2-Deoxy-D-glucose

ChemicalBook > CAS DataBase List > 2-Deoxy-D-glucose

2-Deoxy-D-glucose

Product Name: 2-Deoxy-D-glucose
CAS No.: 154-17-6
Chemical Name: 2-Deoxy-D-glucose
Synonyms: 2-dg;2-DEOXYGLUCOSE;deoxyglucose;2-Dexoy-D-Glucose;2-desoxy-d-glucose;D-Arabino-2-deoxyhexose;ba2758;D-2dGlc;Deoxy D;nsc15193
CBNumber: CB0251338
Molecular Formula: C6H12O5
Formula Weight: 164.16
MOL File: 154-17-6.mol

Less

2-Deoxy-D-glucose Property

Melting point:: 146-147 °C(lit.)
alpha: 45.5 º (c=2, H2O)
Boiling point:: 211.61°C (rough estimate)
Density: 1.1738 (rough estimate)
refractive index: 46.5 ° (C=1, H2O)
storage temp.: 2-8°C
solubility: H₂O: 50 mg/mL, clear, colorless to faintly yellow
form: crystalline
pka: pK1:12.52 (25°C)
color: white
optical activity: +38.5 → +45.9
Water Solubility: Soluble in water.
Merck: 14,2904
BRN: 1723331
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month. Solutions in water are not stable and must be used within 1 working day.
InChIKey: PMMURAAUARKVCB-CEZCPVKQSA-N
LogP: -1.460 (est)
CAS DataBase Reference: 154-17-6(CAS DataBase Reference)
EPA Substance Registry System: D-arabino-Hexose, 2-deoxy- (154-17-6)

Less

Safety

Hazard Codes: Xn,Xi
Risk Statements: 20/21/22-36/37/38
Safety Statements: 24/25-37/39-36-26
WGK Germany: 3
RTECS: MQ3325000
F: 3-10
TSCA: Yes
HS Code: 29400090
Hazardous Substances Data: 154-17-6(Hazardous Substances Data)

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: PHR9231
Product name: 2-Deoxy-D-glucose
Purity: certified reference material, TraceCERT?
Packaging: 100MG
Price: $458
Updated: 2024/03/01

Sigma-Aldrich

Product number: D3179
Product name: 2-Deoxy-D-glucose
Purity: BioXtra, ≥98%
Packaging: 1g
Price: $253
Updated: 2024/03/01

TCI Chemical

Product number: D0051
Product name: 2-Deoxy-D-glucose
Purity: >97.0%(GC)
Packaging: 1g
Price: $47
Updated: 2024/03/01

TCI Chemical

Product number: D0051
Product name: 2-Deoxy-D-glucose
Purity: >97.0%(GC)
Packaging: 5g
Price: $140
Updated: 2024/03/01

Alfa Aesar

Product number: L07338
Product name: 2-Deoxy-D-glucose, 98%
Packaging: 1g
Price: $66.4
Updated: 2024/03/01

Less

2-Deoxy-D-glucose Chemical Properties,Usage,Production

Description

2-Deoxy-D-glucose (154-17-6) is a synthetic glucose analog with extensive biological effects. It is commonly thought of as an inhibitor of glycolysis, but its metabolic effects are wide-ranging. 2-Deoxy-D-glucose competitively inhibits glucose uptake via its metabolite 2-Deoxy-D-glucose-6-phosphate, which inhibits hexokinase and phosphoglucose-isomerase leading to decreased ATP production, cell cycle blockage, decreased cell growth and ultimately cell death.1,2

Chemical Properties

white to light yellow crystal powde

Uses

2-deoxy-D-Glucose is a non-metabolizable glucose analog that inhibits phosphorylation of glucose by hexokinase, the first step of glycolysis. This results in the depletion in cellular ATP, the inhibition of protein glycosylation, and the disruption of ER quality control by inducing the unfolded protein response. 2-deoxy-D-Glucose has been shown to cause cell cycle inhibition and cell death in in vitro models of hypoxia, induce autophagy, increase reactive oxygen species production, activate AMPK, and block tumor cell growth in animal models.[Cayman Chemical]

Uses

2-Deoxy-D-glucose is act as a culture media part in molecular genetics and as a targeted optical imaging agent for fluorescent in vivo imaging. It finds an application in glucoprivic feeding research to invoke and study the processes of counter-regulatory response (CRR). It is utilized in the development of anti-cancer approaches like oxidative stress, radio and chemosensitization.

Uses

2-Deoxy-D-glucose (2-DG) is used in glucoprivic feeding research to invoke and study the processes of counter-regulatory response (CRR). 2-Deoxy-D-glucose is used in the development of anti-cancer strategies that involve radio- and chemosensitization and oxidative stress.

Biochem/physiol Actions

2-Deoxy-D-Glucose (2-Deoxyglucose) is a glucose analog that inhibits glycolysis via its actions on hexokinase, the rate limiting step of glycolysis. It is phosphorylated by hexokinase to 2-DG-P which can not be further metabolized by phosphoglucose isomerase. This leads to the accumulation of 2-DG-P in the cell and the depletion in cellular ATP. In vitro, 2-Deoxyglucose has been shown to induce autophagy, increase ROS production, and activate AMPK.

Safety Profile

Poison by subcutaneous route. Moderately toxic by intraperitoneal route. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits acrid smoke and fumes.

storage

Store at +4°C

Purification Methods

Crystallise 2-deoxy--D-glucose from MeOH/Me2CO, Me2CO or butanone to give a mixture of and anomers, m 142-144o, [] 18 +38o (35minutes) to +46o (c 0.5, H2O). Recrystallisation from isoPrOH gives mainly the -anomer m 134-136o , [ ] D +156o to +103o (c 0.9, pyridine). 1H NMR studies showed that at 44o in D2O the solution contained 36% of -pyranose and 64% of -pyranose sugar, but furanose structures were undetectable. [Snowden & Fischer J Am Chem Soc 69 1048 1947, derivatives: Bollinger & Schmidt Helv Chim Acta 34 989 1951; see Angyal & Pickles Aust J Chem 25 1711 1972 for ratio of isomers in solution, Beilstein 1 IV 4282.]

References

1) Ralser et al., (2008), A catabolic blockade does not sufficiently explain how 2-deoxy-D-glucose inhibits cell growth; Proc. Natl. Acad. Sci. USA 105 17807 2) Giammarioli et al. (2012), Differential effects of the glycolysis inhibitor 2-deoxy-D-glucose on the activity of pro-apoptotic agents in metastatic melanoma cells; Int. J. Cancer, 131 e337

2-Deoxy-D-glucose Preparation Products And Raw materials

Raw materials

Preparation Products

Less

2-Deoxy-D-glucose Suppliers

Americas 1 Austria 2 Belgium 1 Canada 2 China 474 Europe 3 France 2 Germany 6 India 17 Japan 4 Poland 1 Slovakia 2 South Korea 1 Switzerland 5 United Kingdom 22 United States 72 USA 1 Global 616

Shanghai yongzeng technology co., LTD

Tel: 021-021-021-65281118 15921781258
Fax: 021-6528 2963
Email: sales@yongzchem.com
Country: China
ProdList: 66
Advantage: 58

Wuxi Helen Biotechnology Co., Ltd.,

Tel: 0510-85629785 18013409632
Fax: 0510-85625359
Email: sales@reading-chemicals.com
Country: China
ProdList: 14081
Advantage: 58

Wuhan Ying Yuan Bei Biological Limited

Tel: 13349903920 13349903920
Email: 1540154086@qq.com
Country: China
ProdList: 2995
Advantage: 58

Jinan Kabotang Biological Technology Co.,Ltd.

Tel: 0531-61320525 15866703830
Email: 495745175@qq.com
Country: China
ProdList: 6897
Advantage: 58

Hunan Wokai Biotechnology Co., Ltd.

Tel: 0744-2221508 13126795102
Fax: 0744-6652010
Email: jack@oka-vip.com
Country: China
ProdList: 317
Advantage: 58

Beijing OKA biological technology co., LTD

Tel: 010-010-010-62971590 18548936886
Fax: 010-62340519
Email: jack@oka-vip.com
Country: China
ProdList: 6897
Advantage: 58

Hubei Lingyan Biotechnology Co., Ltd

Tel: 13297019205
Email: 2413323910@QQ.COM
Country: China
ProdList: 354
Advantage: 58

Shanghai Boyle Chemical Co., Ltd.

Tel: 021-50182298 021-50180596
Fax: +86-21-57758967
Email: sales@boylechem.com
Country: China
ProdList: 2208
Advantage: 55

J & K SCIENTIFIC LTD.

Tel: 010-82848833 400-666-7788
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 94657
Advantage: 76

PharmaBlock Sciences (Nanjing),Inc.

Tel: 025-86918202 4000255188
Fax: 86-025-86918232
Email: sales@pharmablock.com
Country: China
ProdList: 4986
Advantage: 55

Meryer (Shanghai) Chemical Technology Co., Ltd.

Tel: 021-61259108 18621169109
Fax: 86-21-61259102
Email: market03@meryer.com
Country: China
ProdList: 40228
Advantage: 62

3B Pharmachem (Wuhan) International Co.,Ltd.

Tel: 821-50328103-801 18930552037
Fax: 86-21-50328109
Email: 3bsc@sina.com
Country: China
ProdList: 15839
Advantage: 69

future industrial shanghai co., ltd

Tel: 400-0066400 13621662912
Fax: 021-55660885
Email: sales@jonln.com
Country: China
ProdList: 1995
Advantage: 65

Chembest Research Laboratories Limited

Tel: +86-21-20908456
Fax: 021-58180499
Email: sales@BioChemBest.com
Country: China
ProdList: 6005
Advantage: 61

Alfa Aesar

Tel: 400-6106006
Fax: 021-67582001/03/05
Email: saleschina@alfa-asia.com
Country: China
ProdList: 30123
Advantage: 84

TCI (Shanghai) Development Co., Ltd.

Tel: 021-67121386
Fax: 021-67121385
Email: Sales-CN@TCIchemicals.com
Country: China
ProdList: 24529
Advantage: 81

Beijing HwrkChemical Technology Co., Ltd

Tel: 010-89508211 18501085097
Fax: 010-89508210
Email: sales.bj@hwrkchemical.com
Country: China
ProdList: 8418
Advantage: 55

Energy Chemical

Tel: 021-021-58432009 400-005-6266
Fax: 021-58436166
Email: sales8178@energy-chemical.com
Country: China
ProdList: 44688
Advantage: 61

Capot Chemical Co., Ltd

Tel: +86 (0) 571 85 58 67 18
Fax: 0086-571-85864795
Email: sales@capotchem.com
Country: China
ProdList: 18207
Advantage: 66

Beijing Ouhe Technology Co., Ltd

Tel: 010-82967028 13552068683
Fax: +86-10-82967029
Email: 2355560935@qq.com
Country: China
ProdList: 12390
Advantage: 60

Feiyang Biotechnology Co., Ltd

Tel: 0533-7866336 13573361699
Fax: +86-533-7866337
Email: sales@chemfy.com
Country: China
ProdList: 524
Advantage: 62

JinYan Chemicals(ShangHai) Co.,Ltd.

Tel: 13817811078
Fax: 86-021-50426522,50426273
Email: sales@jingyan-chemical.com
Country: China
ProdList: 9976
Advantage: 60

Jia Xing Isenchem Co.,Ltd

Tel: 0573-85285100 18627885956
Fax: 0573-85285100
Email: isenchem@163.com
Country: China
ProdList: 9513
Advantage: 66

Shanghai Longsheng chemical Co.,Ltd.

Tel: 021-58099652-8005 13585536065
Fax: 021-58099609
Email: bin.wu@shlschem.com
Country: China
ProdList: 9809
Advantage: 59

Nanjing Chemlin Chemical Co., Ltd

Tel: 025-83697070
Fax: +86-25-83453306
Email: info@chemlin.com.cn
Country: China
ProdList: 19179
Advantage: 64

Shanghai Hanhong Scientific Co.,Ltd.

Tel: 021-54306202 13764082696
Email: info@hanhongsci.com
Country: China
ProdList: 42958
Advantage: 64

Chemsky（shanghai）International Co.,Ltd.

Tel: 021-50135380
Email: shchemsky@sina.com
Country: China
ProdList: 32321
Advantage: 50

EnciPharmatech Co., Ltd

Tel: 025-52714267-66 13813902930
Fax: 86 025 52714266
Email: stephen_shengll@hotmail.com
Country: China
ProdList: 232
Advantage: 64

China DongFan Chemical Co.,LTD

Tel: 86-0571-85151182
Fax: 86-0571-85151182
Country: China
ProdList: 5691
Advantage: 66

XiaoGan ShenYuan ChemPharm co,ltd

Tel: 15527768850
Email: 1791901229@qq.com
Country: China
ProdList: 8836
Advantage: 52

Beijing Isomersyn Technology CO;LTD

Tel: 010-82954736 13391601435
Email: sales@isomersyn.com
Country: China
ProdList: 3295
Advantage: 57

Shandong Xiya Chemical Co., Ltd

Tel: 4009903999 13355009207
Fax: 0539-6365991
Email: 3007715519@qq.com
Country: China
ProdList: 18738
Advantage: 57

Daicel Chiral Technologies (China)CO.,LTD

Tel: 021-50460086-9 15921403865
Fax: +86-21-50462321
Email: han_yajun@dctc.daicel.com
Country: China
ProdList: 7195
Advantage: 65

Syntechem Co.,Ltd

Tel
Fax: E-Mail Inquiry
Email: info@syntechem.com
Country: China
ProdList: 12984
Advantage: 57

Sichuan Kulinan Technology Co., Ltd

Tel: 400-1166-196 18981987031
Fax: 028-84555506 800101999
Email: cdhxsj@163.com
Country: China
ProdList: 11707
Advantage: 57

Tianjin heowns Biochemical Technology Co., Ltd.

Tel: 400 638 7771
Email: sales@heowns.com
Country: China
ProdList: 14435
Advantage: 57

Sinopharm Chemical Reagent Co,Ltd.

Tel: 86-21-63210123
Fax: 86-21-63290778 86-21-63218885
Email: sj_scrc@sinopharm.com
Country: China
ProdList: 9815
Advantage: 79

Hangzhou Yuhao Chemical Technology Co., Ltd

Tel: 0571-82693216
Fax: +86-571-82880190
Email: info@yuhaochemical.com
Country: China
ProdList: 9387
Advantage: 52

ZhengZhou HuaWen Chemical Co.Ltd

Tel: 0370-2785118 17550508557
Fax: QQ：3470079902
Email: 675141927@qq.com
Country: China
ProdList: 3203
Advantage: 55

Shanghai Sphchem Co., Ltd.

Tel: 21-21-56491756 13512199871
Fax: 021-5649-1756
Email: sales@panhongchem.com
Country: China
ProdList: 4000
Advantage: 55

Spectrum Chemical Manufacturing Corp.

Tel: 021-021-021-67601398-809-809-809 15221380277
Fax: 021-57711696
Email: marketing_china@spectrumchemical.com
Country: China
ProdList: 9658
Advantage: 60

Wuhan Fortuna Chemical Co., Ltd

Tel: 027-59207852 13308628970
Fax: QQ3130921841
Email: buy@fortunachem.com
Country: China
ProdList: 2866
Advantage: 58

Dalian Meilun Biotech Co., Ltd.

Tel: 0411-62910999 13889544652
Email: meilunui@163.com
Country: China
ProdList: 4727
Advantage: 58

Nanjing Asian Chemical Co., Ltd.

Tel: +86 (25) 82263158
Fax: +86 (25) 82263168
Country: China
ProdList: 262
Advantage: 60

ShangHai YuanYe Biotechnology Co., Ltd.

Tel: 021-61312847 13636370518
Fax: 021-55068248
Email: shyysw007@163.com
Country: China
ProdList: 4940
Advantage: 60

Chengdu Ai Keda Chemical Technology Co., Ltd.

Tel: 4008-755-333 18080918076
Fax: 028-86757656
Email: 800078821@qq.com
Country: China
ProdList: 9718
Advantage: 55

T&W GROUP

Tel: 021-61551611 13296011611
Fax: ＋86 21-50676805
Email: contact@trustwe.com
Country: China
ProdList: 9895
Advantage: 58

Shanghai civi chemical technology co.,Ltd

Tel: 86-21-34053660
Fax: 86-21-34053661
Email: sale@labgogo.com
Country: China
ProdList: 9865
Advantage: 52

Thermo Fisher Scientific

Tel: 800-810-5118
Fax: +86-10-84193589
Email: cnchemical@thermofisher.com
Country: China
ProdList: 17770
Advantage: 75

Haoyuan Chemexpress Co., Ltd.

Tel: 021-58950125
Fax: (86) 21-58955996
Email: info@chemexpress.com
Country: China
ProdList: 7552
Advantage: 61

Less

View Lastest Price from 2-Deoxy-D-glucose manufacturers

HebeiShuoshengImportandExportco.,Ltd

Product: 2-Deoxy-D-glucose 154-17-6
Price: US $6.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 2000KG/Month
Release date: 2024-08-07

Hebei Zhuanglai Chemical Trading Co.,Ltd

Product: 2-Deoxy-D-Glucose 154-17-6
Price: US $85.00-35.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20ton
Release date: 2024-05-21

Hebei Longbang Technology Co., Ltd

Product: 2-Deoxy-D-glucose 154-17-6
Price: US $6.00/kg
Min. Order: 1kg
Purity: More than 99%
Supply Ability: 2000KG/Month
Release date: 2024-05-29

154-17-6, 2-Deoxy-D-glucoseRelated Search:

Chenodeoxycholic acid D(+)-Glucose Desogestrel CORN SYRUP D-Glucose monohydrate Ursodeoxycholic acid Glucose oxidase L-GLUCOSE METHYL BETA-D-GLUCOPYRANOSIDE Phlorizin D-METHAMPHETAMINE DNA, SINGLE STRANDED, IMM. ON CELLULOSE, FROM CALF THYMUS* (-)-2-[METHYLAMINO]-1-PHENYLPROPANE HELICIN 2'-NITROPHENYL-2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE LIQUID GLUCOSE ALPHA-D-GALACTOSE-1-PHOSPHATE DIPOTASSIUM SALT DIHYDRATE Maltitol

2-deoxy-d-arabino-hexos

2-deoxy-d-glucos

2-deoxy-d-mannose

2-deoxy-glucos

2-desoxy-d-glucose

D-2-GLUCODESOSE

2-DEOXY-D-GLUCOSE GRADE III F&D VERSION

2-DEOXY-D-GLUCOSE, 99%, MIXTURE OF ANOMERS

6-HYDROXYMETHYL-5-METHYL-TETRAHYDRO-PYRAN-2,4,5-TRIOL

2-Deoxy-D-Glucose,2-Dg

2-Deoxy-D-Glucose98.0-100.0%

D-arabino-Hexose, 2-deoxy-

2-DEOXY-D-GLUCOSE,REAGENT

DEOXY-D-GLUCOSE, 2-(P)

2-DEOXY-D-ARABINOHEXOSE

2-DEOXY-D-GLUCOSE

2-DEOXYGLUCOSE

2-Deoxy-D-Arabino

2-deoxy-D-glucose grade ii

2-deoxy-D-glucose grade iii

2-deoxy-D-glucose sigmaultra

2-deoxy-D-glucose, mixture of anomers

2-DEOXY-D-GLUCOSE extrapure

(3R,4S,5R)-3,4,5,6-tetrahydroxyhexanal

2-Deoxy-D-glucose,99%

2-Deoxy-D-glucose, Min. 98%

2-dg

ba2758

d-2-deoxyglucose

DEOXY-D-GLUCOSE, 2-(RG)

deoxyglucose

nsc15193

DEOXY-D-GLUCOSE,2-

D-Arabino-2-deoxyhexose

2-Deoxy-D-glucose,2-Deoxy-D-arabinohexose

D-Arabino-2-desoxyhexose

(4R,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,4,5-triol

2-Deoxy-D-Glucose (100 mg) (AS)

2-deoxy-d-[UL-13C6]glucose

D-2dGlc

D-arabino-Hexopyranose, 2-deoxy-

D-arabino-Hexose, 2-deoxy- (6CI,8CI,9CI)

2-Deoxy-D-glucose, >=98%

(4R,5S,6R)-6-(hydroxymethyl)oxane-2,4,5-triol

2-DEOXY-D-GLUCOSE >= 98% (GC), CRYST

2-Deoxy-D-Glucose (100 mg)

2-DG, 2-Deoxy-D-glucose

2-Dexoy-D-Glucose

2-Dexoy-D-Glucose 98% (2-DG)

2-Deoxy-D-glucose &gt

Deoxy D

2-Deoxy- D -g

2-Deoxy- D -gL

2-Deoxy-D-glucose USP/EP/BP

2-deoxy-dextro-glucose

Hot Sell 2-Deoxyglucose 2-Deoxy-D-Glucose CAS 154-17-6 2-Dg 2-Deoxyglucose Powder

2-Deoxy-D-GlucoseQ: What is 2-Deoxy-D-Glucose Q: What is the CAS Number of 2-Deoxy-D-Glucose Q: What is the storage condition of 2-Deoxy-D-Glucose

2-Deoxy-D-Glucose (2-DG) extrapure AR, 99.9%