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D4288

Sigma-Aldrich

Digalacturonic acid

≥85% (HPLC)

Synonym(s):

α-D-GalA-(1→4)-D-GalA

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About This Item

Empirical Formula (Hill Notation):
C12H18O13
CAS Number:
5894-59-7
Molecular Weight:
370.26
MDL number:
MFCD00079142
UNSPSC Code:
12352201
PubChem Substance ID:
24893853
NACRES:
NA.25

biological source

synthetic (organic)

Quality Level

200

Assay

≥85% (HPLC)

form

powder

color

white to off-white

solubility

water: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

OC(C=O)C(O)C(OC1OC(C(O)C(O)C1O)C(O)=O)C(O)C(O)=O

InChI

1S/C12H18O13/c13-1-2(14)3(15)8(7(19)10(20)21)24-12-6(18)4(16)5(17)9(25-12)11(22)23/h1-9,12,14-19H,(H,20,21)(H,22,23)

InChI key

SYBQLSSECRIKMJ-UHFFFAOYSA-N

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Application

Digalacturonic acid (DGA), derived in vivo from pectin catabolism, is used for the co-crystallization of enzymes such as proteinase K. It is used in galacturonic acid metabolism research as a substrate to identify, differentiate and characterized endo- and exopolygalacturonase(s) and gluconase(s). DGA is used to study the transport of oligogalacturonides by systems such as the TogMNAB ABC transporter.

Other Notes

To gain a comprehensive understanding of our extensive range of Disaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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L Parenicová et al.
FEBS letters, 467(2-3), 333-336 (2000-02-17)
We isolated and characterized a new type of endopolygalacturonase (PG)-encoding gene, pgaD, from Aspergillus niger. The primary structure of PGD differs from that of other A. niger PGs by a 136 amino acid residues long N-terminal extension. Biochemical analysis demonstrated
C Gouvion et al.
Carbohydrate research, 261(2), 187-202 (1994-08-17)
The solution conformation of digalacturonic acid and its sodium salt have been analyzed using nuclear magnetic resonance data and molecular mechanics calculations. The flexibility around the glycosidic linkage was characterized by calculation of the relaxed (phi, psi) potential surfaces for
D Wade Abbott et al.
Journal of molecular biology, 369(3), 759-770 (2007-04-25)
The process of pectin depolymerization by pectate lyases and glycoside hydrolases produced by pectinolytic organisms, particularly the phytopathogens from the genus Erwinia, is reasonably well understood. Indeed each extracellular and intracellular catabolic stage has been identified using either genetic, bioinformatic
D Wade Abbott et al.
Journal of molecular biology, 368(5), 1215-1222 (2007-04-03)
Family 28 glycoside hydrolases (polygalacturonases) are found in organisms across the plant, fungal and bacterial kingdoms, where they are central to diverse biological functions such as fruit ripening, biomass recycling and plant pathogenesis. The structures of several polygalacturonases have been
Leonel M Ortega et al.
Journal of basic microbiology, 54 Suppl 1, S170-S177 (2014-01-10)
Since enzymatic degradation is a mechanism or component of the aggressiveness of a pathogen, enzymatic activities from a Fusarium graminearum isolate obtained from infected wheat spikes of Argentina Pampa region were studied in order to understand the disease progression, tending
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