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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:
526-99-8
Molecular Weight:
210.14
Beilstein:
1728117
EC Number:
208-404-0
MDL number:
MFCD00004239
UNSPSC Code:
12352100
PubChem Substance ID:
24897299
NACRES:
NA.22

Quality Level

200

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 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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Functionalization of monodisperse magnetic nanoparticles
Lattuada M and Hatton T A
Langmuir, 23(4), 2158-2168 (2007)
Synthesis and characterization of copolyanhydrides of carbohydrate-based galactaric acid and adipic acid
Mehtio T, et al.
Carbohydrate Research, 402, 102-110 (2015)
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)
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
Andrea Lakatos et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 10(5), 1281-1290 (2004-03-10)
The Al(III)-binding abilities of two aldaric acids, D-saccharic acid and mucic acid (the neutral form is denoted as H(2)L), were studied in solution by means of pH potentiometric, (1)H and (13)C NMR, and ESI-MS techniques. The most probable conformations and
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