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Sigma-Aldrich

D-Arabinose 5-phosphate disodium salt

≥95% (HPLC)

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About This Item

Linear Formula:
C5H9O8PNa2
CAS Number:
89927-09-3
Molecular Weight:
274.07
MDL number:
MFCD00069683
UNSPSC Code:
12352201
PubChem Substance ID:
24890615
NACRES:
NA.79

biological source

synthetic (organic)

Assay

≥95% (HPLC)

form

powder

impurities

~1% ribose 5-phosphate

color

white to off-white

solubility

water: 50 mg/mL, clear

cation traces

Na: 13.1-18.5% (dry basis)

storage temp.

−20°C

SMILES string

[Na].OC(COP(O)(O)=O)C(O)C(O)C=O

InChI

1S/C5H11O8P.Na.H/c6-1-3(7)5(9)4(8)2-13-14(10,11)12;;/h1,3-5,7-9H,2H2,(H2,10,11,12);;

InChI key

JOSPLEVEDMZOKB-UHFFFAOYSA-N

Related Categories

Application

D-Arabinose 5-phosphate (D-Ara-5P) is used as a substrate to identify, differentiate and characterize enzymes such as D-arabinose 5-phosphate isomerase (KdsD) and 3-deoxy-D-manno-octulosonate 8-phosphate synthase(s) which are involved in lipopolysaccharide (LPS) biosynthesis.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides 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

Certificates of Analysis (COA)

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Timothy C Meredith et al.
The Journal of biological chemistry, 278(35), 32771-32777 (2003-06-14)
A gene encoding for arabinose 5-phosphate isomerase (API), which catalyzes the interconversion of d-ribulose 5-phosphate (Ru5P) and d-arabinose 5-phosphate (A5P), has been identified from the genome of Escherichia coli K-12. API is the first enzyme in the biosynthesis of 3-deoxy-d-manno-octulosonate
Timothy M Allison et al.
Biochemistry, 50(18), 3686-3695 (2011-03-29)
3-Deoxy-D-manno-octulosonate 8-phosphate synthase (KDO8PS) catalyzes the reaction between three-carbon phosphoenolpyruvate (PEP) and five-carbon d-arabinose 5-phosphate (A5P), generating KDO8P, a key intermediate in the biosynthetic pathway to 3-deoxy-D-manno-octulosonate, a component of the lipopolysaccharide of the Gram-negative bacterial cell wall. Both metal-dependent
Alejandra Yep et al.
Bioorganic & medicinal chemistry letters, 21(9), 2679-2682 (2011-01-18)
We explored the D-arabinose 5-phosphate isomerase (KdsD, E.C. 5.3.1.13) from Francisella tularensis, a highly infectious gram-negative pathogen that has raised concern as a potential bioweapon, as a target for the development of novel chemotherapeutics. F. tularensis KdsD was expressed in
Louise J Gourlay et al.
Protein science : a publication of the Protein Society, 19(12), 2430-2439 (2010-10-19)
Lipopolysaccharide (LPS) biosynthesis represents an underexploited target pathway for novel antimicrobial development to combat the emergence of multidrug-resistant bacteria. A key player in LPS synthesis is the enzyme D-arabinose-5-phosphate isomerase (API), which catalyzes the reversible isomerization of D-ribulose-5-phosphate to D-arabinose-5-phosphate

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