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Merck
CN

D4288

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
NACRES:
NA.25
PubChem Substance ID:
24893853
UNSPSC Code:
12352201
MDL number:
MFCD00079142

Key Documents

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Product Name

Digalacturonic acid, ≥85% (HPLC)

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)

SMILES string

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

InChI key

SYBQLSSECRIKMJ-UHFFFAOYSA-N

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

Quality Level

200

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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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000442933
0000442898
0000442933
0000442898
0000315373

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Steven B Larson et al.
Acta crystallographica. Section F, Structural biology and crystallization communications, 65(Pt 3), 192-198 (2009-03-04)
Proteinase K, a subtilisin-like fungal protease, was crystallized from a cocktail of small molecules containing digalacturonic acid (DGA). The crystal structure was determined to 1.32 A resolution and refined to an R factor of 0.158. The final model contained, beside
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
S Gognies et al.
Journal of industrial microbiology & biotechnology, 39(7), 1023-1029 (2012-03-01)
In Saccharomyces cerevisiae, an endopolygalacturonase encoded by the PGL1 gene catalyzes the random hydrolysis of the α-1,4 glycosidic linkages in polygalacturonic acid. To study the regulation of the PGL1 gene, we constructed a reporter vector containing the lacZ gene under
N Hugouvieux-Cotte-Pattat et al.
Molecular microbiology, 41(5), 1113-1123 (2001-09-14)
The bacterium Erwinia chrysanthemi, which causes soft rot disease on various plants, is able to use pectin as a carbon source for growth. Knowledge of the critical step in pectin catabolism which allows the entry of pectic oligomers into the
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
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