13007-32-4

• 常用中文名：乳糖-N-新四糖
• 常用英文名：Lacto-N-neotetraose
• CAS号：13007-32-4
• 分子式：C₂₆H₄₅NO₂₁
• 分子量：707.63000
• 相关类别： 研究领域 炎症/免疫
• 发布时间：2018-03-30 08:00:00
• 更新时间：2026-07-01 12:07:44
• 乳糖-N-新四糖(LNnT)是一种内源性代谢物。乳糖-N-新四糖可抑制TNF-α诱导的未成熟上皮细胞分泌IL-8。乳糖-N-新四糖具有抗炎活性,可以改善伤口闭合[1][2][4]。

名称

• 中文名: 乳-N-新四糖
• 英文名: β-D-Gal-(1→4)-β-D-GlcNAc-(1→3)-β-D-Gal-(1→4)-D-Glc
• 中文别名: 乳-N-新四糖(2型链); N-((2S,3R,4R,5S,6R)-2-(((2R,3S,4S,5R,6S)-3,5-二羟基-2-(羟甲基)-6-(((2R,3R,4R,5R)-1,2,4,5-四羟基-6-氧代己烷-3-基)氧基)四氢-2H-吡喃-4-基)氧基)-4-羟基-6-(羟甲基-5-(((2S,3R,4S,5R,6R)-3,4,5-三羟基-6-(羟甲基)四氢-2H-吡喃-2-基)氧基)四氢-2H-吡喃-3-基)乙酰胺; 乳糖-N-新四糖(2型链); 乳-N-四糖(I型链)/乳-N-新四糖(II型链)混合物; 乳果糖杂质26; 乳糖-N-新四糖 / 核心结构类型2(LNnT/ neoLNT); 乳糖-N-新四糖LNNT
• 英文别名: Lacto-N-neotetraose (LNnT / neo-LNT); lacto-N-neo-tetraose from human milk; Lacto-N-neotetraose (LNnT / neo-LNT) linked to biotin (Linker-BT C); Lacto-N-neotetraose (LNnT / neo-LNT) afted on gel for affinity chromatoaphy (Linker-GEL A); 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]oxyoxan-4-yl]oxy-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]acetamide; LACTO-N-NEOTETRAOSE; Lacto-N-neotetraose (LNnT / neo-LNT) linked to fluorescein (Linker-FLUO A); NLCOSE4; NLCOSE; Lacto-N-neotetraose (LNnT / neo-LNT) with cyclic di-thiol (Linker-LIPO A); N-[(2S,3R,4R,5S,6R)-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]oxyoxan-4-yl]oxy-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]acetamide; Lacto-N-neotetraose (LNnT / neo-LNT) with terminal alkyne (Linker-CΞCH C); Lacto-N-neotetraose (LNnT / neo-LNT) afted on KLH; Neolactotetraose; Lacto-N-neotetraose (LNnT / neo-LNT) linked to biotin and fluorescein (Linker-BT-FLUO A); Lacto-N-neotetraose (LNnT / neo-LNT) with free terminal amine (Linker-NH2 D); Lacto-N-neotetraose (LNnT / neo-LNT) with customizable dual functionalization; LNnT, β-D-Gal-β-D-GlcNAc-β-D-Gal-D-Glc; Lacto-N-neotetraose (LNnT / neo-LNT) afted on HSA; Lacto-N-neotetraose (LNnT / neo-LNT) afted on BSA; Lacto-N-neotetraose (LNnT / neo-LNT) afted on CRM197; Lacto-N-neotetraose (LNnT / neo-LNT) linked to biotin (Linker-BT A); Lacto-N-neotetraose (LNnT / neo-LNT) with terminal alkyne (Linker-CΞCH B); Lacto-N-neotetraose (LNnT / neo-LNT) with free terminal amine (Linker-NH2 C); Lactulose Impurity 26; Lacto-N-neotetraose (LNnT / neo-LNT) Analytical Reference; Lacto-N-neotetraose (LNnT / neo-LNT) linked to maleimide (Linker-MAL A); BETA-D-GAL-[1-]-BETA-D-GLCNAC-[1-]-BETA-D-GAL-[1-]-D-GLC; Lacto-N-neotetraose (LNnT / neo-LNT) with terminal azide (Linker-N3 B); Lacto-N-neo-tetraose; beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-D-Glc; LNT/LNnT-mix[lacto-N-tetraose (type I chain)/lacto-N-neotetraose (type II chain); Lacto-N-neotetraose (LNnT / neo-LNT) linked to biotin and steic chain (Linker-BT-STEA A); Lacto-N-neotetraose (LNnT / neo-LNT) with DBCO (Linker-DBCO A); Lacto-N-neotetraose (LNnT / neo-LNT) linked to desthiobiotin (Linker-DBT-A); Lacto-N-neotetraose (LNnT / neo-LNT) linked to biotin (Linker-BT B); Lacto-N-neotetraose (LNnT / neo-LNT) afted on OVA; Lacto-N-neotetraose (LNnT / neo-LNT) with free terminal amine (Linker-NH2 B); Lacto-N-neotetraose (LNnT / neo-LNT) with terminal alkyne (Linker-CΞCH A); D-Glucose, O-β-D-galactopyranosyl-(1→4)-O-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→3)-O-β-D-galactopyranosyl-(1→4); Lacto-N-neotetraose (LNnT / neo-LNT) ( HPLC); Lacto-N-neotetraose (LNnT / neo-LNT) with steic chain (Linker-STEA A); Lacto-N-neotetraose ,>=; Lacto-N-neotetraose / Core structure type 2(LNnT/ neoLNT); Lacto-N-neotetraose (LNnT / neo-LNT) afted on gel for affinity chromatoaphy (Linker-GEL B); Lacto-N-neotetraose (LNnT / neo-LNT) with terminal azide (Linker-N3 A); GAL-BETA1,4GLCNA-CBETA1, 3GAL-BETA1, 4GLC; 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)tetrahydro-2H-pyran-4-yl)oxy)-4-hydroxy-6-(hydroxymethyl)-5-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl)acetamide; Galβ1,4GlcNAcβ1,3Galβ1,4Glc; Lacto-N-neotetraose (LNnT / neo-LNT) with free terminal amine (Linker-NH2 A) Hydrochloride form

物化性质

• 密度: 1.72g/cm3
• 沸点: 1173.6ºC at 760mmHg
• 分子式: C₂₆H₄₅NO₂₁
• 分子量: 707.63000
• 闪点: 663.6ºC
• 精确质量: 707.24800
• PSA: 356.70000
• 蒸汽压: 0mmHg at 25°C
• 折射率: 1.668
• 储存条件: 2-8°C

生物活性

• 描述: 乳糖-N-新四糖(LNnT)是一种内源性代谢物。乳糖-N-新四糖可抑制TNF-α诱导的未成熟上皮细胞分泌IL-8。乳糖-N-新四糖具有抗炎活性,可以改善伤口闭合[1][2][4]。
• 相关类别:
  研究领域 >> 炎症/免疫
• 靶点:

  Endogenous Metabolite[1], TNFR1[2].

• 体外研究: 乳糖-N-新四糖(5 mg/mL,24 h)诱导T84细胞分泌IL-8[2]。乳糖-N-新四糖(5 mg/mL,24 h)可减少TNF-α诱导的FHs 74 Int细胞IL-8分泌,其减少率为38%[2]。乳糖-N-新四糖以900±660 nM的Kd值结合TNFR1(肿瘤坏死因子受体1)[2]。乳糖-N-新四糖(5 mg/mL,24 h)通过FHs 74 Int细胞中TNFR1外结构域的脱落减轻TNF-α诱导的炎症[2]。
• 体内研究: 乳糖-N-新四糖(100μM,气管内给药24小时)可减少肺炎兔肺部肺炎链球菌的数量[3]。乳糖-N-新四糖(100/200μg,皮内注射,术后第3、7、14和21天)可提高创伤后第7天的伤口闭合率[4]。动物模型：肺炎兔模型[3]剂量：100μM给药：气管内给药24小时结果：激发48小时后肺部细菌负荷下降约2 logs。消除了对照动物在48小时时明显的广泛水肿性右中叶病变。动物模型：对称全厚伤口小鼠剂量：100、200μg给药：术后3、7、14和21天皮内注射。结果：愈合评分、毛囊形成和表皮厚度指数(H&E染色)均较好。
• 参考文献:

  [1]. Xiaomin Dong, et al. CRISPRi-Guided Multiplexed Fine-Tuning of Metabolic Flux for Enhanced Lacto- N-neotetraose Production in Bacillus subtilis. J Agric Food Chem. 2020 Feb 26;68(8):2477-2484.

  [2]. Lianghui Cheng, et al. The Human Milk Oligosaccharides 3-FL, Lacto-N-Neotetraose, and LDFT Attenuate Tumor Necrosis Factor-α Induced Inflammation in Fetal Intestinal Epithelial Cells In Vitro through Shedding or Interacting with Tumor Necrosis Factor Receptor 1. Mol Nutr Food Res. 2021 Apr;65(7):e2000425.

  [3]. I Idänpään-Heikkilä, et al. Oligosaccharides interfere with the establishment and progression of experimental pneumococcal pneumonia. J Infect Dis. 1997 Sep;176(3):704-12.

  [4]. Behrouz Farhadihosseinabadi, et al. The in vivo effect of Lacto-N-neotetraose (LNnT) on the expression of type 2 immune response involved genes in the wound healing process. Sci Rep. 2020 Jan 22;10(1):997.

安全

• 危险品运输编码: NONH for all modes of transport
• WGK德国: 3