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A0554

Sigma-Aldrich

4-Acetamido-4′-isothiocyanato-2,2′-stilbenedisulfonic acid disodium salt hydrate

powder, ≥80%

Sinónimos:

Disodium 4-acetamido-4′-isothiocyanato-stilben-2,2′-disulfonate, SITS

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About This Item

Fórmula empírica (notación de Hill):
C17H12N2Na2O7S3 · xH2O
Número de CAS:
51023-76-8
Peso molecular:
498.46 (anhydrous basis)
Beilstein/REAXYS Number:
9177451
EC Number:
256-919-4
MDL number:
MFCD00007485
UNSPSC Code:
12352202
PubChem Substance ID:
24890434
NACRES:
NA.77

product name

4-Acetamido-4′-isothiocyanato-2,2′-stilbenedisulfonic acid disodium salt hydrate, ≥80%

assay

≥80%

form

powder

storage temp.

−20°C

SMILES string

[Na+].[Na+].CC(=O)Nc1ccc(\C=C\c2ccc(cc2S([O-])(=O)=O)N=C=S)c(c1)S([O-])(=O)=O

InChI

1S/C17H14N2O7S3.2Na/c1-11(20)19-15-7-5-13(17(9-15)29(24,25)26)3-2-12-4-6-14(18-10-27)8-16(12)28(21,22)23;;/h2-9H,1H3,(H,19,20)(H,21,22,23)(H,24,25,26);;/q;2*+1/p-2/b3-2+;;

InChI key

NPAWAMRXPHRVQY-WTVBWJGASA-L

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Application

Fluorescent marker for membranes; inhibits anion permeability of membranes. Also inactivates Na,K-ATPase, by covalent modification of a specific Lys residue.

Other Notes

Predominantly trans-isomer

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Dennis Kolosov et al.
Insect biochemistry and molecular biology, 116, 103263-103263 (2019-11-05)
Malpighian tubules (MTs) and the hindgut together constitute the excretory system of insects. Larvae of lepidopterans (butterflies and moths) demonstrate the so-called cryptonephric arrangement, where the distal blind end of each MT is embedded into the rectal complex. The rest
C H Pedemonte et al.
FEBS letters, 314(1), 97-100 (1992-12-07)
The sodium pump or Na,K-ATPase, maintains the Na+ and K+ gradients across eukaryotic cell membranes at the expense of ATP. Incubation of purified canine renal Na,K-ATPase with 4-acetamido-4'-isothiocyanatostilbene-2,2'-disulfonic acid (SITS) inhibited the ATPase activity. Both the labeling of the protein
M Montana Quick et al.
Journal of the American Society for Mass Spectrometry, 28(7), 1462-1472 (2017-03-21)
N-terminal derivatization of peptides with the chromogenic reagent 4-acetamido-4-isothiocyanatostilbene-2,2-disulfonic acid (SITS) is demonstrated to enhance the efficiency of 266 nm ultraviolet photodissociation (UVPD). Attachment of the chromophore results in a mass shift of 454 Da and provides significant gains in the number
Martine Hamann et al.
The Journal of physiology, 587(Pt 10), 2255-2274 (2009-03-25)
Proteins of the CLCA gene family including the human ClCa1 (hClCa1) have been suggested to constitute a new family of chloride channels mediating Ca(2+)-dependent Cl- currents. The present study examines the relationship between the hClCa1 protein and Ca(2+)-dependent Cl- currents
Xuan Zhang et al.
Molecular pharmacology, 81(5), 689-700 (2012-02-14)
Transient receptor potential vanilloid type 1 (TRPV1) is a nonselective cation channel activated by capsaicin, low pH, and noxious heat and plays a key role in nociception. Understanding mechanisms for functional modulation of TRPV1 has important implications. One characteristic of
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