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A4689

Sigma-Aldrich

LS-Tetrasaccharide b

from human milk

Synonym(s):

α-NeuNAc-(2→6)-(β-D-Gal-[1→3])-β-D-GlcNAc-(1→3)-β-D-Gal-(1→4)-Glc, LST b, N-Acetylneuramin-lacto-N-tetraose b sodium salt

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About This Item

Empirical Formula (Hill Notation):
C37H62N2O29
CAS Number:
64003-54-9
Molecular Weight:
998.88
MDL number:
MFCD00214232
UNSPSC Code:
12352201
PubChem Substance ID:
24890899

biological source

human milk

assay

≥95% (pulsed amperometric detection, HPLC)

form

powder

storage temp.

−20°C

SMILES string

CC(=O)NC1C(O)CC(OCC2OC(OC3C(O)C(CO)OC(OC(C(O)CO)C(O)C(O)C=O)C3O)C(NC(C)=O)C(OC4OC(CO)C(O)C(O)C4O)C2O)(OC1C(O)C(O)CO)C(O)=O

InChI

1S/C37H62N2O29/c1-10(45)38-19-12(47)3-37(36(59)60,68-31(19)22(52)14(49)5-41)61-9-18-25(55)30(66-34-27(57)26(56)23(53)16(7-43)62-34)20(39-11(2)46)33(64-18)67-32-24(54)17(8-44)63-35(28(32)58)65-29(15(50)6-42)21(51)13(48)4-40/h4,12-35,41-44,47-58H,3,5-9H2,1-2H3,(H,38,45)(H,39,46)(H,59,60)

InChI key

SFMRPVLZMVJKGZ-UHFFFAOYSA-N

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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H Kitagawa et al.
The Journal of biological chemistry, 265(9), 4859-4862 (1990-03-25)
The occurrence of two novel oligosaccharides in human milk was investigated. These oligosaccharides were purified by affinity chromatography on a column of an immobilized monoclonal antibody, MSW 113. Structural studies, involving 500-MHz 1H NMR spectroscopy and fast atom bombardment-mass spectrometry
Yuanwu Bao et al.
Analytical biochemistry, 370(2), 206-214 (2007-09-01)
The acidic oligosaccharides of human milk are predominantly sialyloligosaccharides. Pathogens that bind sialic acid-containing glycans on their host mucosal surfaces may be inhibited by human milk sialyloligosaccharides, but testing this hypothesis requires their reliable quantification in milk. Sialyloligosaccharides have been
H Kitagawa et al.
Journal of biochemistry, 110(4), 598-604 (1991-10-01)
We have determined the structures of six oligosaccharides isolated from human milk using a monoclonal antibody, MSW 113. The isolation involved affinity chromatography on a column of the immobilized monoclonal antibody and high-performance liquid chromatography. From the results of 500
Sadaki Asakuma et al.
Bioscience, biotechnology, and biochemistry, 71(6), 1447-1451 (2007-06-26)
Sialyl oligosaccharides of human milk/colostrum are generally believed to be of biological significance, for example with respect to anti-adhesion of pathogenic organism, providing precursors for biosynthesis of brain, and so on. However, the levels of each of the sialyl oligosaccharides
Z Shen et al.
Analytical biochemistry, 279(1), 37-45 (2000-02-23)
Oligosaccharides in human milk inhibit enteric pathogens in vitro and in vivo. Neutral milk oligosaccharides vary among individuals and over the course of lactation. To study such variation in the acidic milk oligosaccharides, a sensitive, convenient, quantitative method is needed.

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