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Merck
모든 사진(2)

주요 문서

A6390

Sigma-Aldrich

β-D-Allose

rare aldohexose sugar

동의어(들):

β-D-Allopyranose

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About This Item

실험식(Hill 표기법):
C6H12O6
CAS Number:
Molecular Weight:
180.16
MDL number:
UNSPSC 코드:
12352201
PubChem Substance ID:
NACRES:
NA.25

Quality Level

분석

≥98% (HPLC)
≥98% (TLC)

형태

powder

광학 활성

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

기술

HPLC: suitable
thin layer chromatography (TLC): suitable

불순물

<2.00% water (Karl Fischer)

색상

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

애플리케이션

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.

생화학적/생리학적 작용

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

기타 정보

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

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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문서 라이브러리 방문

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

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