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Merck
CN

D3669

Sigma-Aldrich

3,3′-二硫代二丙酸二(N-羟基丁二酰亚胺酯)

powder

别名:

DTSP, Lomant’s试剂, 二(N-琥珀酰亚胺基)-3,3′-二硫代二丙酸酯, 二硫代双(琥珀酰亚胺丙酸酯)

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About This Item

经验公式(希尔记法):
C14H16N2O8S2
CAS号:
分子量:
404.42
Beilstein:
1518074
EC 号:
MDL编号:
UNSPSC代码:
12352106
PubChem化学物质编号:
NACRES:
NC.07

形式

powder

质量水平

反应适用性

reagent type: cross-linking reagent

溶解性

chloroform: 50 mg/mL
DMF: soluble
acetone: soluble

储存温度

−20°C

SMILES字符串

O=C(CCSSCCC(=O)ON1C(=O)CCC1=O)ON2C(=O)CCC2=O

InChI

1S/C14H16N2O8S2/c17-9-1-2-10(18)15(9)23-13(21)5-7-25-26-8-6-14(22)24-16-11(19)3-4-12(16)20/h1-8H2

InChI key

FXYPGCIGRDZWNR-UHFFFAOYSA-N

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一般描述

3,3'-二硫代二丙酸二(N-羟基琥珀酰亚胺酯)(DSP)是一种含有可裂解二硫键的同双功能交联剂。它通常在pH 7.5(6.5-8.5)的缓冲液中与含有伯胺的分子通过酰胺键发生偶联。

应用

3,3'-二硫代二丙酸二(N-羟基琥珀酰亚胺酯)(DSP)已被用作蛋白质交联剂。

特点和优势

通过温和还原,可使二硫键裂解。

注意

在偶联反应过程中避免使用还原剂。

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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M Darder et al.
Analytical chemistry, 71(24), 5530-5537 (2000-01-07)
Exposure of gold surfaces to solutions of dithiobis N-succinimidyl propionate (DTSP) gives rise to the modification of the surface with N-succinimidyl-3-thiopropionate (NSTP) which can, in turn, react with amino groups allowing for the covalent immobilization of enzymes such as horseradish
Protein phosphatases 2C regulate the activation of the Snf1-related kinase OST1 by abscisic acid in Arabidopsis.
Vlad F
Plant Cell, 21, 3170-3170 (2009)
Lin Liu et al.
The Analyst, 137(16), 3794-3799 (2012-07-06)
In this paper, we report a simple, sensitive and selective colorimetric visualization of dopamine (DA) using dithiobis(succinimidylpropionate) (DSP)-modified gold nanoparticles (AuNPs) as probes and ferric ions as cross-linkers. Via the standard amine coupling reaction between the amino groups of DA
Suzanne Durocher et al.
Journal of the American Chemical Society, 131(7), 2475-2477 (2009-01-31)
Disulfide-linked gold nanoparticles (AuNP) were synthesized by reacting dithiobis[succinimidylpropionate] (DSP) coated nanoparticles with glutathione disulfide. AuNP-cross-linking was monitored by the red shift and broadening of the AuNP's localized surface plasmon absorption resonance (LSPR) spectrum. The exposure of the disulfide-linked AuNPs
Sunil K Arya et al.
The Analyst, 135(8), 1941-1946 (2010-07-01)
This paper reports on an ultrasensitive, disposable, impedimetric biosensor for cortisol detection. C-Mab (a Cortisol specific monoclonal antibody) was covalently immobilized via amide bond on the surface of the interdigitated micro-electrodes (IDmicroEs) functionalized with dithiobis(succinimidyl propionate) (DTSP) self-assembled monolayer (SAM).

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