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Key Documents

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:
Molecular Weight:
370.26
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic (organic)

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)

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V Valmeekam et al.
Molecular plant-microbe interactions : MPMI, 14(6), 816-820 (2001-06-02)
The negative regulatory protein ExuR in Erwinia chrysanthemi regulates expression of the galacturonate uptake (exuT) and utilization (uxaA, uxaB, uxaC) genes. We cloned and determined the nucleotide sequence of the exuR gene from E. chrysanthemi EC16. Analysis of the deduced
V E Miamin et al.
Genetika, 40(9), 1187-1193 (2004-11-24)
A mutant that cannot utilize pectin substances of plant cell walls was obtained via insertion of mini-mini-Tn5xylE transposon into the chromosome of phytopathogenic bacteria Erwinia carotovora subsp. atroseptica. The inability of mutant cells to utilize these substrates was caused by
Lisha Zhang et al.
Fungal genetics and biology : FG & B, 48(10), 990-997 (2011-06-21)
D-galacturonic acid is the most abundant component of pectin, one of the major polysaccharide constituents of plant cell walls. Galacturonic acid potentially is an important carbon source for microorganisms living on (decaying) plant material. A catabolic pathway was proposed in
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

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