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M89617

Sigma-Aldrich

Mucic acid

97%

Synonym(s):

Galactaric acid, MTPA, Saccharolactic acid, Tetrahydroxyadipic acid, Tetrahydroxyhexanedioic acid

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About This Item

Linear Formula:
HOOC(CHOH)4COOH
CAS Number:
Molecular Weight:
210.14
Beilstein/REAXYS Number:
1728117
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

powder

mp

220-225 °C (dec.) (lit.)

SMILES string

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

InChI

1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2+,3+,4-

InChI key

DSLZVSRJTYRBFB-DUHBMQHGSA-N

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Application

Mucic acid or galactaric acid can be used as a precursor for the synthesis of:
  • 2,3,4,5-tetra-O-acetylgalactaric acid (AGA) which is used as a monomer unit along with adipic acid for the synthesis of copolyanhydrides.
  • Muconic acid and adipic acid.

It can be also utilized in the surface modification of monodisperse water-soluble magnetic nanoparticles.

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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Functionalization of monodisperse magnetic nanoparticles
Lattuada M and Hatton T A
Langmuir, 23(4), 2158-2168 (2007)
Highly Efficient Chemical Process To Convert Mucic Acid into Adipic Acid and DFT Studies of the Mechanism of the Rhenium-Catalyzed Deoxydehydration
Li X, et al.
Angewandte Chemie (International ed. in English), 53(16), 4200-4204 (2014)
M Saladini et al.
Carbohydrate research, 336(1), 55-61 (2001-10-25)
A solution study on the complex ability of galactaric acid (GalaH(2)) for complexation with Ca(2+), Mg(2+) and Zn(2+) ions is reported. The stability constants of the complex species are determined by means of potentiometric measurements. From the dependence of stability
Dominik Mojzita et al.
Applied and environmental microbiology, 76(1), 169-175 (2009-11-10)
D-galacturonic acid can be obtained by hydrolyzing pectin, which is an abundant and low value raw material. By means of metabolic engineering, we constructed fungal strains for the conversion of D-galacturonate to meso-galactarate (mucate). Galactarate has applications in food, cosmetics
John F Rakus et al.
Biochemistry, 48(48), 11546-11558 (2009-11-04)
The structure of an uncharacterized member of the enolase superfamily from Oceanobacillus iheyensis (GI 23100298, IMG locus tag Ob2843, PDB entry 2OQY ) was determined by the New York SGX Research Center for Structural Genomics (NYSGXRC). The structure contained two

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