beta-N-Acetylglucosamine (BioDeep_00000014378)

 

Secondary id: BioDeep_00001868506

human metabolite Endogenous blood metabolite Volatile Flavor Compounds


代谢物信息卡片


N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

化学式: C8H15NO6 (221.089933)
中文名称: 甲壳素单体, N-乙酰葡萄糖胺
谱图信息: 最多检出来源 Homo sapiens(blood) 0.02%

Reviewed

Last reviewed on 2024-07-29.

Cite this Page

beta-N-Acetylglucosamine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/beta-n-acetylglucosamine (retrieved 2024-11-21) (BioDeep RN: BioDeep_00000014378). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC(=O)NC1C(C(C(OC1O)CO)O)O
InChI: InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6-,7-,8-/m1/s1

描述信息

beta-N-Acetylglucosamine is an acylaminosugar, which is an organic compound containing a sugar linked to a chain through an N-acyl group. This compound is water-soluble. Glycosylation with beta-N-acetylglucosamine is one of the most common post-translational modifications. All animals and plants dynamically attach and remove beta-N-acetylglucosamine at serine and threonine residues on myriad nuclear and cytoplasmic proteins. beta-N-Acetylglucosamine cycling, which is tightly regulated by the concerted actions of two highly-conserved enzymes, serves as a nutrient and stress sensor. Proteins glycosylated with beta-N-acetylglucosamine can be found in almost every intracellular compartment and almost every functional class (PMID: 17460662).

同义名列表

30 个代谢物同义名

N-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide; WURCS=2.0/1,1,0/[a2122h-1b_1-5_2*ncc/3=o]/1/; 2-Acetamido-2-deoxy-beta-delta-glucose; 2-Acetamido-2-deoxy-beta-D-glucose; beta-N-Acetyl-delta-glucosamine; 2-Acetamido-2-deoxy-b-D-glucose; 2-Acetylamino-2-deoxy-D-glucose; 2-Acetamido-2-deoxy-D-glucose; 2 Acetamido 2 deoxy D glucose; beta-N-Acetyl-D-glucosamine; N-Acetyl-beta-D-glucosamine; 2 Acetamido 2 deoxyglucose; 2-Acetamido-2-deoxyglucose; N-Acetyl-b-D-glucosamine; beta-N-Acetylglucosamine; N-Acetyl-β-D-glucosamine; b-N-Acetyl-D-glucosamine; N-Acetyl-D-glucosamine; N Acetyl D glucosamine; b-N-Acetylglucosamine; Β-N-acetylglucosamine; N-Acetyl glucosamine; N-Acetylglucosamine; Acetylglucosamine; GlcNAc-beta; BetaGlcNAc; GlcNAc-β; GlcNAc-b; chitin; Chitin



数据库引用编号

17 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(5)

BioCyc(12)

PlantCyc(0)

代谢反应

146 个相关的代谢反应过程信息。

Reactome(33)

BioCyc(46)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(66)

COVID-19 Disease Map(1)

PathBank(0)

PharmGKB(0)

4 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Meng Zhang, Wanhui Zhou, Yu Cao, Lele Kou, Chunwei Liu, Xiaoshuang Li, Boxi Zhang, Wenjin Guo, Bin Xu, Shize Li. O-GlcNAcylation regulates long-chain fatty acid metabolism by inhibiting ACOX1 ubiquitination-dependent degradation. International journal of biological macromolecules. 2024 May; 266(Pt 2):131151. doi: 10.1016/j.ijbiomac.2024.131151. [PMID: 38547945]
  • Lulu Chen, Mengxue Hu, Luojun Chen, Yihan Peng, Cai Zhang, Xin Wang, Xiangpan Li, Yi Yao, Qibin Song, Jing Li, Huadong Pei. Targeting O-GlcNAcylation in cancer therapeutic resistance: The sugar Saga continues. Cancer letters. 2024 Apr; 588(?):216742. doi: 10.1016/j.canlet.2024.216742. [PMID: 38401884]
  • Ruben Shrestha, Sumudu Karunadasa, TaraBryn S Grismer, Andres V Reyes, Shou-Ling Xu. SECRET AGENT O-GlcNAcylates Hundreds of Proteins Involved in Diverse Cellular Processes in Arabidopsis. Molecular & cellular proteomics : MCP. 2024 Apr; 23(4):100732. doi: 10.1016/j.mcpro.2024.100732. [PMID: 38336175]
  • Sang-Mo Kang, Arjun Adhikari, Eun-Hae Kwon, Ho-Jun Gam, Jin Ryeol Jeon, Ji-In Woo, In-Jung Lee. Influence of N-Acetylglucosamine and Melatonin Interaction in Modeling the Photosynthetic Component and Metabolomics of Cucumber under Salinity Stress. International journal of molecular sciences. 2024 Feb; 25(5):. doi: 10.3390/ijms25052844. [PMID: 38474090]
  • Zachary M Nelson, Garry D Leonard, Charlie Fehl. Tools for investigating O-GlcNAc in signaling and other fundamental biological pathways. The Journal of biological chemistry. 2023 Dec; 300(2):105615. doi: 10.1016/j.jbc.2023.105615. [PMID: 38159850]
  • Jia-Xuan Zhang, Xiao-le Liu, Li Wang, Zhen Fang. Two-stage process production of microbial lipid by co-fermentation of glucose and N-acetylglucosamine from food wastes with Cryptococcus curvatus. Bioresource technology. 2023 Nov; 387(?):129685. doi: 10.1016/j.biortech.2023.129685. [PMID: 37595808]
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  • Chao Wen, He-Chun Wu, Wen-Hong Ouyang, Jia-Xing Nie, Yi-Ping Guo, Feng Wang, Li-Li Hu, Jin-Hua Yang, Li-Juan Zheng, Jia-Lu Wang, Wei Huang, Guang-Ping Liang, Ren-Wang Jiang. Exploring the Catalytic Flexibility and Reversibility of Plant Glycosyltransferase HtUGT72AS1 for Glycodiversification of Phenolic Compounds. Journal of agricultural and food chemistry. 2023 Jun; ?(?):. doi: 10.1021/acs.jafc.3c01459. [PMID: 37260384]
  • Akiko Nakamoto, Natsuko Ohashi, Lucia Sugawara, Katsutaro Morino, Shogo Ida, Rachel J Perry, Ikki Sakuma, Tsuyoshi Yanagimachi, Yukihiro Fujita, Satoshi Ugi, Shinji Kume, Gerald I Shulman, Hiroshi Maegawa. O-GlcNAc modification is essential for physiological adipose expansion induced by high-fat feeding. American journal of physiology. Endocrinology and metabolism. 2023 May; ?(?):. doi: 10.1152/ajpendo.00263.2022. [PMID: 37224467]
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  • Rodolfo Zentella, Yan Wang, Emily Zahn, Jianhong Hu, Liang Jiang, Jeffrey Shabanowitz, Donald F Hunt, Tai-Ping Sun. SPINDLY O-fucosylates nuclear and cytoplasmic proteins involved in diverse cellular processes in plants. Plant physiology. 2023 Feb; ?(?):. doi: 10.1093/plphys/kiad011. [PMID: 36740243]
  • Maxence Noel, Daniel I Chasman, Samia Mora, James D Otvos, Christopher D Palmer, Patrick J Parsons, Jordan W Smoller, Richard D Cummings, Robert G Mealer. The Inflammation Biomarker GlycA Reflects Plasma N-Glycan Branching. Clinical chemistry. 2023 01; 69(1):80-87. doi: 10.1093/clinchem/hvac160. [PMID: 36254612]
  • Jin-Ichi Inokuchi, Shinji Go, Yoshio Hirabayashi. Synthesis of O-Linked Glycoconjugates in the Nervous System. Advances in neurobiology. 2023; 29(?):95-116. doi: 10.1007/978-3-031-12390-0_4. [PMID: 36255673]
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  • Naoko Okamoto, Megumi Maeda, Chiharu Yamamoto, Reo Kodama, Koichi Sugimoto, Yoshihito Shinozaki, Hiroshi Ezura, Yoshinobu Kimura. Construction of tomato plants with suppressed endo-β-N-acetylglucosaminidase activity using CRISPR-Cas9 mediated genome editing. Plant physiology and biochemistry : PPB. 2022 Nov; 190(?):203-211. doi: 10.1016/j.plaphy.2022.08.009. [PMID: 36130423]
  • Riccardo Zanni, Jesús Martínez-Cruz, María Gálvez-Llompart, Dolores Fernández-Ortuño, Diego Romero, Ramón García-Domènech, Alejandro Pérez-García, Jorge Gálvez. Rational Design of Chitin Deacetylase Inhibitors for Sustainable Agricultural Use Based on Molecular Topology. Journal of agricultural and food chemistry. 2022 Oct; 70(41):13118-13131. doi: 10.1021/acs.jafc.2c02377. [PMID: 36194443]
  • Lillian F Hyde, Yang Kong, Lihong Zhao, Sriganesh Ramachandra Rao, Jieping Wang, Lisa Stone, Andrew Njaa, Gayle B Collin, Mark P Krebs, Bo Chang, Steven J Fliesler, Patsy M Nishina, Jürgen K Naggert. A Dpagt1 Missense Variant Causes Degenerative Retinopathy without Myasthenic Syndrome in Mice. International journal of molecular sciences. 2022 Oct; 23(19):. doi: 10.3390/ijms231912005. [PMID: 36233305]
  • Jiqiang Chen, Xu Zou, Weixing Zhu, Yanwei Duan, Hans Merzendorfer, Zhangwu Zhao, Qing Yang. Fatty acid binding protein is required for chitin biosynthesis in the wing of Drosophila melanogaster. Insect biochemistry and molecular biology. 2022 10; 149(?):103845. doi: 10.1016/j.ibmb.2022.103845. [PMID: 36165873]
  • Wei Chen, Peng Cao, Yuansheng Liu, Ailing Yu, Dong Wang, Lei Chen, Rajamanikandan Sundarraj, Zhiguang Yuchi, Yong Gong, Hans Merzendorfer, Qing Yang. Structural basis for directional chitin biosynthesis. Nature. 2022 10; 610(7931):402-408. doi: 10.1038/s41586-022-05244-5. [PMID: 36131020]
  • Makoto Ogata, Mao Sakamoto, Noriko Yamauchi, Masato Nakazawa, Ami Koizumi, Remi Anazawa, Kenichi Kurumada, Kazuya I P J Hidari, Hiroyuki Kono. Optimization of the conditions for the immobilization of glycopolypeptides on hydrophobic silica particulates and simple purification of lectin using glycopolypeptide-immobilized particulates. Carbohydrate research. 2022 Sep; 519(?):108624. doi: 10.1016/j.carres.2022.108624. [PMID: 35749901]
  • Qiushi Chen, Yuanliang Zhang, Keren Zhang, Jie Liu, Huozhen Pan, Xinran Wang, Siqi Li, Dandan Hu, Zhilong Lin, Yun Zhao, Guixue Hou, Feng Guan, Hong Li, Siqi Liu, Yan Ren. Profiling the Bisecting N-acetylglucosamine Modification in Amniotic Membrane via Mass Spectrometry. Genomics, proteomics & bioinformatics. 2022 Aug; 20(4):648-656. doi: 10.1016/j.gpb.2021.09.010. [PMID: 35123071]
  • Joana Silva, Reynard Spiess, Andrea Marchesi, Sabine L Flitsch, Julie E Gough, Simon J Webb. Enzymatic elaboration of oxime-linked glycoconjugates in solution and on liposomes. Journal of materials chemistry. B. 2022 07; 10(26):5016-5027. doi: 10.1039/d2tb00714b. [PMID: 35723603]
  • Jiuyun Sun, Shuhua Li, Chunyang Fan, Kangjia Cui, Hongxiao Tan, Liping Qiao, Laifeng Lu. N-Acetylglucosamine Promotes Tomato Plant Growth by Shaping the Community Structure and Metabolism of the Rhizosphere Microbiome. Microbiology spectrum. 2022 06; 10(3):e0035822. doi: 10.1128/spectrum.00358-22. [PMID: 35665438]
  • Krishna Vasant Mutanwad, Doris Lucyshyn. Balancing O-GlcNAc and O-fucose in plants. The FEBS journal. 2022 06; 289(11):3086-3092. doi: 10.1111/febs.16038. [PMID: 34051053]
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  • Zhi-Kui Hao, Jian-Song Li, Dan-Hua Wang, Fei He, Jing-Shi Xue, Liang-Hong Yin, Hua-Bao Zheng. Efficient production of GlcNAc in an aqueous-organic system with a Chitinolyticbacter meiyuanensis SYBC-H1 mutant. Biotechnology letters. 2022 Apr; 44(4):623-633. doi: 10.1007/s10529-022-03248-9. [PMID: 35384608]
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