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Merck
CN

D9761

Sigma-Aldrich

6-脱氧-D-葡萄糖

别名:

D-异鼠李糖, Epifucose, Quinovose

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About This Item

经验公式(希尔记法):
C6H12O5
CAS号:
分子量:
164.16
Beilstein:
1723317
EC 号:
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.52

等级

Molecular Biology
for molecular biology

质量水平

方案

≥98% (TLC)

表单

powder

储存温度

−20°C

SMILES字符串

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

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

InChI key

SHZGCJCMOBCMKK-GASJEMHNSA-N

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一般描述

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。

应用

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。

生化/生理作用

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。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

新产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Mark W Ruszczycky et al.
Journal of the American Chemical Society, 133(19), 7292-7295 (2011-04-26)
DesII, a radical S-adenosyl-l-methionine (SAM) enzyme from Streptomyces venezuelae, catalyzes the deamination of TDP-4-amino-4,6-dideoxy-D-glucose to TDP-3-keto-4,6-dideoxy-D-glucose in the desosamine biosynthetic pathway. DesII can also catalyze the dehydrogenation of TDP-D-quinovose to the corresponding 3-keto sugar. Similar to other radical SAM enzymes
D Granot et al.
Proceedings of the National Academy of Sciences of the United States of America, 88(13), 5724-5728 (1991-07-01)
Nutrients play a critical role in the decision to initiate a new cell cycle. Addition of nutrients to arrested cells such as stationary-phase cells and spores induces them to begin growth. We have analyzed the nutrients required to induce early
A J Fry et al.
Molecular and biochemical parasitology, 60(1), 9-18 (1993-07-01)
Kinetic parameters for entry of D-fructose into Trypanosoma brucei brucei have been determined. The net uptake of D-fructose was found to be rapid and occurred at a rate which was comparable with that observed for uptake of D-glucose. The Km
A H Romano
Journal of bacteriology, 152(3), 1295-1297 (1982-12-01)
6-Deoxy-D-glucose, a structural homomorph of D-glucose which lacks a hydroxyl group at carbon 6 and thus cannot be phosphorylated, is transported by Saccharomyces cerevisiae via a facilitated diffusion system with affinity equivalent to that shown with D-glucose. This finding supports
Cristina De Castro et al.
Glycobiology, 23(3), 346-353 (2012-10-19)
A major virulence factor for Yersinia pseudotuberculosis is lipopolysaccharide, including O-polysaccharide (OPS). Currently, the OPS based serotyping scheme for Y. pseudotuberculosis includes 21 known O-serotypes, with genetic and structural data available for 17 of them. The completion of the OPS

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