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D3514

4,4′-ジイソチオシアナトスチルベン-2,2′-ジスルホン酸 二ナトリウム塩 水和物

≥80% (elemental analysis), powder

別名:

4,4′-ジイソチオシアナトスチルベン-2,2′-ジスルホン酸二ナトリウム, DIDS

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この商品について

実験式（ヒル表記法）:
C16H8N2Na2O6S4 · xH2O
CAS番号:
207233-90-7
分子量:
498.48 (anhydrous basis)
UNSPSC Code:
12352200
NACRES:
NA.25
PubChem Substance ID:
24893761
MDL number:
MFCD00009638
Beilstein/REAXYS Number:
8179433
Assay:
≥80% (elemental analysis)
Form:
powder
Solubility:
0.1 M potassium bicarbonate: 50 mg/mL

assay

≥80% (elemental analysis)

form

powder

reaction suitability

reagent type: cross-linking reagent

color

yellow

solubility

0.1 M potassium bicarbonate: 50 mg/mL

storage temp.

2-8°C

SMILES string

[Na+].[Na+].[O-]S(=O)(=O)c1cc(ccc1\C=C\c2ccc(cc2S([O-])(=O)=O)N=C=S)N=C=S

InChI

1S/C16H10N2O6S4.2Na/c19-27(20,21)15-7-13(17-9-25)5-3-11(15)1-2-12-4-6-14(18-10-26)8-16(12)28(22,23)24;;/h1-8H,(H,19,20,21)(H,22,23,24);;/q;2*+1/p-2/b2-1+;;

InChI key

GEPAYBXVXXBSKP-SEPHDYHBSA-L

Application

4,4′-ジイソチオシアナトスチルベン-2,2′-ジスルホン酸二ナトリウム塩水和物、は、下記の用途で使用されています：
  • ウサギのバンド3タンパク質阻害剤として（19）
  • 脳スライス組織の重炭酸イオントランスポーターの阻害（20）
  • 胚のHCO3-/Cl-交換輸送体（アニオン交換輸送体）として（21）

負に帯電したホモ二価の架橋試薬。イソチオシアネ-ト基は、pH 9.0-10.0で1級アミンと反応します。

Biochem/physiol Actions

4,4′-ジイソチオシアナトスチルベン-2,2′-ジスルホン酸は、イソチオシアネート残基を含む陰イオン性アルキル化剤です。これは同一の2つの官能基を持つ、負に帯電した架橋試薬です。4,4′-ジイソチオシアナトスチルベン-2,2′-ジスルホン酸は、細胞輸送の研究で用いられる細胞内陰イオン透過性の特異的な阻害剤です。イソチオシアネート基は、pH 9.0～10.0で第一級アミンと反応します。4,4′-ジイソチオシアナトスチルベン-2,2′-ジスルホン酸は、膜型アニオントランスポーターを標的としてリジン残基をアルキル化し、間接的にアポトーシスを阻害します。さらに、小胞のカルシウム輸送も阻害します。
細胞輸送の研究において細胞の陰イオン透過性の特異的阻害剤として用いられます。

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

保管分類

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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質問

1–8/8 質問  

  1. Are effects on membrane transport due to addition of 4,4´-Diisothiocyanatostilbene-2,2´-disulfonic acid disodium salt treatment reversible? i.e., can DIDS be 'washed out'?

    1 回答

    1. Unfortunately, this product has not been studied to determine reversibility. An older publication (see link #1) suggests that both reversible and irreversible binding occurs, while a more recent paper (see link #2) suggests that the process is irreversible. A further study of the literature would be recommended.

      Publication #1:
      https://link.springer.com/article/10.1007/BF01868957

      Publication #2:
      https://www.nature.com/articles/cddiscovery201537

      役に立ちましたか？

  2. Is there a reference for the use of 4,4´-Diisothiocyanatostilbene-2,2´-disulfonic acid disodium salt (Product No. D3514) as a cross-linking reagent?

    1 回答

    1. The spectral properties of Product No. D3514 are: ?max: 220 nm, 265 nmExtinction coefficient: EmM = 3000 (280 nm, water), EmM = 54 (342 nm, water).  This information is from J. Membrane Biol., 29, 147-177 (1976).

      役に立ちましたか？

  3. Is there a reference for the use of 4,4´-Diisothiocyanatostilbene-2,2´-disulfonic acid disodium salt (Product No. D3514) as a cross-linking reagent?

    1 回答

    1. Product No. D3514 binds covalently (irreversibly) to the outer surface of human erythrocyte membrane protein, functioning as an anion transport inhibitor. It also can be used to cross-link membrane anion transport sites.  A good cross-linking reference is J. Membrane Biol., 29, 147-177 (1976).

      役に立ちましたか？

  4. What is the solubility of 4,4´-Diisothiocyanatostilbene-2,2´-disulfonic acid disodium salt (Product No. D3514)?

    1 回答

    1. Product No. D3514 is soluble in 0.1 M KHCO3 (50 mg/mL) yielding a hazy, yellow-green solution. This may require heat for complete solubilization. DIDS is also soluble in DMSO.

      役に立ちましたか？

  5. What is the Department of Transportation shipping information for this product?

    1 回答

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

      役に立ちましたか？

  6. How does the storage temperature relate to shipping conditions?

    1 回答

    1. The storage conditions that a Sigma-Aldrich catalog and label recommend for products are deliberately conservative. For many products, long-term storage at low temperatures will increase the time during which they are expected to remain in specification and therefore are labeled accordingly. Where short-term storage, shipping time frame, or exposure to conditions other than those recommended for long-term storage will not affect product quality, Sigma-Aldrich will ship at ambient temperature. The products sensitive to short-term exposure to conditions other than their recommended long-term storage are shipped on wet or dry ice. Ambient temperature shipping helps to control shipping costs for our customers. At any time, our customers can request wet- or dry-ice shipment, but the special handling is at customer expense if our product history indicates that the product is stable for regular shipment.

      役に立ちましたか？

  7. What is the solution stability of 4,4´-Diisothiocyanatostilbene-2,2´-disulfonic acid disodium salt (Product No. D3514)?

    1 回答

    1. We have no specific solution stability data for Product No. D3514, however, isothiocyanates are unstable in water and should not be stored in aqueous solutions.

      役に立ちましたか？

  8. What are the fluorescent properties of 4,4´-Diisothiocyanatostilbene-2,2´-disulfonic acid disodium salt (Product No. D3514)?

    1 回答

    1. Product No. D3514 has an excitation maximum at a wavelength of 342 nm, and an emission maximum at a wavelength of 418 nm, measured in water.

      役に立ちましたか？

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