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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/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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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
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)
Superparamagnetic Fe3O4 nanoparticles: synthesis by a solvothermal process and functionalization for a magnetic targeted curcumin delivery system.
Qi M, et al.
New. J. Chem., 40(5), 4480-4491 (2016)
Yueyue Shi et al.
Frontiers in pharmacology, 11, 556248-556248 (2020-09-29)
Lead (Pb) is an important environmental pollutant. Oxidative stress and the inflammatory response have been postulated as mechanisms involved in lead-induced renal damage. Smilax glabra Roxb. has been used for treatment of heavy-metal poisoning in China for 500 years. We investigated S. glabra
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