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Merck
CN

D9761

6-脱氧-D-葡萄糖

别名:

D-异鼠李糖, Epifucose, Quinovose

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关于此项目

经验公式(希尔记法):
C6H12O5
化学文摘社编号:
分子量:
164.16
UNSPSC Code:
12352200
NACRES:
NA.52
PubChem Substance ID:
EC Number:
231-622-2
Beilstein/REAXYS Number:
1723317
MDL number:
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InChI key

SHZGCJCMOBCMKK-GASJEMHNSA-N

InChI

1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3-,4+,5-,6?/m1/s1

SMILES string

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

grade

Molecular Biology

assay

≥98% (TLC)

form

powder

storage temp.

−20°C

Quality Level

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General description

6-脱氧-D-葡萄糖是D-葡萄糖(右旋葡萄糖)的一种结构同源物和稳定的类似物。它在碳6位上缺少羟基。它也是甘露糖的类似物。

Application

6-脱氧-D-葡萄糖已被用作圆二色性测量中的标准品。它也作为糖用于孵育经饥饿处理的双歧杆菌HMX44A.atg1-1细胞,从而用于显微镜研究。

Biochem/physiol Actions

2-脱氧-D-葡萄糖(2-DG)在研究葡萄糖的生物学功能中可用作糖酵解抑制剂。它不可被代谢,会引发内质网的应激,因而可阻止癌细胞中碳水化合物的代谢。它具有靶向抗化学性缺氧癌细胞的治疗潜力。2-DG可通过取代甘露糖终止 N-连接糖基化。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Yi-Rui Wang et al.
Journal of Asian natural products research, 20(11), 1019-1027 (2018-04-05)
Three new dammarane triterpenoid saponins, cyclocariosides O-Q (1-3), were isolated from the ethanolic extracts of the leaves of Cyclocarya paliurus. The structures of these compounds were elucidated by spectroscopic methods.
T Roitsch et al.
Plant physiology, 108(1), 285-294 (1995-05-01)
Photoautotrophic suspension-culture cells of Chenopodium rubrum that were shifted to mixotrophic growth by adding glucose were used as model system to investigate the influence of the source-sink transition in higher plants on the expression and enzyme activities of intracellular and
Haibin Xi et al.
IUBMB life, 66(2), 110-121 (2014-03-01)
Through the eons of time, out of all possible configurations, nature has selected glucose not only as a vital source of energy to sustain life but also as the molecule who's structure supplies the appropriate elements required for a cell
D Massillon et al.
The Journal of biological chemistry, 270(33), 19351-19356 (1995-08-18)
In search for a nonmetabolized, superior glucose analogue to study the mechanism of glucose-induced glycogen synthesis, we have tested 2-deoxy-2-fluoro-alpha-D-glucopyranosyl fluoride, which inhibits muscle phosphorylase beta 10-fold better than dose glucose (Street, I.P., Armstrong, C.R., and Withers, S.G. (1986) Biochemistry
Dorthe Villadsen et al.
Plant molecular biology, 55(4), 467-477 (2004-12-18)
The response of some plant genes to glucose analogues 3-O-methylglucose (3OMG) or 6-deoxyglucose (6DOG) has been cited as evidence for metabolism-independent glucose signalling. To analyse such signalling using a genetic approach, we sought to identify Arabidopsis glucose-responsive genes which also

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