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109010

Sigma-Aldrich

3,3′-Dithiodipropionic acid

99%

Synonym(s):

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

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About This Item

Linear Formula:
HOCOCH2CH2SSCH2CH2COOH
CAS Number:
Molecular Weight:
210.27
Beilstein:
1778543
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

mp

155-158 °C (lit.)

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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.
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
Yuling Liu et al.
International journal of nanomedicine, 12, 2635-2644 (2017-04-25)
Pluronic F127 (F127), an amphiphilic triblock copolymer, has been shown to have significant potential for drug delivery, as it is able to incorporate hydrophobic drugs and self-assemble into nanosize micelles. However, it suffers from dissociation upon dilution owing to the

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