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3-DEOXYGLUCOSONE

Product Name
3-DEOXYGLUCOSONE
CAS No.
4084-27-9
Chemical Name
3-DEOXYGLUCOSONE
Synonyms
3DG;3-DEOXYGLUCOSONE;d-3-deoxyglucosone;3-Deoxy-D-glucosone;2-Keto-3-deoxyglucose;3-Deoxy-D-glucosone ,95%;2-Keto-3-Deoxyglucose-13C;3-Deoxy-D-erythro-hexulose;Glucuronic Acid Impurity 8;3-deoxy-d-erythro-hexosulos
CBNumber
CB5372027
Molecular Formula
C6H10O5
Formula Weight
162.14
MOL File
4084-27-9.mol
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3-DEOXYGLUCOSONE Property

Melting point:
73-75°C
Boiling point:
208.81°C (rough estimate)
Density 
1.2132 (rough estimate)
refractive index 
1.4230 (estimate)
RTECS 
MQ3390000
storage temp. 
Hygroscopic, -20°C Freezer, Under Inert Atmosphere
solubility 
Methanol (Slightly), Water (Slightly, Sonicated)
form 
Solid
pka
13.17±0.20(Predicted)
color 
Yellow
Water Solubility 
Soluble in water, methanol or hot ethanol.
Stability:
Hygroscopic
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Safety

Hazard Codes 
Xi
Safety Statements 
24/25
WGK Germany 
3
HS Code 
29329990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
75762
Product name
3-Deoxyglucosone
Purity
≥75% (TLC)
Packaging
5mg
Price
$283
Updated
2025/07/31
Cayman Chemical
Product number
16347
Product name
3-deoxy Glucosone
Purity
≥95%
Packaging
1mg
Price
$62
Updated
2024/03/01
Cayman Chemical
Product number
16347
Product name
3-deoxy Glucosone
Purity
≥95%
Packaging
5mg
Price
$225
Updated
2024/03/01
Cayman Chemical
Product number
16347
Product name
3-deoxy Glucosone
Purity
≥95%
Packaging
10mg
Price
$388
Updated
2024/03/01
Usbiological
Product number
D3187-85J
Product name
3-Deoxyglucosone
Packaging
10mg
Price
$496
Updated
2021/12/16
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3-DEOXYGLUCOSONE Chemical Properties,Usage,Production

Description

3-deoxy Glucosone is a highly reactive 2-oxoaldehyde intermediate of the Maillard reaction produced during oxidative stress in response to excess sugar consumption and in association with diabetes. It is a precursor for the formation of advanced glycation endproducts and because it readily reacts with protein amino groups is also used for crosslinking studies. 3-deoxy Glucosone can be used as a reference for the analysis and detection of glucose degradation products and glycating agents.

Chemical Properties

Amorphous Yellow Solid

Uses

An intermediate in the Maillard reaction of proteins with glucose, which is metabolised to 3-Deoxyfructose. An intermediate in the formation of pyrraline, which might contribute to a pathological effect, such as carcinogenesis

Uses

Frequently used as a reference for the analysis and detection of glucose degradation products and glycating agents. Also used for cross-linking studies as it readily reacts with protein amino groups.

Definition

ChEBI: A deoxyketohexose comprising the open-chain form of D-glucose lacking the -OH group at the 3-position and having the keto group at the 2-position.

in vivo

3-Deoxyglucosone (intragastric administration; 20 mg/kg; single dose)?impairs glucose tolerance with increased AUC, but the plasma glucagon levels are not significantly different. It developes impaired glucose regulation (IGR) with obviously pancreatic islet cell dysfunction in kunming mice and SD-rats[2].3-deoxyglucosone?(gastric gavage; 5-50 mg/kg; once daily; 2 weeks) is significantly increased in the upper small intestine (1.4-fold), lower small intestine (1.4-fold), ileum (1.4-fold) and colon (two fold) compared with the basal levels in the corresponding control group. In addition, the protein expressions of TAS1R2, TAS1R3 and TRPM5 in both duodenum and colon are significantly decreased[3].

Animal Model:SD rats[3]
Dosage:5, 20 and 50 mg/kg
Administration:oral administration; once daily; 2 weeks
Result:Was capable of accumulating in?intestinal?tissue?and thereby decreased?secretion?of?GLP-1?and insulin. ?

References

[1] H YAMADA. Increase in 3-deoxyglucosone levels in diabetic rat plasma. Specific in vivo determination of intermediate in advanced Maillard reaction.[J]. The Journal of Biological Chemistry, 1994, 269 32: 20275-20280.
[2] HITOMI KUSUNOKI. Relation between serum 3-deoxyglucosone and development of diabetic microangiopathy.[J]. Diabetes Care, 2003, 26 6: 1889-1894. DOI: 10.2337/diacare.26.6.1889
[3] TOSHIMITSU NIWA  Saori T. 3-Deoxyglucosone and AGEs in uremic complications: Inactivation of glutathione peroxidase by 3-deoxyglucosone[J]. Kidney international, 2001, 59: Pages S37-S41. DOI: 10.1046/j.1523-1755.2001.59780037.x
[4] PAUL J THORNALLEY H M A Langborg. Formation of glyoxal, methylglyoxal and 3-deoxyglucosone in the glycation of proteins by glucose.[J]. The Ukrainian Biochemical Journal, 1999, 16 1: 109-116. DOI: 10.1042/bj3440109

3-DEOXYGLUCOSONE Preparation Products And Raw materials

Raw materials

Preparation Products

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3-DEOXYGLUCOSONE Suppliers

J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15838
Advantage
69
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
18333
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Beijing Qinling Mountains Pharmaceutical Co., Ltd.
Tel
010-61241352 18901327973
Email
834537306@qq.com
Country
China
ProdList
530
Advantage
58
Shanghai Macklin Biochemical Co.,Ltd.
Tel
15221275939
Fax
021-50706099
Email
shenlinxing@macklin.cn
Country
China
ProdList
15873
Advantage
55
Shanghai Kewel Chemical Co., Ltd.
Tel
021-64609169 18901607656
Fax
021-64609160
Email
greensnown@163.com
Country
China
ProdList
9906
Advantage
50
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66028182 18626450290
Email
yftan@aikonchem.com
Country
China
ProdList
16679
Advantage
50
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9803
Advantage
58
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
71826
Advantage
60
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View Lastest Price from 3-DEOXYGLUCOSONE manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
3-Deoxy-D-glucosone 4084-27-9
Price
US $0.00/G
Min. Order
10G
Purity
98%min
Supply Ability
30kg/month
Release date
2023-02-11
Shaanxi Dideu Medichem Co. Ltd
Product
3-DEOXYGLUCOSONE 4084-27-9
Price
US $30.00-20.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200000KG
Release date
2024-08-01

4084-27-9, 3-DEOXYGLUCOSONERelated Search:


  • 3-deoxy-d-erythro-hexos-2-ulose
  • 3-deoxy-d-erythro-hexosulos
  • d-3-deoxyglucosone
  • 3DG
  • 3-DEOXY-D-ERYTHRO-HEXULOSE2-KETO-3-DEOXYGLUCOSE
  • 3-DEOXYGLUCOSONE
  • 3-Deoxy-D-arabino-2-hexosulose
  • 3-Deoxy-D-erythro-2-hexosulose
  • (4S,5R)-4,5,6-trihydroxy-2-keto-hexanal
  • (4S,5R)-4,5,6-trihydroxy-2-oxohexanal
  • (4S,5R)-4,5,6-trihydroxy-2-oxo-hexanal
  • 3-Deoxy-D-erythro-Hexulose 2-Keto-3-Deoxyglucose 3DG
  • 3-Deoxy-D-glucosone
  • 3-Deoxy-D-glucosone, Min. 95%
  • 3-Deoxy-D-glucosone ,95%
  • (4S,5R)-2-Oxo-4,5,6-trihydroxyhexan-1-one
  • 2-Keto-3-deoxyglucose
  • 3-Deoxy-D-erythro-hexulose
  • 2-Keto-3-Deoxyglucose-13C
  • 3-Deoxy-D-erythro-hexulose-13C
  • 3-Deoxy-D-erythro-hexosulose
  • Fructose Glycerol Derivative 6 (3-Deoxyglucosone)
  • D-erythro-Hexos-2-ulose, 3-deoxy-
  • Glucuronic Acid Impurity 8
  • 3-deoxy-D-[UL-13C6]glucosone
  • 3-Deoxy-D-glucosone|||2-keto-3-Deoxyglucose
  • 4084-27-9
  • 4084-47-9
  • 13C & 2H Sugars
  • aldehydes
  • Carbohydrates & Derivatives
  • Intermediates