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Merck
CN

F0393

Sigma-Aldrich

2′-Fucosyl-D-lactose

from human milk, ≥98% (HPAE/PAD)

Synonym(s):

α-L-Fuc-(1→2)-β-D-Gal-(1→4)-D-Glc

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About This Item

Empirical Formula (Hill Notation):
C18H32O15
CAS Number:
41263-94-9
Molecular Weight:
488.44
MDL number:
MFCD00079286
UNSPSC Code:
12352201
PubChem Substance ID:
24894719

Key Documents

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biological source

human milk

Assay

≥98% (HPAE/PAD)

form

powder

solubility

H2O: 2 mg + 0.2 mL, clear, colorless

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](O)[C@@H](O)C(O)O[C@@H]3CO)[C@@H](O)[C@H](O)[C@@H]1O

InChI

1S/C18H32O15/c1-4-7(21)9(23)13(27)17(29-4)33-15-10(24)8(22)5(2-19)31-18(15)32-14-6(3-20)30-16(28)12(26)11(14)25/h4-28H,2-3H2,1H3/t4-,5+,6+,7+,8-,9+,10-,11+,12+,13-,14+,15+,16?,17+,18-/m0/s1

InChI key

SNFSYLYCDAVZGP-ZTFPOLCTSA-N

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Application

2′-Fucosyl-D-lactose is used as substrate to identify, differentiate and characterize fucosidases. It is also used in the development of biosensors to identify anti-infective oligosaccharides. 2′-Fucosyl-D-lactose is used to differentiate IL-8 receptor specificity and function. It may be used to study is effects on intestinal microbiota and as a reference compound in assays developed to detect and measure milk sugars.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBN2624
109K3805
019K3792
127K3782
127H3784

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Li-dong Shen et al.
Microbial ecology, 67(2), 341-349 (2013-11-26)
Nitrite-dependent anaerobic methane oxidation (n-damo) process was reported to be mediated by "Candidatus Methylomirabilis oxyfera", which belongs to the candidate phylum NC10. M. oxyfera-like bacteria have been detected in lake ecosystems, while their distribution, diversity and abundance in river ecosystems
T Urashima et al.
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology, 116(3), 311-314 (1997-03-01)
1. An oligosaccharide was isolated from extracts of crabeater seal milk by preparative paper chromatography. 2. The saccharide was identified as Fuc alpha 1-2Ga1 beta 1-4G1c by 1H-NMR spectroscopy. 3. This work represents the first identification of an oligosaccharide, other
Determination of the structures of fucosyl-lactose and difucosyl-lactose from the milk of monotremes, using 13C-n.m.r. spectroscopy.
G A Jenkins et al.
Carbohydrate research, 126(1), 157-161 (1984-03-01)
Nikola Kostlánová et al.
The Journal of biological chemistry, 280(30), 27839-27849 (2005-06-01)
Plant pathogens, like animal ones, use protein-carbohydrate interactions in their strategy for host recognition, attachment, and invasion. The bacterium Ralstonia solanacearum, which is distributed worldwide and causes lethal wilt in many agricultural crops, was shown to produce a potent L-fucose-binding
Improved method for the isolation of 2' fucosyllactose from human milk.
A Anderson et al.
Journal of chromatography, 211(1), 170-174 (1981-06-26)
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