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Merck

A3131

D-(−)-Arabinose

≥98% (GC)

Synonym(s):

Aldehydo-D-arabinose

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About This Item

Empirical Formula (Hill Notation):
C5H10O5
CAS Number:
10323-20-3
Molecular Weight:
150.13
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
24890486
EC Number:
233-708-5
Beilstein/REAXYS Number:
1723079
MDL number:
MFCD00064361

Key Documents

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InChI key

SRBFZHDQGSBBOR-ZRMNMSDTSA-N

InChI

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

SMILES string

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

biological source

synthetic (organic)

assay

≥98% (GC)

form

powder

optical activity

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

technique(s)

gas chromatography (GC): suitable

color

white to off-white

mp

162-164 °C (lit.)

solubility

water: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

room temp

Quality Level

200

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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.

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

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

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN6060
MKCM8898
MKCL5700
MKCJ3865
MKCF8677

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Zhe Yang et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(16), 5219-5224 (2015-04-08)
Starved animals often exhibit elevated locomotion, which has been speculated to partly resemble foraging behavior and facilitate food acquisition and energy intake. Despite its importance, the neural mechanism underlying this behavior remains unknown in any species. In this study we
Derek Thomson et al.
Pulmonary pharmacology & therapeutics, 40, 69-79 (2016-05-26)
It is now recognized that certain polysaccharides can exhibit anti-inflammatory activity, including the glycosaminoglycan (GAG) heparin that is widely used as an anti-coagulant drug. However, it would be desirable to identify molecules that retain the anti-inflammatory actions of heparin, but
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
Arie Gruzman et al.
Journal of medicinal chemistry, 51(24), 8096-8108 (2008-12-04)
Type 2 diabetes mellitus has reached epidemic proportions; therefore, the search for novel antihyperglycemic drugs is intense. We have discovered that D-xylose increases the rate of glucose transport in a non-insulin-dependent manner in rat and human myotubes in vitro. Due
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