3 sialyllactose 3 sl

Manufactured by Biosynth

Sourced in United Kingdom

3'-sialyllactose (3'SL) is a type of human milk oligosaccharide (HMO) found naturally in human breast milk. It is a complex carbohydrate molecule composed of sialic acid, galactose, and glucose. 3'SL serves as a structural component and provides various functional properties, but its specific intended uses are not described in this factual, unbiased presentation.

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Lab products found in correlation

Orcinol, by Merck Group (1 mentions) Fetuin from bovine serum, by Merck Group (1 mentions) Cytidine triphosphate, by Merck Group (1 mentions) Bovine submaxillary mucin, by Merck Group (1 mentions) Bio gel p 2, by Bio-Rad (1 mentions) α2 3 sialyltransferase from pasteurella multocida, by Merck Group (1 mentions) Neu5gc, by Biosynth (1 mentions) Ammonium formate, by Merck Group (1 mentions) Sodium cyanoborohydride, by Nacalai Tesque (1 mentions) Lnfp 1, by Dextra Laboratories (1 mentions) 6 sialyllactose 6 sl, by Biosynth (1 mentions) Lnfp 2, by Biosynth (1 mentions) 2 4 methylumbelliferyl α d n acetylneuraminic acid 4mu neu5ac, by Merck Group (1 mentions)

6 protocols using 3 sialyllactose 3 sl

Fluorescence-based Sialidase Inhibition Assay

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To analyze the effect of the sialic acid analogs on NanA activity, 4-Methylumbelliferyl N-acetyl-α-D-neuraminic acid (MUAN) (Carbosynth) fluorescence substrate was used, and the assay was modified from the previously published method (Potier et al., 1979 (link); Syed et al., 2019 (link)). NanA (5 nM) was incubated with MUAN (0.003%) in sodium acetate buffer (pH 7) for 5 min at 37 °C in 96-well black clear-bottom microplates (Perkin-Elmer, Waltham, MA, US) in the presence of increasing concentrations (0-800 nM) of 3′-Sialyllactose (3SL) (Carbosynth, Compton, Berkshire, UK) or 2,3-didehydro-2-deoxy-N-acetylneuraminic acid (DANA) (Carbosynth). NanA activity was checked by measuring the release of the fluorophore by measuring 355 nm (excitation) and 460 nm (emission) in the Hidex Sense microplate reader (Hidex, Turku, Finland).

Syed S., Nissilä E., Ruhanen H., Fudo S., Gaytán M.O., Sihvo S.P., Lorey M.B., Metso J., Öörni K., King S.J., Oommen O.P., Jauhiainen M., Meri S., Käkelä R, & Haapasalo K. (2021). Streptococcus pneumoniae pneumolysin and neuraminidase A convert high-density lipoproteins into pro-atherogenic particles. iScience, 24(6), 102535.

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Sialic Acid Biosynthesis and Transfer

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Fetuin from bovine serum, asialofetuin (type II), bovine submaxillary mucin, cytidine triphosphate, orcinol, CMP-sialic acid synthetase from Neisseria meningitidis group B, α2,3-sialyltransferase from Pasteurella multocida, ammonium formate and Dowex 1 × 8 anion exchange resin were purchased from Sigma Aldrich (St Louis, USA). 4MU-Neu5Ac is from Toronto Research Chemicals (ON, Canada). Sialic acid aldolase from Escherichia coli, 3′-sialyllactose (3′SL) and Neu5Gc were purchased from Carbosynth Limited (Compton, UK), BioGel P2 from Bio-Rad laboratories and SnakeSkin™ Dialysis Tubing, 7 kDa molecular weight cut off (MWCO), 22 mm from Thermo Fisher Scientific (Hemel Hempstead, UK). Nanopure water (18.2 MΩ cm; NanoPureThermo fisher Barnstead Water Reverse osmosis Purification System) was used for buffer preparation and for purification. RgNanH was produced and purified as described previously [13] . 3′-glycolylneuraminyllactose (Neu5Gcα2-3Lac) was synthesised as previously reported [22] (link).

Monestier M., Latousakis D., Bell A., Tribolo S., Tailford L.E., Colquhoun I.J., Le Gall G., Yu H., Chen X., Rejzek M., Dedola S., Field R.A, & Juge N. (2017). Membrane-enclosed multienzyme (MEME) synthesis of 2,7-anhydro-sialic acid derivatives. Carbohydrate Research, 451, 110-117.

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Synthesis of 2,7-anhydro-Neu5Ac

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All chemicals were obtained from Sigma (St Louis, USA) unless otherwise stated. D-glucose (Glc), N-acetylneuraminic acid (Neu5Ac), were purchased from Sigma-Aldrich (St Louis, MO). 3′-sialyllactose (3′SL) was purchased from Carbosynth Limited (Campton, UK). 2,7-anhydro-Neu5Ac was prepared as previously described^{46 (link),64 (link)}.

Bell A., Brunt J., Crost E., Vaux L., Nepravishta R., Owen C.D., Latousakis D., Xiao A., Li W., Chen X., Walsh M.A., Claesen J., Angulo J., Thomas G.H, & Juge N. (2019). Elucidation of a unique sialic acid metabolism pathway in mucus-foraging Ruminococcus gnavus unravels mechanisms of bacterial adaptation to the gut. Nature microbiology, 4(12), 2393-2404.

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Purification and Characterization of HMOs

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2′-FL, 3-FL, LDFT, and LNT were from Sigma-Aldrich (St. Louis, MO, USA) or as gifts from Glycom A/S (Hørsholm, Denmark). LNnT and LNFP I were from Dextra Laboratories (Reading, UK). LNFP II, 3′-sialyllactose (3′-SL), and 6′-sialyllactose (6′-SL) were from Carbosynth (Berkshire, UK). Melibiose and GOSs were from FUJIFILM Wako Pure Chemical (Osaka, Japan). Maltoheptaose was from Toronto Research Chemicals (Toronto, ON, Canada). Purity of the purchased or gifted sugars is >95% according to material safety data sheets. 2-Aminoanthranilic acid and sodium cyanoborohydride were from Nacalai Tesque (Kyoto, Japan). HMOs were purified from pooled breast milk as described previously (11 (link)). The HMOs analyzed in this study accounted for >80% of the purified HMO mixture by weight, and 2% (w/w) Lac was present as impurity based on high-performance liquid chromatography (HPLC) analysis (see below). All other chemicals were of analytical grade.

Sakanaka M., Hansen M.E., Gotoh A., Katoh T., Yoshida K., Odamaki T., Yachi H., Sugiyama Y., Kurihara S., Hirose J., Urashima T., Xiao J.Z., Kitaoka M., Fukiya S., Yokota A., Lo Leggio L., Abou Hachem M, & Katayama T. (2019). Evolutionary adaptation in fucosyllactose uptake systems supports bifidobacteria-infant symbiosis. Science Advances, 5(8), eaaw7696.

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Sialic Acid Binding Protocols

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D-glucose (Glc), N-acetylneuraminic acid (Neu5Ac), 2′-(4-Methylumbelliferyl)-α-D-N-acetylneuraminic acid (4MU-Neu5Ac) and type III pig gastric mucin (PGM) were purchased from Sigma-Aldrich (St Louis, MO).¹⁰ (link) Purified pig gastric mucin (pPGM) was obtained as previously described.¹² (link) 6′-sialyllactose (6′SL) was kindly provided by Glycom A/S (Lyngby, Denmark). 3′-sialyllactose (3′SL) was purchased from Carbosynth Limited (Campton, UK).

Crost E.H., Tailford L.E., Monestier M., Swarbreck D., Henrissat B., Crossman L.C, & Juge N. (2016). The mucin-degradation strategy of Ruminococcus gnavus: The importance of intramolecular trans-sialidases. Gut Microbes, 7(4), 302-312.

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Synthesis of 2,7-anhydro-Neu5Ac

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