HexNAc-(Hex)3 (BioDeep_00000006128)

 

Secondary id: BioDeep_00001869245


代谢物信息卡片


O-beta-delta-galactopyranosyl-(1->3)-O-2-acetamido-2-deoxy-beta-delta-glucopyranosyl-(1->3)-O-beta-delta-galactopyranosyl-(1->4)-delta-Glucopyranonse

化学式: C26H45NO21 (707.248396)
中文名称: 乳糖-N-四糖
谱图信息: 最多检出来源 Viridiplantae(plant) 20.29%

分子结构信息

SMILES: CC(=O)NC1C(C(C(OC1OC2C(C(OC(C2O)OC3C(OC(C(C3O)O)O)CO)CO)O)CO)O)OC4C(C(C(C(O4)CO)O)O)O
InChI: InChI=1S/C26H45NO21/c1-6(32)27-11-21(47-25-18(39)15(36)12(33)7(2-28)44-25)13(34)8(3-29)43-24(11)48-22-14(35)9(4-30)45-26(19(22)40)46-20-10(5-31)42-23(41)17(38)16(20)37/h7-26,28-31,33-41H,2-5H2,1H3,(H,27,32)/t7-,8-,9-,10-,11-,12+,13-,14+,15+,16-,17-,18-,19-,20-,21-,22+,23?,24+,25+,26+/m1/s1

描述信息

同义名列表

7 个代谢物同义名

O-beta-delta-galactopyranosyl-(1->3)-O-2-acetamido-2-deoxy-beta-delta-glucopyranosyl-(1->3)-O-beta-delta-galactopyranosyl-(1->4)-delta-Glucopyranonse; O-beta-delta-galactopyranosyl-(1->3)-O-2-(acetylamino)-2-deoxy-beta-delta-glucopyranosyl-(1->3)-O-beta-delta-galactopyranosyl-(1->4)-delta-glucose; O-beta-D-galactopyranosyl-(1->3)-O-2-acetamido-2-deoxy-beta-D-glucopyranosyl-(1->3)-O-beta-D-galactopyranosyl-(1->4)-D-Glucopyranonse; O-beta-D-Galactopyranosyl-(1->3)-O-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1->3)-O-beta-D-galactopyranosyl-(1->4)-D-glucose; lacto-n-tetraose; HexNAc-(Hex)3; LNT



数据库引用编号

9 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)

0 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

  • Cristina Iribarren, Maria K Magnusson, Louise K Vigsnæs, Imran Aziz, Ingvild Dybdrodt Amundsen, Tanja Šuligoj, Nathalie Juge, Piyush Patel, Maria Sapnara, Lea Johnsen, Nikolaj Sørensen, Johanna Sundin, Hans Törnblom, Magnus Simrén, Lena Öhman. The Effects of Human Milk Oligosaccharides on Gut Microbiota, Metabolite Profiles and Host Mucosal Response in Patients with Irritable Bowel Syndrome. Nutrients. 2021 Oct; 13(11):. doi: 10.3390/nu13113836. [PMID: 34836092]
  • Jessica Ramadhin, Vanessa Silva-Moraes, Tamas Nagy, Thomas Norberg, Donald Harn. A Comparison of Two Structurally Related Human Milk Oligosaccharide Conjugates in a Model of Diet-Induced Obesity. Frontiers in immunology. 2021; 12(?):668217. doi: 10.3389/fimmu.2021.668217. [PMID: 34093565]
  • Sean Austin, Denis Cuany, Julien Michaud, Bernd Diehl, Begoña Casado. Determination of 2'-Fucosyllactose and Lacto-N-neotetraose in Infant Formula. Molecules (Basel, Switzerland). 2018 Oct; 23(10):. doi: 10.3390/molecules23102650. [PMID: 30332767]
  • E Vazquez, A Santos-Fandila, R Buck, R Rueda, M Ramirez. Major human milk oligosaccharides are absorbed into the systemic circulation after oral administration in rats. The British journal of nutrition. 2017 01; 117(2):237-247. doi: 10.1017/s0007114516004554. [PMID: 28179042]
  • Vera Bunesova, Christophe Lacroix, Clarissa Schwab. Fucosyllactose and L-fucose utilization of infant Bifidobacterium longum and Bifidobacterium kashiwanohense. BMC microbiology. 2016 10; 16(1):248. doi: 10.1186/s12866-016-0867-4. [PMID: 27782805]
  • Emma Elison, Louise K Vigsnaes, Laura Rindom Krogsgaard, Julie Rasmussen, Nikolaj Sørensen, Bruce McConnell, Thierry Hennet, Morten O A Sommer, Peter Bytzer. Oral supplementation of healthy adults with 2'-O-fucosyllactose and lacto-N-neotetraose is well tolerated and shifts the intestinal microbiota. The British journal of nutrition. 2016 Oct; 116(8):1356-1368. doi: 10.1017/s0007114516003354. [PMID: 27719686]
  • Khuchtumur Bum-Erdene, Hakon Leffler, Ulf J Nilsson, Helen Blanchard. Structural characterization of human galectin-4 C-terminal domain: elucidating the molecular basis for recognition of glycosphingolipids, sulfated saccharides and blood group antigens. The FEBS journal. 2015 Sep; 282(17):3348-67. doi: 10.1111/febs.13348. [PMID: 26077389]
  • Nina S Prasanphanich, Xuezheng Song, Jamie Heimburg-Molinaro, Anthony E Luyai, Yi Lasanajak, Christopher E Cutler, David F Smith, Richard D Cummings. Intact reducing glycan promotes the specific immune response to lacto-N-neotetraose-BSA neoglycoconjugates. Bioconjugate chemistry. 2015 Mar; 26(3):559-71. doi: 10.1021/acs.bioconjchem.5b00036. [PMID: 25671348]
  • JoMay Chow, Matthew R Panasevich, Danny Alexander, Brittany M Vester Boler, Mariana C Rossoni Serao, Trevor A Faber, Laura L Bauer, George C Fahey. Fecal metabolomics of healthy breast-fed versus formula-fed infants before and during in vitro batch culture fermentation. Journal of proteome research. 2014 May; 13(5):2534-42. doi: 10.1021/pr500011w. [PMID: 24628373]
  • Karen C Goehring, Adam D Kennedy, Pedro A Prieto, Rachael H Buck. Direct evidence for the presence of human milk oligosaccharides in the circulation of breastfed infants. PloS one. 2014; 9(7):e101692. doi: 10.1371/journal.pone.0101692. [PMID: 24999728]
  • Lars Bode, Louise Kuhn, Hae-Young Kim, Lauren Hsiao, Caroline Nissan, Moses Sinkala, Chipepo Kankasa, Mwiya Mwiya, Donald M Thea, Grace M Aldrovandi. Human milk oligosaccharide concentration and risk of postnatal transmission of HIV through breastfeeding. The American journal of clinical nutrition. 2012 Oct; 96(4):831-9. doi: 10.3945/ajcn.112.039503. [PMID: 22894939]
  • 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]
  • Hui Cheng, Zhijie Yang, Michele M Estabrook, Constance M John, Gary A Jarvis, Stephanie McLaughlin, J McLeod Griffiss. Human lipooligosaccharide IGG that prevents endemic meningococcal disease recognizes an internal lacto-N-neotetraose structure. The Journal of biological chemistry. 2011 Dec; 286(51):43622-43633. doi: 10.1074/jbc.m111.291583. [PMID: 22027827]
  • Guillermo Madico, Jutamas Ngampasutadol, Sunita Gulati, Ulrich Vogel, Peter A Rice, Sanjay Ram. Factor H binding and function in sialylated pathogenic neisseriae is influenced by gonococcal, but not meningococcal, porin. Journal of immunology (Baltimore, Md. : 1950). 2007 Apr; 178(7):4489-97. doi: 10.4049/jimmunol.178.7.4489. [PMID: 17372007]
  • Sunita Gulati, Andrew Cox, Lisa A Lewis, Frank St Michael, Jianjun Li, Ryan Boden, Sanjay Ram, Peter A Rice. Enhanced factor H binding to sialylated Gonococci is restricted to the sialylated lacto-N-neotetraose lipooligosaccharide species: implications for serum resistance and evidence for a bifunctional lipooligosaccharide sialyltransferase in Gonococci. Infection and immunity. 2005 Nov; 73(11):7390-7. doi: 10.1128/iai.73.11.7390-7397.2005. [PMID: 16239538]
  • T Murata, T Inukai, M Suzuki, M Yamagishi, A T Usui. Facile enzymatic conversion of lactose into lacto-N-tetraose and lacto-N-neotetraose. Glycoconjugate journal. 1999 Mar; 16(3):189-95. doi: 10.1023/a:1007020219275. [PMID: 10596893]
  • M M Estabrook, J M Griffiss, G A Jarvis. Sialylation of Neisseria meningitidis lipooligosaccharide inhibits serum bactericidal activity by masking lacto-N-neotetraose. Infection and immunity. 1997 Nov; 65(11):4436-44. doi: 10.1128/iai.65.11.4436-4444.1997. [PMID: 9353017]
  • S Borrelli, E L Roggen, D Hendriksen, J Jonasson, H J Ahmed, P Piot, P E Jansson, A A Lindberg. Monoclonal antibodies against Haemophilus lipopolysaccharides: clone DP8 specific for Haemophilus ducreyi and clone DH24 binding to lacto-N-neotetraose. Infection and immunity. 1995 Jul; 63(7):2665-73. doi: 10.1128/iai.63.7.2665-2673.1995. [PMID: 7790083]
  • T Feizi, J C Solomon, C T Yuen, K C Jeng, L G Frigeri, D K Hsu, F T Liu. The adhesive specificity of the soluble human lectin, IgE-binding protein, toward lipid-linked oligosaccharides. Presence of the blood group A, B, B-like, and H monosaccharides confers a binding activity to tetrasaccharide (lacto-N-tetraose and lacto-N-neotetraose) backbones. Biochemistry. 1994 May; 33(20):6342-9. doi: 10.1021/bi00186a038. [PMID: 8193150]
  • P Garin-Chesa, W J Rettig. Immunohistochemical analysis of LNT, NeuAc2----3LNT, and Lex carbohydrate antigens in human tumors and normal tissues. The American journal of pathology. 1989 Jun; 134(6):1315-27. doi: . [PMID: 2474254]
  • E A Kabat, J Liao, J Shyong, E F Osserman. A monoclonal IgM lambda macroglobulin with specificity for lacto-N-tetraose in a patient with bronchogenic carcinoma. Journal of immunology (Baltimore, Md. : 1950). 1982 Feb; 128(2):540-4. doi: . [PMID: 6798116]
  • G F Springer, H Tegtmeyer. Further evidence that carbohydrates are the immunodeterminant structures of blood group M and N specificities. Immunological communications. 1981; 10(2):157-71. doi: 10.3109/08820138109050694. [PMID: 6169631]
  • C M Tsai, D A Zopf, R Wistar, V Ginsburg. A human cold agglutinin which binds lacto-N-neotetraose. Journal of immunology (Baltimore, Md. : 1950). 1976 Sep; 117(3):717-21. doi: NULL. [PMID: 822101]