lacto-N-neo-tetraose

Base Information

• Chemical Name: lacto-N-neo-tetraose
• CAS No.: 86594-19-6
• Molecular Formula: C₂₆H₄₅NO₂₁
• Molecular Weight: 707.637

Synonyms:

Chemical Property of lacto-N-neo-tetraose

Chemical Property:

Purity/Quality:

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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of lacto-N-neo-tetraose

There total 26 articles about lacto-N-neo-tetraose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

D-Galactose (10257-28-0) + O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->3)-O-(β-D-galactopyranosyl)-(1->4)-D-glucopyranoside (75645-27-1) → lacto-N-neo-tetraose (86594-19-6,115216-11-0,13007-32-4)

Guidance literature:

With Pasteurella multocida inorganic pyrophosphatase; Bifidobacterium longum UDP-sugar pyrophosphorylase; Escherichia coli galactokinase; Neisseria meningitidis β1?4-galactosyltransferase; UTP; ATP; magnesium chloride; In aq. buffer; at 37 ℃; for 30h; pH=8.0; Enzymatic reaction;

DOI:10.1021/acs.joc.6b01905

Reference yield: 92.0%

benzyl O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1→4)-O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1→3)-O-(4-O-benzyl-β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside → lacto-N-neo-tetraose (86594-19-6,115216-11-0,13007-32-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; water; at 20 ℃;

DOI:10.1016/j.carres.2019.107743

Reference yield: 91.0%

acetyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-α,β-D-glucopyranoside (118700-97-3,121839-48-3,121839-49-4) → lacto-N-neo-tetraose (86594-19-6,115216-11-0,13007-32-4)

Guidance literature:

With amberlite IR 120 (H⁺ form); sodium methylate; In methanol; for 72h; Ambient temperature;

DOI:10.1016/S0008-6215(99)00051-8

upstream raw materials:

uridine 5'-diphospho-D-galactose

O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->3)-O-(β-D-galactopyranosyl)-(1->4)-D-glucopyranoside

acetyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-α,β-D-glucopyranoside

C₃₆H₅₉N₃O₂₂

Downstream raw materials:

(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic acid)-(2-3)-β-D-galactopyranosyl-(1-4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1-3)-β-D-galactopyranosyl-(1-4)-α,β-D-glucopyranose

(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic acid)-(2-6)-β-D-galactopyranosyl-(1-4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1-3)-β-D-galactopyranosyl-(1-4)-α,β-D-glucopyranoside

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