3-葡萄糖醛酮

3-葡萄糖醛酮用途

3-Deoxyglucosone (3-Deoxy-D-glucosone) 是美拉德反应和多元醇途径的反应中间体 (intermediate)。3-Deoxyglucosone 与蛋白质氨基快速反应形成晚期糖基化终产物 (AGEs),例如咪唑啉酮,它是 3-DG 的最特异 AGE。3-Deoxyglucosone 可以与低葡萄糖协同作用以增强 GLP-1 分泌,可以作为糖尿病生物学检测的标志物。

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3-葡萄糖醛酮名称

[ CAS 号 ]:
4084-27-9

[ 中文名 ]:
3-葡萄糖醛酮

[ 英文名 ]:
D-3-Deoxyglucosone

[英文别名 ]:

3-Deoxy-D-erythro-hexos-2-ulose
3-Deoxyglucosone
3-Deoxy-D-erythro-hexosulose
(4S,5R)-4,5,6-trihydroxy-2-oxohexanal
D-erythro-Hexos-2-ulose, 3-deoxy-

3-葡萄糖醛酮生物活性

[ 描述 ]:

[ 相关类别 ]:

信号通路 >> 其他 >> 其他

研究领域 >> 代谢疾病

[参考文献]

[1]. Song X, et al. 3-Deoxyglucosone Induces Glucagon-Like Peptide-1 Secretion from STC-1 Cells via Upregulating Sweet Taste Receptor Expression under Basal Conditions.Int J Endocrinol. 2019 Oct 23;2019:4959646.

[2]. Wang F, et al. Acute Reduction of Incretin Effect and Glucose Intolerance in Rats by Single Intragastric Administration of 3-deoxyglucosone. Exp Clin Endocrinol Diabetes. 2017 Jan;125(1):4-11.

[3]. Zhang L, et al. Accumulation of intestinal tissue 3-deoxyglucosone attenuated GLP-1 secretion and its insulinotropic effect in rats. Diabetol Metab Syndr. 2016 Nov 29;8:78.

[4]. Niwa T, et al. 3-Deoxyglucosone: metabolism, analysis, biological activity, and clinical implication.J Chromatogr B Biomed Sci Appl. 1999 Aug 6;731(1):23-36.

3-葡萄糖醛酮物理化学性质

[ 密度 ]:
1.4±0.1 g/cm3

[ 沸点 ]:
400.1±45.0 °C at 760 mmHg

[ 熔点 ]:
73-75ºC

[ 分子式 ]:
C₆H₁₀O₅

[ 分子量 ]:
162.141

[ 闪点 ]:
209.9±25.2 °C

[ 精确质量 ]:
162.052826

[ PSA ]:
94.83000

[ LogP ]:
-2.38

[ 外观性状 ]:
固体

[ 蒸汽压 ]:
0.0±2.1 mmHg at 25°C

[ 折射率 ]:
1.512

[ 储存条件 ]:
室温

3-葡萄糖醛酮毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: MQ3390000

CHEMICAL NAME :: D-erythro-Hexosulose, 3-deoxy-

CAS REGISTRY NUMBER :: 4084-27-9

LAST UPDATED :: 199712

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C6-H10-O5

MOLECULAR WEIGHT :: 162.16

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 2 gm/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 227,117,1989

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3-葡萄糖醛酮安全信息

[ 个人防护装备 ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ 危害码 (欧洲) ]:
Xi

[ 危险品运输编码 ]:
NONH for all modes of transport

3-葡萄糖醛酮文献

3-Deoxyglucosone: a potential glycating agent accountable for structural alteration in H3 histone protein through generation of different AGEs.

PLoS ONE 10(2) , e0116804, (2015)

Advanced glycation end-products (AGEs) are heterogeneous group of compounds, known to be implicated in diabetic complications. One of the consequences of the Maillard reaction is attributed to the pro...

Studies on the Formation of Maillard and Caramelization Products from Glucosamine Incubated at 37 °C.

J. Agric. Food Chem. 63 , 6249-61, (2015)

This experiment compared the in vitro degradation of glucosamine (GlcN), N-acetylglucosamine, and glucose in the presence of NH3 incubated at 37 °C in phosphate buffer from 0.5 to 12 days. The reactio...

GC-MS Method for the Quantitation of Carbohydrate Intermediates in Glycation Systems.

J. Agric. Food Chem. 63 , 5911-9, (2015)

Glycation is a ubiquitous nonenzymatic reaction of carbonyl compounds with amino groups of peptides and proteins, resulting in the formation of advanced glycation end-products (AGEs) and thereby affec...

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