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Key Documents

L6645

Sigma-Aldrich

Lacto-N-difucohexaose II

from human milk, ~95%

Synonym(s):

β-D-Gal-(1→3)-[α-L-Fuc-(1→4)]-β-D-GlcNAc-(1→3)-β-D-Gal-(1→4)-[α-L-Fuc-(1→3)]-D-Glc, LNH

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About This Item

Empirical Formula (Hill Notation):
C38H65NO29
CAS Number:
62258-12-2
Molecular Weight:
999.91
Beilstein/REAXYS Number:
1340391
MDL number:
MFCD00133444
UNSPSC Code:
12352201
PubChem Substance ID:
24896441

biological source

human milk

assay

~95%

storage temp.

2-8°C

SMILES string

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

InChI

1S/C38H65NO29/c1-9-18(48)22(52)25(55)35(59-9)64-29(12(46)4-40)30(13(47)5-41)65-38-28(58)33(21(51)15(7-43)62-38)68-34-17(39-11(3)45)32(67-37-27(57)24(54)20(50)14(6-42)61-37)31(16(8-44)63-34)66-36-26(56)23(53)19(49)10(2)60-36/h4,9-10,12-38,41-44,46-58H,5-8H2,1-3H3,(H,39,45)/t9-,10-,12-,13+,14+,15+,16+,17+,18+,19+,20-,21-,22+,23+,24-,25-,26-,27+,28+,29+,30+,31+,32+,33?,34-,35-,36-,37-,38-/m0/s1

InChI key

QNSWVQWPVUZACH-GFBQVKCGSA-N

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Other Notes

Lewis-a trisaccharide linked to 3-fucosyllactose

Certificates of Analysis (COA)

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M T Cancilla et al.
Analytical chemistry, 71(15), 3206-3218 (1999-08-18)
A method is described to obtain multicollision dissociation threshold (MCDT) values. These values provide relative reaction thresholds for dissociation in the three major gas-phase fragmentation reactions of oligosaccharides complexed to alkali metal ions. The quasimolecular ions are produced using matrix-assisted
Structural and conformational studies of carbohydrate oncodevelopmental antigens.
E F Hounsell
Annales de l'Institut Pasteur. Immunology, 138(6), 863-867 (1987-11-01)
Xi Huang et al.
Xenobiotica; the fate of foreign compounds in biological systems, 49(6), 708-717 (2018-10-06)
1. The pharmacokinetics (PKs) analysis of compounds absorbed after the oral administration of Si-Ni-San (SNS) decoction to functional dyspepsia (FD) patients was designed to detect whether the effects were similar to prokinetics administered to healthy rats, without ethical limitation. 2.
A S Donald et al.
Carbohydrate research, 178, 79-91 (1988-07-15)
Lacto-N-neo-difucohexaose II, beta-D-Galp-(1----4)-[alpha-L-Fucp-(1----3)]-beta-D-Glcp-NAc-(1----3)-beta-D-Galp-(1----4)-[alpha-L-Fucp-(1----3)]-D-Glc, and 3'-galactosyllactose, beta-D-Galp-(1----3)-beta-D-Galp-(1----4)-D-Glc, were isolated for the first time from human milk by means of a recycling chromatography technique. Through this method, carried out mainly on columns of K+ ion-exchange resins and either Bio-Gel P-4 or TSK
Erinn M Quinn et al.
Foods (Basel, Switzerland), 9(3) (2020-03-21)
Bifidobacteria are known to inhibit, compete with and displace the adhesion of pathogens to human intestinal cells. Previously, we demonstrated that goat milk oligosaccharides (GMO) increased the attachment of Bifidobacterium longum subsp. infantis ATCC 15697 to intestinal cells in vitro.
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