Skip to Content
MilliporeSigma
All Photos(2)

Key Documents

View All Documentation

A6390

Sigma-Aldrich

β-D-Allose

rare aldohexose sugar

Synonym(s):

β-D-Allopyranose

Sign Into View Organizational & Contract Pricing

Select a Size

1 G
$498.00

$498.00

List Price$996.00Save 50%
Web-Only Promotion

Available to ship onMay 01, 2025Details

Request a Bulk Order
All Photos(2)

Select a Size

Change View
1 G
$498.00

About This Item

Empirical Formula (Hill Notation):
C6H12O6
CAS Number:
7283-09-2
Molecular Weight:
180.16
MDL number:
MFCD00063268
UNSPSC Code:
12352201
PubChem Substance ID:
24891083
NACRES:
NA.25

$498.00

List Price$996.00Save 50%
Web-Only Promotion

Available to ship onMay 01, 2025Details

Request a Bulk Order

Quality Level

200

assay

≥98% (HPLC)
≥98% (TLC)

form

powder

optical activity

[α]/D 12.00 to 16.00 °, c = 45.00-55.00 mg/mL in water

technique(s)

HPLC: suitable
thin layer chromatography (TLC): suitable

impurities

<2.00% water (Karl Fischer)

color

white to yellow cast

solubility

water: 49.00-51.00 mg/mL, clear, colorless to light yellow

SMILES string

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

InChI

1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4-,5-,6-/m1/s1

InChI key

WQZGKKKJIJFFOK-QZABAPFNSA-N

Application

β-D-Allose (β-D-Allose), a rare sugar member of the aldohexose family and a C3 epimer of glucose, is used as an inhibitor of fruiting body formation and sporulation in Myxococcus xanthus.

Biochem/physiol Actions

D-Allose is a rare aldohexose sugar that has demonstrated anti-cancer, antitumor, anti-inflammatory, anti-oxidative, antihypertensive, cryoprotective, and immunosuppressant activities.[1] D-Allose upregulates thioredoxin-interacting protein (TXNIP) gene expression and was found to induce G1 cell cycle arrest in hepatocellular carcinoma cells.[2] It inhibited transcriptional activity of the activator protein 1, nuclear factor-κB, and nuclear factor of activated T cells.[3] D-Allose decreases transport of 2-deoxy-D-glucose and 3-O-methyl-D-glucose in V79 Chinese hamster lung fibroblast cells.[4]

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000431669
0000431669
0000403546
0000403546
0000241280

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

R J Germinario et al.
Journal of cellular physiology, 145(2), 318-323 (1990-11-01)
Exposure to D-allose has been demonstrated to lead to decreased 2-deoxy-D-glucose (2-DG) and 3-0-methyl-D-glucose transport in the V79 Chinese hamster lung fibroblast cell line. The effect of D-allose 1) was maximal after 4 hours exposure to the cells; 2) was
Fuminori Yamaguchi et al.
International journal of oncology, 32(2), 377-385 (2008-01-19)
'Rare sugars' are defined as monosaccharides that exist in nature but are only present in limited quantities. The development of mass production method of rare sugars revealed some interesting physiological effects of these on animal cells, but the mechanisms have
Kana Yamada et al.
Nutrition research (New York, N.Y.), 32(2), 116-123 (2012-02-22)
Oxidative stress modulates the osteoclast differentiation via redox systems, and thioredoxin 1 (Trx) promotes the osteoclast formation by regulating the activity of transcription factors. The function of Trx is known to be regulated by its binding partner, thioredoxin-interacting protein (TXNIP).
Yu-Ri Lim et al.
Applied microbiology and biotechnology, 91(2), 229-235 (2011-06-10)
D-allose has attracted a great deal of attention in recent years due to its many pharmaceutical activities, which include anti-cancer, anti-tumor, anti-inflammatory, anti-oxidative, anti-hypertensive, cryoprotective, and immunosuppressant activities. D-allose has been produced from D-psicose using D-allose-producing enzymes, including L-rhamnose isomerase
Aditya Venkatesh et al.
The Journal of clinical investigation, 125(4), 1446-1458 (2015-03-24)
Retinitis pigmentosa (RP) is an inherited photoreceptor degenerative disorder that results in blindness. The disease is often caused by mutations in genes that are specific to rod photoreceptors; however, blindness results from the secondary loss of cones by a still
View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service