3-Fucosyllactose (BioDeep_00000021672)

   

human metabolite Endogenous


代谢物信息卡片


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

化学式: C18H32O15 (488.1741122)
中文名称: 3-岩藻糖
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1C(C(C(C(O1)OC2C(C(OC(C2O)OC3C(OC(C(C3O)O)O)CO)CO)O)O)O)O
InChI: InChI=1S/C18H32O15/c1-4-7(21)9(23)12(26)17(29-4)33-15-8(22)5(2-19)31-18(13(15)27)32-14-6(3-20)30-16(28)11(25)10(14)24/h4-28H,2-3H2,1H3/t4-,5+,6+,7+,8-,9+,10+,11+,12-,13+,14+,15-,16?,17-,18-/m0/s1

描述信息

3-Fucosyllactose is a milk oligosaccharide isolated in 1958 (PMID: 13546862), and that was also isolated for the first time from the urine of a blood group O, nonsecretor, woman during pregnancy and lactation in 1977 (PMID: 838696). Is resistant to enzymic hydrolysis in the gastrointestinal tract of the infant; it is postulated that they reach the large intestine where they serve as substrates for bacterial metabolism. (PMID 10837303).
3-Fucosyllactose is a milk oligosaccharide isolated in 1958 (PMID: 13546862), and that was also isolated for the first time from the urine of a blood group O, nonsecretor, woman during pregnancy and lactation in 1977 (PMID: 838696)

同义名列表

7 个代谢物同义名

(2S,3S,4R,5S,6S)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-4-yl]oxy}-6-methyloxane-3,4,5-triol; O-6-Deoxy-alpha-L-galactopyranosyl-(1->3)-O-[b-delta-galactopyranosyl-(1->4)]- D-glucose; (3R,4S)-4-[[(2S,6S)-6-methyl-2,6-dihydropyran-2-yl]oxy]-3,4-dihydro-2H-pyran-2,3-diol; O-6-Deoxy-alpha-L-galactopyranosyl-(1->3)-O-[b-D-galactopyranosyl-(1->4)]- D-glucose; O-6-Deoxy-a-L-galactopyranosyl-(1->3)-O-[b-D-galactopyranosyl-(1->4)]- D-glucose; 3-O-Fucosyllactose; 3-Fucosyllactose



数据库引用编号

8 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

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BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

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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。

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

  • Chunli Kong, Renate Akkerman, Cynthia E Klostermann, Martin Beukema, Marjolein M P Oerlemans, Henk A Schols, Paul de Vos. Distinct fermentation of human milk oligosaccharides 3-FL and LNT2 and GOS/inulin by infant gut microbiota and impact on adhesion of Lactobacillus plantarum WCFS1 to gut epithelial cells. Food & function. 2021 Dec; 12(24):12513-12525. doi: 10.1039/d1fo02563e. [PMID: 34811557]
  • Eva M Moya-Gonzálvez, Antonio Rubio-Del-Campo, Jesús Rodríguez-Díaz, María J Yebra. Infant-gut associated Bifidobacterium dentium strains utilize the galactose moiety and release lacto-N-triose from the human milk oligosaccharides lacto-N-tetraose and lacto-N-neotetraose. Scientific reports. 2021 12; 11(1):23328. doi: 10.1038/s41598-021-02741-x. [PMID: 34857830]
  • Zhijian Ni, Jinyong Wu, Zhongkui Li, Lixia Yuan, Yu Wang, Xiangsong Chen, Jianming Yao. Enhanced bioproduction of fucosylated oligosaccharide 3-fucosyllactose in engineered Escherichia coli with an improved de novo pathway. Bioscience, biotechnology, and biochemistry. 2021 Jun; 85(7):1772-1781. doi: 10.1093/bbb/zbab074. [PMID: 33904902]
  • Mikiyasu Sakanaka, Morten Ejby Hansen, Aina Gotoh, Toshihiko Katoh, Keisuke Yoshida, Toshitaka Odamaki, Hiroyuki Yachi, Yuta Sugiyama, Shin Kurihara, Junko Hirose, Tadasu Urashima, Jin-Zhong Xiao, Motomitsu Kitaoka, Satoru Fukiya, Atsushi Yokota, Leila Lo Leggio, Maher Abou Hachem, Takane Katayama. Evolutionary adaptation in fucosyllactose uptake systems supports bifidobacteria-infant symbiosis. Science advances. 2019 08; 5(8):eaaw7696. doi: 10.1126/sciadv.aaw7696. [PMID: 31489370]
  • 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]
  • Takahiro Matsuki, Kana Yahagi, Hiroshi Mori, Hoshitaka Matsumoto, Taeko Hara, Saya Tajima, Eishin Ogawa, Hiroko Kodama, Kazuya Yamamoto, Takuji Yamada, Satoshi Matsumoto, Ken Kurokawa. A key genetic factor for fucosyllactose utilization affects infant gut microbiota development. Nature communications. 2016 06; 7(?):11939. doi: 10.1038/ncomms11939. [PMID: 27340092]
  • Gisela A Weiss, Christophe Chassard, Thierry Hennet. Selective proliferation of intestinal Barnesiella under fucosyllactose supplementation in mice. The British journal of nutrition. 2014 May; 111(9):1602-10. doi: 10.1017/s0007114513004200. [PMID: 24411010]
  • S Yonezawa, E Sato, T Miyauchi, T Muramatsu. [Studies on tumor markers using new anti-carbohydrate antibodies]. Gan no rinsho. Japan journal of cancer clinics. 1983 May; 29(6):659-62. doi: NULL. [PMID: 6876436]