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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:
1119-62-6
Molecular Weight:
210.27
Beilstein:
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.)

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

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)

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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
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
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
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