Lacto-N-fucopentaose-2 (BioDeep_00000026089)

   

human metabolite Endogenous


代谢物信息卡片


N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3R,4R,5R)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl]ethanimidate

化学式: C32H55NO25 (853.306302)
中文名称: 乳-N-岩藻戊糖 II
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=O)NC1C(OC2C(O)C(CO)OC(OC(C(O)CO)C(O)C(O)C=O)C2O)OC(CO)C(OC2OC(C)C(O)C(O)C2O)C1OC1OC(CO)C(O)C(O)C1O
InChI: InChI=1S/C32H55NO25/c1-8-16(42)20(46)22(48)30(51-8)56-26-14(7-38)54-29(15(33-9(2)39)27(26)57-31-23(49)21(47)18(44)12(5-36)52-31)58-28-19(45)13(6-37)53-32(24(28)50)55-25(11(41)4-35)17(43)10(40)3-34/h3,8,10-32,35-38,40-50H,4-7H2,1-2H3,(H,33,39)/t8-,10-,11+,12+,13+,14+,15+,16+,17+,18-,19-,20+,21-,22-,23+,24+,25+,26+,27+,28-,29-,30-,31-,32-/m0/s1

描述信息

Lacto-N-fucopentaose-2 is an oligosaccharide found in human milk and other biofluids. Lacto-N-fucopentaose-2 is an active pentasaccharide of the blood group Lewisa (Lea). Oligosaccharides of the blood group family decorate diverse glycoproteins and glycolipids on the surface of cells. Lacto-N-fucopentaose-2 and its sulfated and sialylated analogs, SuLNFPII and SLNFPII, are potent oligosaccharide ligands for the animal lectins, E- and L-selectin, and the natural killer cell receptor, NKR-P1. (PMID: 8639679) [HMDB]
Lacto-N-fucopentaose-2 is an oligosaccharide found in human milk and other biofluids. Lacto-N-fucopentaose-2 is an active pentasaccharide of the blood group Lewisa (Lea). Oligosaccharides of the blood group family decorate diverse glycoproteins and glycolipids on the surface of cells. Lacto-N-fucopentaose-2 and its sulfated and sialylated analogs, SuLNFPII and SLNFPII, are potent oligosaccharide ligands for the animal lectins, E- and L-selectin, and the natural killer cell receptor, NKR-P1. (PMID: 8639679).

同义名列表

14 个代谢物同义名

N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3R,4R,5R)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl]ethanimidate; N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3R,4R,5R)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl]oxy}oxan-4-yl]oxy}-6-(hydroxymethyl)-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl]acetamide; O-6-Deoxy-alpha-L-galactopyranosyl-(1->4)-O-[beta-delta-galactopyranosyl-(1->3)]-O-2-acetamido-2-deoxy-beta-delta-glucopyranosyl-(1->3)-O-beta-delta-galactopyranosyl-(1->4)-delta-glucopyranose; O-6-Deoxy-alpha-L-galactopyranosyl-(1->4)-O-[beta-delta-galactopyranosyl-(1->3)]-O-2-(acetylamino)-2-deoxy-beta-delta-glucopyranosyl-(1->3)-O-beta-delta-galactopyranosyl-(1->4)- D-glucose; O-6-Deoxy-alpha-L-galactopyranosyl-(1->4)-O-[beta-D-galactopyranosyl-(1->3)]-O-2-acetamido-2-deoxy-beta-D-glucopyranosyl-(1->3)-O-beta-D-galactopyranosyl-(1->4)-D-glucopyranose; O-6-Deoxy-alpha-L-galactopyranosyl-(1->4)-O-[beta-D-galactopyranosyl-(1->3)]-O-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1->3)-O-beta-D-galactopyranosyl-(1->4)- D-glucose; O-6-Deoxy-alpha-L-galactopyranosyl-(1->4)-O-[beta-D-galactopyranosyl-(1->3)]-O-2-acetamido-2-deoxy-beta-D-glucopyranosyl-(1->3)-O-b-D-galactopyranosyl-(1->4)-D-glucopyranose; O-6-Deoxy-alpha-L-galactopyranosyl-(1->4)-O-[beta-D-galactopyranosyl-(1->3)]-O-2-(acetylamino)-2-deoxy-b-D-glucopyranosyl-(1->3)-O-b-D-galactopyranosyl-(1->4)- D-glucose; Lacto-N-Fucopentaose II; Lacto-N-fucopentaose-2; FT-0638171; Lea penta; LNFP II; LNF II



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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。

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文献列表

  • Liulin Deng, Yehia M Ibrahim, Ahmed M Hamid, Sandilya V B Garimella, Ian K Webb, Xueyun Zheng, Spencer A Prost, Jeremy A Sandoval, Randolph V Norheim, Gordon A Anderson, Aleksey V Tolmachev, Erin S Baker, Richard D Smith. Ultra-High Resolution Ion Mobility Separations Utilizing Traveling Waves in a 13 m Serpentine Path Length Structures for Lossless Ion Manipulations Module. Analytical chemistry. 2016 09; 88(18):8957-64. doi: 10.1021/acs.analchem.6b01915. [PMID: 27531027]
  • Silvia Rudloff, Gottfried Pohlentz, Christian Borsch, Michael J Lentze, Clemens Kunz. Urinary excretion of in vivo ¹³C-labelled milk oligosaccharides in breastfed infants. The British journal of nutrition. 2012 Apr; 107(7):957-63. doi: 10.1017/s0007114511004016. [PMID: 21888740]
  • J Alexander, M F del Guercio, A Maewal, L Qiao, J Fikes, R W Chesnut, J Paulson, D R Bundle, S DeFrees, A Sette. Linear PADRE T helper epitope and carbohydrate B cell epitope conjugates induce specific high titer IgG antibody responses. Journal of immunology (Baltimore, Md. : 1950). 2000 Feb; 164(3):1625-33. doi: 10.4049/jimmunol.164.3.1625. [PMID: 10640784]
  • M Larkin, T J Ahern, M S Stoll, M Shaffer, D Sako, J O'Brien, C T Yuen, A M Lawson, R A Childs, K M Barone. Spectrum of sialylated and nonsialylated fuco-oligosaccharides bound by the endothelial-leukocyte adhesion molecule E-selectin. Dependence of the carbohydrate binding activity on E-selectin density. The Journal of biological chemistry. 1992 Jul; 267(19):13661-8. doi: ". [PMID: 1377689]
  • R W Loveless, T Feizi, R A Childs, T Mizuochi, M S Stoll, R G Oldroyd, P J Lachmann. Bovine serum conglutinin is a lectin which binds non-reducing terminal N-acetylglucosamine, mannose and fucose residues. The Biochemical journal. 1989 Feb; 258(1):109-13. doi: 10.1042/bj2580109. [PMID: 2649083]
  • W H Frey, B M Boman, D Newman, N D Goldberg. Manganese- and magnesium-dependent activities of soluble and particulate guanylate cyclase from sheep kidney outer medulla. The Journal of biological chemistry. 1977 Jun; 252(12):4298-304. doi: NULL. [PMID: 16928]
  • H J Hilderson, M J De Wolf, A R Lagrou, W S Dierick. Subcellular structure of bovine thyroid gland. A study on bovine thyroid membranes by buoyant-density-gradient centrifugation in a B-XIV zonal rotor. The Biochemical journal. 1975 Dec; 152(3):601-7. doi: 10.1042/bj1520601. [PMID: 5997]