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M6182

Sigma-Aldrich

Mercaptosuccinic acid

97%

Synonym(s):

Thiomalic acid

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25 G
$32.40
100 G
$85.70
500 G
$290.00

About This Item

Linear Formula:
HOOCCH(SH)CH2COOH
CAS Number:
70-49-5
Molecular Weight:
150.15
Beilstein/REAXYS Number:
1099858
EC Number:
200-736-4
MDL number:
MFCD00004860
UNSPSC Code:
12352103
PubChem Substance ID:
24897082
NACRES:
NA.23

$32.40

Available to ship onApril 15, 2025Details

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Quality Level

200

assay

97%

mp

155-157 °C (lit.)

SMILES string

OC(=O)CC(S)C(O)=O

InChI

1S/C4H6O4S/c5-3(6)1-2(9)4(7)8/h2,9H,1H2,(H,5,6)(H,7,8)

InChI key

NJRXVEJTAYWCQJ-UHFFFAOYSA-N

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General description

Mercaptosuccinic acid(MSA) is a chiral multifunctional intermediate material used as a stabilizing[1] and capping agent in the synthesis of biologically active sulfurs.[2]

Application

MSA has been used to cap cadmium telluride quantum dots(QDs) and nanocrystals for a wide range of applications like detection of benzoic acid and total paraben based preservatives in food items,[3] biological fluorescent labelling in bio-imaging[4] and can bond with antibodies or antigens for biomedical applications.[1] MSA may be coated on gold nanoparticles(AuNPs) as a reducing agent and a surface modifier that finds potential application in fluorescent detection of mercury.[5]

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Exclamation mark
GHS07

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Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB3123
BCCN0133
BCCM8162
STBL3601
STBL4589

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Successive detection of benzoic acid and total parabens in foodstuffs using mercaptosuccinic acid capped cadmium telluride quantum dots.
Prapainop K, et al.
Food Control, 96, 508-516 (2018)
The solubility of mercaptosuccinic acid in water+ (methanol, ethanol, acetone) mixtures from (278.15 to 333.15 K).
Kai Y, et al.
Fluid Phase Equilibria, 361, 282-288 (2014)
Mercaptosuccinic acid-coated NIR-emitting gold nanoparticles for the sensitive and selective detection of Hg2+.
Xiong X, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 188(9), 483-487 (2018)
Shiho Ishihara et al.
Acta biomaterialia, 6(3), 830-835 (2009-10-20)
Loading and releasing protein in a controllable way is extremely important for the protein vehicles used in bone tissue engineering. To obtain a suitable carrier material for basic proteins, such as BMP or bFGF, hydroxyapatite particles containing mercaptosuccinic acid (mercaptosuccinic
Jia Zhang et al.
The Analyst, 136(19), 3865-3868 (2011-08-11)
A colorimetric probe based on 2-mercaptosuccinic acid-functionalized gold nanoparticles has been developed to exhibit selectivity towards Ca(2+), Sr(2+), and Ba(2+) ions over other metallic cations under specified conditions and finds its practical application in detecting Ca(2+) levels in water.
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Questions

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  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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