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68713

Sigma-Aldrich

D-Xylonic acid ammonium salt

≥95% (HPLC)

Synonym(s):

Ammonium D-xylonate, NSC 15831

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About This Item

Empirical Formula (Hill Notation):
C5H10O6 · NH3
CAS Number:
5461-96-1
Molecular Weight:
183.16
Beilstein:
3742962
MDL number:
MFCD00080760
UNSPSC Code:
12352200
PubChem Substance ID:
329761101

biological source

synthetic

Assay

≥95% (HPLC)

form

powder

optical activity

[α]/D 18.5±2.0°, c = 1 in H2O

storage temp.

2-8°C

SMILES string

OC[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.N

InChI

1S/C5H10O6.H3N/c6-1-2(7)3(8)4(9)5(10)11;/h2-4,6-9H,1H2,(H,10,11);1H3/t2-,3+,4-;/m1./s1

InChI key

VUOKJALMVMFERM-HAYYNCRMSA-N

Biochem/physiol Actions

Metabolite for the xylose utilization pathway.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Huaiwei Liu et al.
Bioresource technology, 115, 244-248 (2011-09-16)
An engineered Escherichia coli was constructed to produce D-xylonic acid, one of the top 30 high-value chemicals identified by US Department of Energy. The native pathway for D-xylose catabolism in E. coli W3110 was blocked by disrupting xylose isomerase (XI)
Mervi H Toivari et al.
Applied microbiology and biotechnology, 96(1), 1-8 (2012-08-10)
D-Xylonic acid is a versatile platform chemical with reported applications as complexing agent or chelator, in dispersal of concrete, and as a precursor for compounds such as co-polyamides, polyesters, hydrogels and 1,2,4-butanetriol. With increasing glucose prices, D-xylonic acid may provide
Mervi Toivari et al.
Bioresource technology, 133, 555-562 (2013-03-05)
D-xylonic acid is one of the top 30 most desirable chemicals to be derived from biomass sugars identified by the US Department of Energy, being applicable as a non-food substitute for D-gluconic acid and as a platform chemical. We engineered
Note on D-xylonate utilization by ascomycetous and basidiomycetous yeasts.
Van Der Walt, J. P. and Steyn, R. L.
Systematic and Applied Microbiology, 13, 192-193 (1990)
Mervi Toivari et al.
Metabolic engineering, 14(4), 427-436 (2012-06-20)
An NAD(+)-dependent D-xylose dehydrogenase, XylB, from Caulobacter crescentus was expressed in Saccharomyces cerevisiae, resulting in production of 17 ± 2 g D-xylonate l(-1) at 0.23 gl(-1)h(-1) from 23 g D-xylose l(-1) (with glucose and ethanol as co-substrates). D-Xylonate titre and

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