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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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Xiaoyou Xu et al.
Journal of chromatography. A, 1167(1), 35-41 (2007-09-07)
We employed agarose gel preparative electrophoresis to separate gold nanoparticles based on size, shape, and charge. The separating technique was first demonstrated by size separation of 5 nm, 15 nm, and 20 nm spherical gold nanoclusters; and further evidenced through
Lucia Codognoto et al.
Talanta, 72(2), 427-433 (2007-04-30)
Monolayers of 3,3'-dithiodipropionic acid (DTDPA) were prepared on a polycrystalline gold electrode through a self-assembly procedure to produce a gold 3,3'-dithiodipropionic acid self-assembled monolayer (AuDTDPA) modified electrode. The characterization of the AuDTDPA electrode was investigated by cyclic voltammetry and ac
Yuanyuan Guo et al.
Macromolecular bioscience, 16(3), 420-431 (2015-12-10)
In this article, the low-molecular weight biodegradable methoxy poly (ethylene glycol)-poly (D,L-lactide-co-glycolide) (PP) is chosen as polymeric skeleton to be conjugated with docetaxel (DTX) by disulfide bond (PP-SS-DTX) to construct the reduction-sensitive drug delivery system. The conjugates are synthesized via
Tingting Meng et al.
International journal of pharmaceutics, 534(1-2), 368-377 (2017-10-21)
P-glycoprotein (P-gp) is a major efflux transporter overexpressed on multidrug resistant tumor cells and responsible for pumping drugs out. If anti-tumor drugs are given when P-gp level is low, satisfactory treatment efficiency may be achieved. Thus, a P-gp down-regulating siRNA
Jian-Tao Lin et al.
Colloids and surfaces. B, Biointerfaces, 155, 41-50 (2017-04-14)
Stimuli-responsive nanocarriers for anticancer drug and gene co-delivery are promising strategy in cancer therapy. The ultimate goal is to deliver high local concentration of therapeutic agents with no premature release and result in synergistic effects for combination therapies. In this
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