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L7033

Sigma-Aldrich

Lacto-N-difucohexaose I

from human milk, ≥95% (HPAE/PAD)

Synonym(s):

α-L-Fuc-(1→2)-β-D-Gal-(1→3)[α-L-Fuc-(1→4)]-β-D-GlcNAc-(1→3)-β-D-Gal-(1→4)-D-Glc, LNDFH I, Leb-lactose, Lewis-b hexasaccharide

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About This Item

Empirical Formula (Hill Notation):
C38H65NO29
CAS Number:
16789-38-1
Molecular Weight:
999.91
MDL number:
MFCD00679118
UNSPSC Code:
12352201
PubChem Substance ID:
24896449

biological source

human milk

Assay

≥95% (HPAE/PAD)

storage temp.

2-8°C

SMILES string

C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]2O[C@@H]3[C@@H](NC(C)=O)[C@@H](O[C@H](CO)[C@H]3O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)O[C@H]5[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]([C@H](O)CO)[C@H](O)[C@@H](O)C=O)[C@@H]5O)[C@@H](O)[C@H](O)[C@@H]1O

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Biochem/physiol Actions

Blood group Leb active hexasaccharide.

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Tatsuo Miyazaki et al.
Methods in enzymology, 480, 511-524 (2010-09-08)
Helicobacter pylori is known to bind with sugar chains possessing Lewis b structure. We are trying to combine oligosaccharides containing Lewis b sugar chain to water insoluble polysaccharide through some linker. Lacto-N-difucohexaose I (LNDFH I; Fucalpha1-->2Galbeta1-->3[Fucalpha1-->4]GlcNAcbeta1-->3Galbeta1-->4Glc) fits for that purpose
A human Le(a-b+) blood group agglutinin prepared by polymerizing goat anti-lacto-N-difucohexaose I IgG.
C V Warner et al.
Molecular immunology, 17(9), 1163-1166 (1980-09-01)
V E Piskarev et al.
Prikladnaia biokhimiia i mikrobiologiia, 39(1), 105-109 (2003-03-11)
The specificity of perch (Perca fluviatilis) roe fucolectin was studied using the protein dot blot technique, followed by detection with colloidal gold-labeled neoglycoproteins bearing human milk polysaccharides. The strongest binding was noted with the H type 1 pentasaccharide lacto-N-fucopentaose (LNFP
Byoung Joon Ko et al.
Journal of mass spectrometry : JMS, 46(4), 359-366 (2011-03-26)
The fragmentation patterns of hydrazide-conjugated and reductively aminated oligosaccharides, including lacto-N-fucopentaoses and lacto-N-difucohexaoses, produced on collisionally induced dissociation (CID) and ultraviolet photodissociation (UVPD) in a quadrupole ion trap are presented. The two derivatization methods generate different cross-ring cleavages on UVPD
Sarah M Totten et al.
Journal of proteome research, 11(12), 6124-6133 (2012-11-13)
Human milk oligosaccharides (HMOs), as an abundant and bioactive component of breast milk, work in many ways to promote the health of breast fed infants. The expression of HMOs has been shown to vary in accordance with Lewis blood type
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