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109010

Sigma-Aldrich

3,3′-Dithiodipropionic acid

99%

Sinónimos:

2-Carboxyethyl disulfide, Bis(2-carboxyethyl) disulfide

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About This Item

Fórmula lineal:
HOCOCH2CH2SSCH2CH2COOH
Número de CAS:
1119-62-6
Peso molecular:
210.27
Beilstein/REAXYS Number:
1778543
EC Number:
214-284-0
MDL number:
MFCD00002780
UNSPSC Code:
12352100
PubChem Substance ID:
24846851
NACRES:
NA.22

assay

99%

mp

155-158 °C (lit.)

functional group

carboxylic acid
disulfide

SMILES string

OC(=O)CCSSCCC(O)=O

InChI

1S/C6H10O4S2/c7-5(8)1-3-11-12-4-2-6(9)10/h1-4H2,(H,7,8)(H,9,10)

InChI key

YCLSOMLVSHPPFV-UHFFFAOYSA-N

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General description

3,3′-Dithiodipropionic acid forms monolayers on a polycrystalline gold electrode through a self-assembly procedure to form gold 3,3′-dithiodipropionic acid self-assembled monolayer modified electrode. It is the precursor substrate in the synthesis of 3-mercaptopropionic acid-containing polythioesters. It is added as primary carbon supplement in the culture medium of novel betaproteobacterium, strain DPN7.

Application

3,3′-Dithiodipropionic acid was used as capping agent for introducing charge on gold nanoparticles surfaces.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - 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, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
MKCH8880
MKBT8627V
MKBP8621V
MKBL7043V
MKBF4808V

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Yanqin Xu et al.
Journal of biomaterials science. Polymer edition, 31(13), 1706-1721 (2020-07-03)
A pH and redox dual-responsive composite hydrogel was developed, which was formed from triblock copolymer PEG-SS-PCL-SS-PEG and Ag/AgO/carboxymethyl chitosan (CMCS) hydrogel inclusion complexes. Dithiodipropionic acid and poly(ethylene glycol) (PEG) were esterified to synthesize a hydrophilic segment PEG-SS-COOH polymer containing a
Taisuke Kojima
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 34(3), 363-368 (2018-03-13)
Molecular adsorption on a sensing surface involves molecule-substrate and molecule-molecule interactions. Combining optical systems and a quartz crystal microbalance (QCM) on the same sensing surface allows the quantification of such interactions and reveals the physicochemical properties of the adsorbed molecules.
Jan Hendrik Wübbeler et al.
International journal of systematic and evolutionary microbiology, 56(Pt 6), 1305-1310 (2006-06-02)
In this study, a novel betaproteobacterium, strain DPN7(T), was isolated under mesophilic conditions from compost because of its capacity to utilize the organic disulfide 3,3'-dithiodipropionic acid. Analysis of the 16S rRNA gene sequence of strain DPN7(T) revealed 98.5 % similarity
Suzanne C Simmons et al.
PloS one, 7(6), e37938-e37938 (2012-06-22)
Heparanase is an enzyme involved in extracellular matrix remodelling and heparan sulphate proteoglycan catabolism. It is secreted by metastatic tumour cells, allowing them to penetrate the endothelial cell layer and basement membrane to invade target organs. The release of growth
Shuguang Zhang et al.
Advanced healthcare materials, 9(18), e2000387-e2000387 (2020-08-21)
It is of great significance to develop multifunctional biomaterials to effectively deliver anticancer drug to tumor cells for cancer therapy. Here, inspired by the specific tumor microenvironment (TME) cues, a unique multistage pH/redox-responsive polyprodrug composed of amphiphilic pH-sensitive diblock copolymer
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