N-[(2R,3R,4R,5R)-5,6-dihydroxy-1-oxo-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyhexan-2-yl]acetamide
Names
[ CAS No. ]:
71208-06-5
[ Name ]:
N-[(2R,3R,4R,5R)-5,6-dihydroxy-1-oxo-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyhexan-2-yl]acetamide
[Synonym ]:
lewisx
lex
Biological Activity
[Description]:
Lewis X trisaccharide (Lewis X, Lex) is a potent TH2 regulator, antagonizes LPS-induced IL-12 immune expression. Lewis X trisaccharide is a human histo-blood group antigen, plays an key role in cell-cell adhesion, and servers as a tumor marker. Lewis X trisaccharide is highly expressed in the outer membrane of the parasite, can be used for the immunology research of schistosomiasis[1][2][3].
[Related Catalog]:
[In Vitro]
Lewis X trisaccharide-BSA (25 μg/mL; 30 min; before LPS stimulation of 10 ng/mL for 4 h) IL-12p40 and suppresses IL-12p70 protein expression induced by Lipopolysaccharide (LPS, HY-D1056)[1]. Lewis X trisaccharide (2 μM; 30 min; before LPS stimulation of 10 ng/mL for 2 h) decreases nuclear NF-κB concentration in mice bone marrow derived dendritic cells (BDDCs)[1]. Lewis X trisaccharide-BSA (25 μg/mL; 48 h) or Lewis X trisaccharide (5 μg/mL; 48 h) plus ovalbumin (OVA, 25 μg/mL) increases cytokines (IL-4, IL-13, and INF-γ) level in mice splenocytes[1]. Lewis X trisaccharide-containing glycoconjugates stimulates B cells to proliferate and to produce factors that down-regulates the TH1 immune response and up-regulates the TH2 immune response[2].
[In Vivo]
Lewis X trisaccharide ( 5 μg, combinded with 50 μg ovalbumin; s.c.; once a week for 2 weeks) regulates IgE/TH2 responses, and selectively increases the IgE and IgG1 responses in C3H mice, independent of the LPS-TLR4 signaling[1]. Animal Model: Mice (BALB/c, IL-12 deficient on a BALB/c background, TLR4-defective C3H/hej, or TLR4-wild type C3H/HeOuj mice) (6-8 weeks old)[1] Dosage: 5 μg, combinded with 50 μg ovalbumin Administration: Subcutaneous injection; once a week for 2 weeks Result: In C3H mice, coupled with BSA (LeX-BSA) and elicited higher levels of specific IgE and IgG1, but not IgG2a, which were associated with increased levels of splenic TH2 cytokines when compared with those seen in BSA-sensitized mice. In BALB/c mice, induced by ovalbumin, significantly increased levels of specific IgE, resulted IgG2a antibodies concomitant with reduced levels of serum IL-12p70. In IL-12-deficient BALB/c mice, attenuated the downward trend of the above indicators.
[References]
Chemical & Physical Properties
[ Density]:
1.65g/cm3
[ Boiling Point ]:
892.4ºC at 760 mmHg
[ Melting Point ]:
155-156ºC
[ Molecular Formula ]:
C20H35NO15
[ Molecular Weight ]:
529.49000
[ Flash Point ]:
493.5ºC
[ Exact Mass ]:
529.20100
[ PSA ]:
257.32000
[ Index of Refraction ]:
1.632
Safety Information