All Photos(3)

A3131

Sigma-Aldrich

D-(−)-Arabinose

≥98%

Empirical Formula (Hill Notation):
C5H10O5
CAS Number:
Molecular Weight:
150.13
Beilstein:
1723079
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

biological source

synthetic (organic)

assay

≥98%

form

powder

optical activity

[α]20/D -105 to -103 °, c = 4% (w/v) in water

technique(s)

gas chromatography (GC): suitable

mp

162-164 °C (lit.)

SMILES string

O[C@@H]1COC(O)[C@@H](O)[C@@H]1O

InChI

1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4+,5?/m1/s1

InChI key

SRBFZHDQGSBBOR-ZRMNMSDTSA-N

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Application

D-(−)-Arabinose is a D-ribose analogue present in sugar polymers such as the arabinogalatans of mycobacterial cell walls and plant tissues. D-Arabinose is a substrate used to identify, differentiate and characterize arabinose isomerase(s) that have commercial value in the production of tagatose, a low calorie sweetener.

Packaging

10, 25, 100 g in poly bottle

Biochem/physiol Actions

D-Arabinose is a reducing sugar. It is a pentose analog of D-ribose that is a constituent of mycobacterial cell wall arabinogalactans. It is also a substrate for D-erythroascorbic acid synthesis in yeast.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A3131.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Nobuhiro Yamagata et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(2), 578-583 (2014-12-31)
Drosophila melanogaster can acquire a stable appetitive olfactory memory when the presentation of a sugar reward and an odor are paired. However, the neuronal mechanisms by which a single training induces long-term memory are poorly understood. Here we show that
W Joost Wiersinga et al.
Emerging infectious diseases, 21(1), 40-47 (2014-12-23)
Burkholderia pseudomallei, an environmental gram-negative bacillus, is the causative agent of melioidosis and a bio-threat agent. Reports of B. pseudomallei isolation from soil and animals in East and West Africa suggest that melioidosis might be more widely distributed than previously
Wenhua Zhang et al.
Nucleic acids research, 43(6), 3358-3372 (2015-03-05)
The yeast KEOPS protein complex comprising Kae1, Bud32, Cgi121, Pcc1 and Gon7 is responsible for the essential tRNA threonylcarbamoyladenosine (t(6)A) modification. Deletion of genes coding for the KEOPS subunits also affects telomere elongation and transcriptional regulation. In the present work
Maurizio Bettiga et al.
Biotechnology for biofuels, 1(1), 16-16 (2008-10-25)
Ethanolic fermentation of lignocellulosic biomass is a sustainable option for the production of bioethanol. This process would greatly benefit from recombinant Saccharomyces cerevisiae strains also able to ferment, besides the hexose sugar fraction, the pentose sugars, arabinose and xylose. Different
Luke L Lairson et al.
Nature chemical biology, 2(12), 724-728 (2006-10-24)
Despite their unparalleled catalytic prowess and environmental compatibility, enzymes have yet to see widespread application in synthetic chemistry. This lack of application and the resulting underuse of their enormous potential stems not only from a wariness about aqueous biological catalysis

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