N-acetyl-D-Glucosamine
(Synonyms: N-乙酰-D-氨基葡萄糖; N-Acetyl-2-amino-2-deoxy-D-glucose) 目录号 : GC41283
N-acetyl-D-Glucosamine(GlcNAc)是葡萄糖的单糖衍生物,具有抗肿瘤和抗炎活性。
Cas No.:7512-17-6
Sample solution is provided at 25 µL, 10mM.
N-acetyl-D-Glucosamine (GlcNAc) is a monosaccharide derivative of glucose with antitumor and anti-inflammatory activities[1]. N-acetyl-D-Glucosamine is the D-isomer of N-acetylglucosamine and a basic structural unit for many key macromolecules in organisms[2]. N-acetyl-D-Glucosamine is a bacterial metabolite found in Escherichia coli[3]. As a monomer of chitin, N-acetyl-D-Glucosamine provides structural support for arthropods and fungi[4].
In vitro, treatment of peripheral blood mononuclear cells (PBMCs) with N-acetyl-D-Glucosamine (300μg/mL) for 48h or 96h induced cell proliferation, inhibited apoptosis, and increased the proportion of PBMCs expressing CD3-CD4, CD3-CD8, and CD3-CD56 antibodies[5].
In vivo, N-acetyl-D-Glucosamine (100, 300mg/kg) significantly inhibited tumor growth in Sarcoma 180 cell xenograft mice after oral treatment for 15 days and suppressed the expression of vascular endothelial growth factor (VEGF) mRNA in tumor tissue[5]. N-acetyl-D-Glucosamine (400mg/kg) significantly promoted the healing of cartilage lesions in rabbits after oral treatment for 3 weeks, especially the recovery of trochlear groove lesions[6].
References:
[1] Wang B, Mao J, Ma Y, et al. Synthesis, O-GlcNAc Modification, and Potential Applications of N-Acetylglucosamine Derivatives[J]. Natural Product Communications, 2024, 19(11): 1934578X241298913.
[2] Konopka J B. N‐acetylglucosamine functions in cell signaling[J]. Scientifica, 2012, 2012(1): 489208.
[3] Riemann L, Azam F. Widespread N-acetyl-D-glucosamine uptake among pelagic marine bacteria and its ecological implications[J]. Applied and environmental microbiology, 2002, 68(11): 5554-5562.
[4] Ahmedd S. Polysaccharides: Chitin and Chitosan[J]. Chitin and Chitosan: Physical and Chemical Properties, 2025, 1.
[5] Xu W, Jiang C, Kong X, et al. Chitooligosaccharides and N-acetyl-D-glucosamine stimulate peripheral blood mononuclear cell-mediated antitumor immune responses[J]. Molecular Medicine Reports, 2012, 6(2): 385-390.
[6] Tamai Y, Miyatake K, Okamoto Y, et al. Enhanced healing of cartilaginous injuries by N-acetyl-d-glucosamine and glucuronic acid[J]. Carbohydrate Polymers, 2003, 54(2): 251-262.
N-acetyl-D-Glucosamine(GlcNAc)是葡萄糖的单糖衍生物,具有抗肿瘤和抗炎活性[1]。N-acetyl-D-Glucosamine是N-乙酰基葡萄糖胺的D异构体,是生物体内许多关键大分子的基本结构单元[2]。N-acetyl-D-Glucosamine是细菌的代谢物,发现于Escherichia coli[3]。N-acetyl-D-Glucosamine作为几丁质的单体,为节肢动物和真菌提供结构支持[4]。
在体外,N-acetyl-D-Glucosamine(300μg/mL)处理外周血单核细胞(PBMCs)48h或96h,诱导了细胞增殖,抑制了细胞凋亡,增加了表达CD3-CD4、CD3-CD8 和CD3-CD56抗体的PBMC比例[5]。
在体内,N-acetyl-D-Glucosamine(100, 300mg/kg)通过口服治疗Sarcoma 180细胞异种移植小鼠15天,显著抑制了小鼠体内肿瘤的生长,抑制了肿瘤组织中血管内皮生长因子(VEGF)mRNA的表达[5]。N-acetyl-D-Glucosamine(400mg/kg)通过口服治疗软骨损伤兔子3周,显著促进了兔子的软骨损伤愈合,特别是滑车沟损伤的恢复非常显著[6]。
| Cell experiment [1]: | |
Cell lines | Peripheral blood mononuclear cells (PBMCs) |
Preparation Method | The PBMCs were placed in 96-well plates at a concentration of 106 cells/mL (100μL per well). Chitooligosaccharides (COS) or N-acetyl-D-Glucosamine (NAG) were added to the medium to obtain concentrations of 500, 300, 100 or 50μg/mL. The PBMCs cultured with normal medium were the positive controls. The cells were observed under a microscope and imaged. To assess the effect of various concentrations of COS and NAG on the proliferation and viability of the PBMCs, the samples were analyzed with the MTT method on the 2nd and the 4th day from the beginning of the treatments. |
Reaction Conditions | 50, 100, 300, 500μg/mL; 48h, 96h |
Applications | Chitooligosaccharides (COS) and N-acetyl-D-Glucosamine (NAG) induce PBMC proliferation. |
| Animal experiment [1]: | |
Animal models | Sarcoma 180-bearing mice |
Preparation Method | Sarcoma 180 cells were injected into the peritoneal cavity of the sarcoma 180-bearing mice. They were harvested from the peritoneal cavity of the tumor-bearing mice 7-9 days after inoculation, and suspended in an air-saturated phosphate buffer solution. The cells were then collected by centrifugation and resuspended in PBS at a concentration of 107 cells/ml and were subcutaneously transplanted into the right oxter region of the mice to obtain solid tumors. At day 1 post-inoculation, 80 mice were randomly divided into 8 groups. Chitooligosaccharides (COS) and N-acetyl-D-Glucosamine (NAG) solutions at the doses of 100, 300 and 500mg/kg, were administered by gavage every 2 days over a period of 15 days. The negative control group received 0.9% normal saline. The positive control group received cyclophosphamide (300mg/kg). At day 16 after subcutaneous transplantation, the mice were weighed and sacrificed. The solid tumor, thymus and spleen were weighed. |
Dosage form | 100, 300, 500mg/kg; 15 days; p.o. |
Applications | The tumor inhibition rates of the groups administered with 100mg/kg Chitooligosaccharides and 100 or 300mg/kg N-acetyl-D-Glucosamine were significantly higher than those of the normal control group. |
References: | |
| Cas No. | 7512-17-6 | SDF | |
| 别名 | N-乙酰-D-氨基葡萄糖; N-Acetyl-2-amino-2-deoxy-D-glucose | ||
| Canonical SMILES | O=CC(NC(=O)C)C(O)C(O)[C@H](O)CO | ||
| 分子式 | C8H15NO6 | 分子量 | 221.2 |
| 溶解度 | ≤10mg/ml in DMSO;0.25mg/ml in dimethyl formamide | 储存条件 | Store at -20°C, stored under nitrogen |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液;一旦配成溶液,请分装保存,避免反复冻融造成的产品失效。 储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。 为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。 |
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1 mg | 5 mg | 10 mg |
| 1 mM | 4.5208 mL | 22.604 mL | 45.208 mL |
| 5 mM | 904.2 μL | 4.5208 mL | 9.0416 mL |
| 10 mM | 452.1 μL | 2.2604 mL | 4.5208 mL |
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工作液浓度: mg/ml;
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2.
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- Purity: >98.00%
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