N-Acetyllactosamine (BioDeep_00000001388)

 

Secondary id: BioDeep_00000405453, BioDeep_00000897520

human metabolite PANOMIX_OTCML-2023 Endogenous Volatile Flavor Compounds


代谢物信息卡片


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

化学式: C14H25NO11 (383.14275399999997)
中文名称: N -乙酰- D- 乳糖胺
谱图信息: 最多检出来源 Homo sapiens(blood) 2.71%

分子结构信息

SMILES: CC(=O)NC(C=O)C(O)C(OC1OC(CO)C(O)C(O)C1O)C(O)CO.CC(=O)NC1C(O)OC(CO)C(OC2OC(CO)C(O)C(O)C2O)C1O
InChI: 2,6-14,17-18,20-24H,3-4H2,1H3,(H,15,19)

描述信息

N-Acetyllactosamine, also known as galb1-4glcnacb or lacnac, belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group. N-Acetyllactosamine exists in all living organisms, ranging from bacteria to humans.
Structural unit in higher oligosaccharides present in human milk
N-Acetyllactosamine (LacNAc), a nitrogen-containing disaccharide, is an important component of various oligosaccharides such as glycoproteins and sialyl Lewis X. N-Acetyllactosamine can be used as the starting material for the synthesis of various oligosaccharides. N-Acetyllactosamine has prebiotic effects[1][2].

同义名列表

22 个代谢物同义名

N-[(2R,3R,4R,5S,6R)-2,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide; beta-delta-Galactosyl-1,4-N-acetyl-beta-delta-glucosamine; beta-delta-Galactosyl-1,4-N-acetyl-delta-glucosamine; beta-D-Galactosyl-1,4-N-acetyl-beta-D-glucosamine; beta-D-Galactosyl-1,4-N-acetyl-D-glucosamine; b-D-Galactosyl-1,4-N-acetyl-b-D-glucosamine; Β-D-galactosyl-1,4-N-acetyl-β-D-glucosamine; Β-D-galactosyl-1,4-N-acetyl-D-glucosamine; b-D-Galactosyl-1,4-N-acetyl-D-glucosamine; N-Acetyl-beta-lactosamine; N-Acetyl-D-lactosamine; N-Acetyl-β-lactosamine; delta-Galactopyranosyl; N-Acetyl-b-lactosamine; Galbeta1-4glcnacbeta; N-Acetyl-lactosamine; N-acetyllactosamine; ACETYL lactosamine; D-Galactopyranosyl; Galb1-4glcnacb; LacNAc; N-Acetyllactosamine



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(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 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

  • Zhen Sun, Lili Zhang, Lihua Li, Chen Shao, Jia Liu, Mengxue Zhou, Zhongqun Wang. Galectin-3 mediates cardiac remodeling caused by impaired glucose and lipid metabolism through inhibiting two pathways of activating Akt. American journal of physiology. Heart and circulatory physiology. 2021 01; 320(1):H364-H380. doi: 10.1152/ajpheart.00523.2020. [PMID: 33275526]
  • Jing Han, Yiqing Pan, Yong Gu, Xiaoyan Xu, Ran Zhao, Jichen Sha, Rongrong Zhang, Jianxin Gu, Shifang Ren. Profiling of IgG N-glycome during mouse aging: Fucosylated diantennary glycans containing one Neu5Gc-linked LacNAc are associated with age. Journal of proteomics. 2020 10; 229(?):103966. doi: 10.1016/j.jprot.2020.103966. [PMID: 32891889]
  • Ben Cowper, Martin Lavén, Birgit Hakkarainen, Ezra Mulugeta. Glycan analysis of erythropoiesis-stimulating agents. Journal of pharmaceutical and biomedical analysis. 2020 Feb; 180(?):113031. doi: 10.1016/j.jpba.2019.113031. [PMID: 31838284]
  • Dominic Laaf, Pavla Bojarová, Helena Pelantová, Vladimír Křen, Lothar Elling. Tailored Multivalent Neo-Glycoproteins: Synthesis, Evaluation, and Application of a Library of Galectin-3-Binding Glycan Ligands. Bioconjugate chemistry. 2017 11; 28(11):2832-2840. doi: 10.1021/acs.bioconjchem.7b00520. [PMID: 28976746]
  • Hui Luo, Bin Liu, Lin Zhao, Jingni He, Tangzhiming Li, Lihuang Zha, Xiaohui Li, Qiangqiang Qi, Yuwei Liu, Zaixin Yu. Galectin-3 mediates pulmonary vascular remodeling in hypoxia-induced pulmonary arterial hypertension. Journal of the American Society of Hypertension : JASH. 2017 Oct; 11(10):673-683.e3. doi: 10.1016/j.jash.2017.07.009. [PMID: 28826890]
  • Thomas Fischöder, Dominic Laaf, Carina Dey, Lothar Elling. Enzymatic Synthesis of N-Acetyllactosamine (LacNAc) Type 1 Oligomers and Characterization as Multivalent Galectin Ligands. Molecules (Basel, Switzerland). 2017 Aug; 22(8):. doi: 10.3390/molecules22081320. [PMID: 28796164]
  • Anne-Roos S Frenay, Lili Yu, A Rogier van der Velde, Inge Vreeswijk-Baudoin, Natalia López-Andrés, Harry van Goor, Herman H Silljé, Willem P Ruifrok, Rudolf A de Boer. Pharmacological inhibition of galectin-3 protects against hypertensive nephropathy. American journal of physiology. Renal physiology. 2015 Mar; 308(5):F500-9. doi: 10.1152/ajprenal.00461.2014. [PMID: 25503732]
  • E Silva, G Kadirvel, R Jiang, N Bovin, D Miller. Multiple proteins from ejaculated and epididymal porcine spermatozoa bind glycan motifs found in the oviduct. Andrology. 2014 Sep; 2(5):763-71. doi: 10.1111/j.2047-2927.2014.00249.x. [PMID: 25079898]
  • Kosuke Nakamura, Hiromi Sakagami, Kimie Asanuma-Date, Nao Nagasawa, Yoshiaki Nakahara, Hiroshi Akiyama, Haruko Ogawa. Immobilized glycosylated Fmoc-amino acid for SPR: comparative studies of lectin-binding to linear or biantennary diLacNAc structures. Carbohydrate research. 2013 Dec; 382(?):77-85. doi: 10.1016/j.carres.2013.10.003. [PMID: 24211369]
  • Shui-Hua Wang, Chih-Ming Tsai, Kuo-I Lin, Kay-Hooi Khoo. Advanced mass spectrometry and chemical analyses reveal the presence of terminal disialyl motif on mouse B-cell glycoproteins. Glycobiology. 2013 Jun; 23(6):677-89. doi: 10.1093/glycob/cwt008. [PMID: 23363740]
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  • Etsuko Mori, Hiroyuki Fukuda, Shinobu Imajoh-Ohmi, Tsuneatsu Mori, Seiichi Takasaki. Purification of N-acetyllactosamine-binding activity from the porcine sperm membrane: possible involvement of an ADAM complex in the carbohydrate-binding activity of sperm. The Journal of reproduction and development. 2012; 58(1):117-25. doi: 10.1262/jrd.11-108n. [PMID: 22052010]
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  • Hiroko Matsushita-Oikawa, Mayumi Komatsu, Naoko Iida-Tanaka, Hiromi Sakagami, Tetsuko Kanamori, Isamu Matsumoto, Nobuko Seno, Haruko Ogawa. Novel carbohydrate-binding activity of bovine liver beta-glucuronidase toward lactose/N-acetyllactosamine sequences. Glycobiology. 2006 Oct; 16(10):891-901. doi: 10.1093/glycob/cwl016. [PMID: 16774908]
  • Romney M Hyland, Thomas P Griener, George L Mulvey, Pavel I Kitov, Om P Srivastava, Paola Marcato, Glen D Armstrong. Basis for N-acetyllactosamine-mediated inhibition of enteropathogenic Escherichia coli localized adherence. Journal of medical microbiology. 2006 Jun; 55(Pt 6):669-675. doi: 10.1099/jmm.0.46344-0. [PMID: 16687583]
  • Shoudou Kojima, Hironobu Eguchi, Tomomi Ookawara, Noriko Fujiwara, Jun Yasuda, Kazuhiko Nakagawa, Takehira Yamamura, Keiichiro Suzuki. Clostridium botulinum type A progenitor toxin binds to Intestine-407 cells via N-acetyllactosamine moiety. Biochemical and biophysical research communications. 2005 Jun; 331(2):571-6. doi: 10.1016/j.bbrc.2005.04.007. [PMID: 15850798]
  • Olivier Manches, Joel Plumas, Gabrielle Lui, Laurence Chaperot, Jean-Paul Molens, Jean-Jacques Sotto, Jean-Claude Bensa, Uri Galili. Anti-Gal-mediated targeting of human B lymphoma cells to antigen-presenting cells: a potential method for immunotherapy using autologous tumor cells. Haematologica. 2005 May; 90(5):625-34. doi: NULL. [PMID: 15921377]
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