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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:
Molecular Weight:
182.22
Beilstein:
1725150
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

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.[1]
It can be used:
  • As a reducing and stabilizing agent to synthesize monolayer-protected gold clusters.[2]
  • For terminal carboxylation of the oleylamine coated Fe3O4 nanoparticles, to develop targeted curcumin drug delivery system.[3]

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

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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
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
Erdinç Turk et al.
Biological trace element research, 189(1), 95-108 (2018-08-02)
The present study was conducted to investigate the protective effects of hesperidin (HSP) against sodium arsenite (SA)-induced nephrotoxicity and hepatotoxicity in rats. Thirty-five male Sprague Dawley rats were divided into five groups as follows: control, HSP, SA, SA + HSP 100, and

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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