y.), 267(5199), 886-891 (1995-02-10)
B-cell precursor (BCP) leukemia is the most common form of childhood cancer and the second most common form of acute leukemia in adults. Human BCP leukemia was treated in a severe combined immunodeficient mouse model by targeting of the tyrosine
Christianne Gaudet et al.
Biophysical journal, 85(5), 3329-3335 (2003-10-29)
We examine the relationships of three variables (projected area, migration speed, and traction force) at various type I collagen surface densities in a population of fibroblasts. We observe that cell area is initially an increasing function of ligand density, but
Xiao-Feng Zhang et al.
The Journal of cell biology, 218(7), 2329-2349 (2019-05-28)
Serotonin (5-HT) is known to increase the rate of growth cone advance via cofilin-dependent increases in retrograde actin network flow and nonmuscle myosin II activity. We report that myosin II activity is regulated by PKC during 5-HT responses and that
Dariusz Lachowski et al.
Scientific reports, 9(1), 7299-7299 (2019-05-16)
Liver fibrosis is characterised by a dense and highly cross-linked extracellular matrix (ECM) which promotes progression of diseases such as hepatocellular carcinoma. The fibrotic microenvironment is characterised by an increased stiffness, with rigidity associated with disease progression. External stiffness is

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