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D7881

Sigma-Aldrich

meso-2,3-Dimercaptosuccinic acid

~98%

Synonym(s):

2,3-Dithio-meso-tartaric acid, DIM-SA, DMS, DMSA, Succimer

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About This Item

Linear Formula:
HO2CCH(SH)CH(SH)CO2H
CAS Number:
304-55-2
Molecular Weight:
182.22
Beilstein:
1725150
EC Number:
206-155-2
MDL number:
MFCD00064799
UNSPSC Code:
12352100
PubChem Substance ID:
57654130
NACRES:
NA.22

Assay

~98%

form

powder

mp

196-198 °C (dec.) (lit.)

storage temp.

−20°C

SMILES string

OC(=O)[C@@H](S)[C@@H](S)C(O)=O

InChI

1S/C4H6O4S2/c5-3(6)1(9)2(10)4(7)8/h1-2,9-10H,(H,5,6)(H,7,8)/t1-,2+

InChI key

ACTRVOBWPAIOHC-XIXRPRMCSA-N

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Application

meso-2,3-Dimercaptosuccinic acid (DMSA) has been used to form a monolayer on Mg/Ti/Au micromotors to enhance the chelation of toxic heavy metal contaminants (Zn(II), Cd(II) and Pb(II)) from polluted aqueous solutions.
It can be used:
  • As a reducing and stabilizing agent to synthesize monolayer-protected gold clusters.
  • For terminal carboxylation of the oleylamine coated Fe3O4 nanoparticles, to develop targeted curcumin drug delivery system.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

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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One-pot preparation of subnanometer-sized gold clusters via reduction and stabilization by meso-2, 3-dimercaptosuccinic acid.
Negishi Y and Tsukuda T
Journal of the American Chemical Society, 125(14), 4046-4047 (2003)
Hongyu Qiao et al.
Biomaterials, 112, 336-345 (2016-10-28)
Rupture of vulnerable atherosclerotic plaque is the major pathological cause of luminal thrombosis in acute coronary syndromes. Since foamy macrophages have been identified as a prominent component in vulnerable atherosclerotic lesions and osteopontin (OPN) is reported to be highly expressed
Bo Ae Yun et al.
Annals of laboratory medicine, 38(5), 425-430 (2018-05-26)
Urinary tract infection (UTI) is the most common bacterial infection in infants. Renal parenchymal involvement is an important prognostic factor; however, early detection of parenchymal involvement in UTI may be difficult during infancy. This study aimed to assess whether a
Self-propelled chelation platforms for efficient removal of toxic metals.
Uygun DA, et al.
Environmental science. Nano, 3(3), 559-566 (2016)
Baoxia Liu et al.
Analytica chimica acta, 761, 178-185 (2013-01-15)
A novel assay of chromium(III) ion based on upconversion fluorescence resonance energy transfer was designed and established. Lysine-capped NaYF(4):Yb/Er upconversion nanoparticles (UCNPs) and dimercaptosuccinic acid-capped gold nanoparticles (AuNPs) were used as the energy donor and acceptor, respectively. They were bound
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