14116-68-8

Basic information

• Product Name: LACTO-N-TETRAOSE
• Synonyms: LNT;LNT-GEL;LNT-KLH;LCOSE4;LACTO-N-TETRAOSE-APD-KLH;LACTO-N-TETRAOSE-GEL;LACTO-N-TETRAOSE;GAL-BETA1,3GLCNAC-BETA1,3GAL-BETA1,4GLC
• CAS NO: 14116-68-8
• Molecular Formula: C₂₆H₄₅NO₂₁
• Molecular Weight: 707.63
• Mol File: 14116-68-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 1116.1°C at 760 mmHg
• Flash Point: 628.8°C
• Appearance: /
• Density: 1.76g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.668
• Storage Temp.: 2-8°C
• PKA: 12.39±0.20(Predicted)
• CAS DataBase Reference: LACTO-N-TETRAOSE(CAS DataBase Reference)
• NIST Chemistry Reference: LACTO-N-TETRAOSE(14116-68-8)
• EPA Substance Registry System: LACTO-N-TETRAOSE(14116-68-8)

Safety Data

• Hazard Codes: B
• Safety Statements: 24/25
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 14116-68-8(Hazardous Substances Data)

Usage

Description

LACTO-N-TETRAOSE, also known as a human milk oligosaccharide, is a complex carbohydrate found in human breast milk. It is characterized by its minimal digestion and absorption in the small intestine, which allows it to reach the colon and selectively cultivate beneficial bacteria.

Uses

Used in Nutritional Applications:
LACTO-N-TETRAOSE is used as a prebiotic for promoting the growth of beneficial bacteria in the colon. Its minimal digestion and absorption in the small intestine enable it to reach the colon, where it selectively stimulates the growth of beneficial bacteria, thus contributing to a healthy gut microbiota.
Used in Infant Formula Industry:
LACTO-N-TETRAOSE is used as an ingredient in infant formula for mimicking the natural composition of human breast milk. By incorporating LACTO-N-TETRAOSE into infant formula, manufacturers aim to provide a product that closely resembles the nutritional benefits of breast milk, particularly in terms of supporting the development of a healthy gut microbiota in infants.
Used in Probiotic Products:
LACTO-N-TETRAOSE is used as a component in probiotic products to enhance the growth and effectiveness of beneficial bacteria. Its prebiotic properties make it an ideal addition to probiotic supplements, helping to create a favorable environment for the growth of beneficial bacteria in the gut.
Used in Medical Research:
LACTO-N-TETRAOSE is used as a subject of study in medical research for understanding its role in human health and disease prevention. Research on LACTO-N-TETRAOSE can provide insights into the mechanisms underlying its prebiotic effects and its potential applications in the prevention and treatment of various gastrointestinal disorders.

InChI:InChI=1/C26H45NO21/c1-6(32)27-11-21(47-25-18(39)15(36)12(33)7(2-28)44-25)13(34)8(3-29)43-24(11)48-22-14(35)9(4-30)45-26(19(22)40)46-20-10(5-31)42-23(41)17(38)16(20)37/h7-26,28-31,33-41H,2-5H2,1H3,(H,27,32)/t7-,8-,9-,10-,11-,12+,13-,14+,15+,16-,17-,18-,19-,20-,21-,22+,23?,24+,25+,26+/m1/s1

Upstream product

• 71512-64-6 (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-(2-acetamido-2-deoxy-4,6-di-O-acetyl-β-D-glucopyranosyl)-(1->3)-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-1,2,3-6-tetra-O-acetyl-α,β-D-glucopyranose 
• 123073-98-3 NeuAc(α2-3)Gal(β1-3)GlcNAc(β1-3)Gal(β1-4)Glc 
• 875712-80-4 O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate 
• 15839-70-0 guanosine-5'-diphospho-β-L-fucose 
• 50611-42-2 β-D-galactopyranosyl-(1->4)-1-thio-β-D-glucopyranoside 
• 875712-82-6 benzyl O-β-D-galactopyranosyl-(1->3)-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->3)-O-β-D-galactopyranosyl-(1->4)-O-β-D-glucopyranoside 

Downstream Products

• 64003-53-8 (5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic acid)-(2-3)-β-D-galactopyranosyl-(1-3)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1-3)-β-D-galactopyranosyl-(1-4)-α,β-D-glucopyranose 
• 314075-31-5 β-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->3)-β-D-galactopyranosyl-(1->4)-D-[N-acetyl-N-(4-benzyloxycarbonylaminophenyl)-1-amino-1-deoxy]-glucitol 

Relevant articles and documents

Chemical Synthesis of Human Milk Oligosaccharides: Lacto- N-hexaose Galβ1→3GlcNAcβ1→3 [Galβ1→4GlcNAcβ1→6] Galβ1→4Glc

The first synthesis of lacto-N-hexaose (LNH) has been completed using a convergent strategy. The donor-acceptor protecting-leaving group combinations were found to be of paramount significance for achieving successful glycosylations and minimizing side re

SYNTHESIS OF HMO CORE STRUCTURES

The invention relates to a method for making precursors of HMO core structures comprising a step of reacting an N-acetyllactosamine or lacto-N-biose derivative donor with a lactose or N-acetyllactosamine derivative acceptor, wherein the donor is an oxazol

Chemo-enzymatic supported synthesis of the 3-sulfated Lewisa pentasaccharide on a multimeric polyethylene glycol

The 3-sulfated Lewisa pentasaccharide was synthesized on multimeric-based polyethylene glycol support. Coupling of O-(2,3,4,6-tetra-O-acetyl-β-d-galactopyranosyl)-(1→3)-4,6-di-O -acetyl-2-deoxy-2-phthalimido-β-d-glucopyranosyl trichloroacetimidate with (2,6-di-O-acetyl-β-d-galactopyranosyl)-(1→4)-(2,3,6-tri-O-acet yl-β-d-glucopyranoside) bound onto the polymer afforded lacto-N-tetraose, which was then regioselectively sulfated at the 3-OH position of the terminal galactose using the stannylene procedure. Fucosylation of the sulfated tetrasaccharide was performed using an immobilized fucosyltransferase FucTIII to give the title compound after cleavage.