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乳糖-N-新四糖

乳糖-N-新四糖用途

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]。

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乳糖-N-新四糖名称

[ CAS 号 ]:
13007-32-4

[ 中文名 ]:
乳-N-新四糖

[ 英文名 ]:
Lacto-N-neotetraose

[英文别名 ]:

LACTO-N-NEOTETRAOSE
Lacto-N-neo-tetraose

乳糖-N-新四糖生物活性

[ 描述 ]:

[ 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.

乳糖-N-新四糖物理化学性质

[ 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

乳糖-N-新四糖安全信息

[ 危险品运输编码 ]:
NONH for all modes of transport

[ WGK德国 ]:
3

乳糖-N-新四糖文献

Chemo-enzymatic supported synthesis of the 3-sulfated Lewis a pentasaccharide on a multimeric polyethylene glycol.

Carbohydr. Res. 343(5) , 970-6, (2008)

The 3-sulfated Lewis(a) pentasaccharide was synthesized on multimeric-based polyethylene glycol support. Coupling of O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-(1-->3)-4,6-di-O-acetyl-2-deoxy-...

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.

Infect. Immun. 73(11) , 7390-7, (2005)

We isolated serologically identical (by serovar determination and porin variable region [VR] typing) strains of Neisseria gonorrhoeae from an infected male and two of his monogamous female sex partner...

Syntheses of a series of lacto-N-neotetraose clusters using a carbosilane dendrimer scaffold.

Carbohydr. Res. 341(4) , 467-73, (2006)

4-Pentenyl (2,3,4,6-tetra-O-acetyl-beta-d-galactopyranosyl)-(1-->4)-(3,6-di-O-acetyl-2-deoxy-2-phthalimido-beta-d-glucopyranosyl)-(1-->3)-(2,6-di-O-benzoyl-beta-d-galactopyranosyl)-(1-->4)-2,3,6-tri-O...

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