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T5299

Trifucosyllacto-N-hexaose a

Name: Trifucosyllacto-N-hexaose a
Brand: SIGMA

from human milk, ≥90% (HPLC)

Synonym(s):

TFLNH(a)

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About This Item

Empirical Formula (Hill Notation):

C₅₈H₉₈N₂O₄₃

CAS Number:

116883-09-1

Molecular Weight:

1511.39

MDL number:

MFCD00467032

UNSPSC Code:

12352201

PubChem Substance ID:

24900266

biological source

human milk

Assay

≥90% (HPLC)

form

solid

storage temp.

−20°C

SMILES string

CC1OC(OC2C(O)C(O)C(CO)OC2OC3C(NC(C)=O)C(OC(CO)C3OC4OC(C)C(O)C(O)C4O)OC5C(O)C(COC6OC(CO)C(OC7OC(CO)C(O)C(O)C7O)C(OC8OC(C)C(O)C(O)C8O)C6NC(C)=O)OC(OC(C(O)CO)C(O)C(O)C=O)C5O)C(O)C(O)C1O

InChI

1S/C58H98N2O43/c1-13-27(71)34(78)39(83)53(89-13)98-46-23(11-66)95-52(26(60-17(5)68)48(46)101-58-50(38(82)32(76)21(9-64)93-58)103-55-41(85)36(80)29(73)15(3)91-55)102-49-33(77)24(96-57(43(49)87)97-44(19(70)7-62)30(74)18(69)6-61)12-88-51-25(59-16(4)67)47(100-54-40(84)35(79)28(72)14(2)90-54)45(22(10-65)94-51)99-56-42(86)37(81)31(75)20(8-63)92-56/h6,13-15,18-58,62-66,69-87H,7-12H2,1-5H3,(H,59,67)(H,60,68)

InChI key

YOTBLRKYLWEPOA-UHFFFAOYSA-N

Other Notes

A natural nonasaccharide containing the Lewis-X substructure.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

064H33912

064H33911

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Primary structure of human milk nona- and decasaccharides determined by a combination of fast atom bombardment mass spectrometry and 1H-/13C-nuclear magnetic resonance spectroscopy. Evidence for a new core structure, iso-lacto-N-octaose.

G Strecker et al.

Glycoconjugate journal, 6(2), 169-182 (1989-01-01)

The structure of a nonasaccharide and of two decasaccharides isolated from human milk has been investigated by using methylation, fast atom bombardment mass spectrometry and 1H-/13C-nuclear magnetic resonance spectroscopy. The structures of these oligosaccharides were: trifucosyllacto-N-hexaose; Fuc alpha 1-2Gal beta

Structural analysis of underivatized neutral human milk oligosaccharides in the negative ion mode by nano-electrospray MS(n) (part 1: methodology).

Anja Pfenninger et al.

Journal of the American Society for Mass Spectrometry, 13(11), 1331-1340 (2002-11-22)

Underivatized neutral oligosaccharides from human milk were analyzed by nano-electrospray ionization (ESI) using a quadrupole ion trap mass spectrometer (QIT-MS) in the negative-ion mode. Under these conditions neutral oligosaccharides are observed as deprotonated molecules [M-H]- with high intensity. CID-experiments of

Inhibition of monocyte, lymphocyte, and neutrophil adhesion to endothelial cells by human milk oligosaccharides.

Lars Bode et al.

Thrombosis and haemostasis, 92(6), 1402-1410 (2004-12-08)

Excessive leukocyte infiltration causes severe tissue damage in a variety of inflammatory diseases. The initial step in leukocyte extravasation is mediated by selectins and oligosaccharides on their glycoconjugate ligands. Human milk is a rich source of lactose-derived oligosaccharides that are

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