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D3514

Sigma-Aldrich

4,4'-二异硫氰酸十八烯-2,2'-二磺酸 二钠盐 水合物

≥80% (elemental analysis), powder

同義詞:

DIDS, 二钠4,4 & # 8242;-二异硫氰酸芪-2,2 & # 8242;-二磺酸酯

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About This Item

經驗公式（希爾表示法）:
C16H8N2Na2O6S4 · xH2O
CAS號碼:
207233-90-7
分子量：:
498.48 (anhydrous basis)
Beilstein:
8179433
MDL號碼:
MFCD00009638
分類程式碼代碼:
12352200
PubChem物質ID:
24893761
NACRES:
NA.25
暫時無法取得訂價和供貨情況

等級

for analytical purposes

化驗

≥80% (elemental analysis)

形狀

powder

反應適用性

reagent type: cross-linking reagent

顏色

yellow

溶解度

0.1 M potassium bicarbonate: 50 mg/mL

儲存溫度

2-8°C

SMILES 字串

[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 密鑰

GEPAYBXVXXBSKP-SEPHDYHBSA-L

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應用

一种带负电荷的同双功能交联剂。异硫氰酸酯基团在pH 9.0-10.0下与伯胺反应。
使用4,4′-二异硫氰基二苯乙烯-2,2′-二磺酸二钠盐水合物：
  • 兔带3蛋白抑制剂(19)
  • 抑制大脑切片组织(20)中碳酸氢盐转运体
  • 作为胚胎(21)中HCO3-/Cl-交换剂（阴离子交换剂）

生化／生理作用

4,4′-二异硫氰基二苯乙烯-2,2′-二磺酸是一种含异硫氰酸酯残基的阴离子烷化剂。[1]它是一种带负电荷的同双功能交联试剂。[2]4,4′-二异硫氰基二苯乙烯-2,2′-二磺酸是一种用于细胞转运研究的细胞阴离子渗透性特异性抑制剂。[3]异硫氰酸酯基团在pH 9.0-10.0下与伯胺反应。4,4′-二异硫氰基二苯乙烯-2,2′-二磺酸烷基化赖氨酸残基，并通过基于靶向膜的负离子转运体间接抑制细胞凋亡。[1]此外，还能抑制钙在小囊泡中的转运。[4]
一种用于细胞转运研究的细胞阴离子渗透性特异性抑制剂。

象形圖

Health hazardExclamation mark
GHS08,GHS07

訊號詞

Danger

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

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

從最近期的版本中選擇一個：

分析證明 (COA)

Lot/Batch Number
MKCN4279
MKCG5622
MKCD5234
MKBX6796V
MKBT1609V

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Fukui K, et al.
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The protozoan parasite responsible for human amoebiasis is Entamoeba histolytica. An important facet of the life cycle of E. histolytica involves the conversion of the mature trophozoite to a cyst. This transition is thought to involve homologous recombination (HR), which
Narongrit Thongon et al.
Pflugers Archiv : European journal of physiology, 468(11-12), 1809-1821 (2016-11-21)
Hypomagnesemia is the most concerned side effect of proton pump inhibitors (PPIs) in chronic users. However, the mechanism of PPIs-induced systemic Mg2+ deficit is currently unclear. The present study aimed to elucidate the direct effect of short-term and long-term PPIs
Egor Turovsky et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 36(42), 10750-10758 (2016-11-01)
Ventral regions of the medulla oblongata of the brainstem are populated by astrocytes sensitive to physiological changes in PCO2/[H+]. These astrocytes respond to decreases in pH with elevations in intracellular Ca2+ and facilitated exocytosis of ATP-containing vesicles. Released ATP propagates
Shawn Catmull et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 40(1-2), 335-346 (2016-11-21)
The goal of this study was to determine the effect of dietary genistein (naturally occurring phytoestrogen) on jejunal secretory function in a clinically relevant model of diabetes and obesity, the leptin-defIcient ob/ob mouse. We measured transepithelial short circuit current (Isc)
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Questions

1–8 of 8 Questions  

  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 answer

    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

      Helpful?

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

    1 answer

    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.

      Helpful?

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

    1 answer

    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.

      Helpful?

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

    1 answer

    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.

      Helpful?

  5. 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 answer

    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).

      Helpful?

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

    1 answer

    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.

      Helpful?

  7. 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 answer

    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).

      Helpful?

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

    1 answer

    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.

      Helpful?

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