35890-38-1

Basic information

• Product Name: 3'-SIALYLLACTOSE
• Synonyms: 3μ-N-Acetylneuraminyl-D-lactose sodium salt, 3μ-Sialyl-D-lactose, 3μ-SL, NANA-Lactose, α-NeuNAc-(2-3)-β-D-Gal-(1-4)-D-Glc;NANA-Lactose, Sialyl-D-lactose;3-O-(N-Acetyl-α-neuraminosyl)-4-O-(β-D-galactopyranosyl)-D-glucose;Sia--2, 3-Gal--1,4-Glc;3)-O-b-D-galactopyranosyl-(1®D-Glucose, O-(N-acetyl-a-neuraMinosyl)-(2®3′-N-Acetylneuraminyl-D-lactose sodium salt;Sialyl-D-lactose
• CAS NO: 35890-38-1
• Molecular Formula: C₂₃H₃₉NO₁₉
• Molecular Weight: 633.55106
• Mol File: 35890-38-1.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 1132.8 ºC at 760 mmHg
• Flash Point: 638.9 ºC
• Appearance: /
• Density: 1.72 g/cm³
• Storage Temp.: −20°C
• PKA: 1.92±0.70(Predicted)
• BRN: 75357
• CAS DataBase Reference: 3'-SIALYLLACTOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-SIALYLLACTOSE(35890-38-1)
• EPA Substance Registry System: 3'-SIALYLLACTOSE(35890-38-1)

Safety Data

• Hazard Codes: B
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 35890-38-1(Hazardous Substances Data)

Usage

Description

3'-Sialyllactose is a compound characterized by the connection of the acetylneuraminyl (NANA) unit to the galactosyl unit of lactose at the 3 position, distinguishing it from 6'-sialyllactose where the connection is at the 6 position. This unique structure plays a significant role in various biological and analytical applications.

Uses

Used in Viral Binding Domain Characterization:
3'-Sialyllactose is used as a reference compound for differentiating and characterizing the binding domains of viruses, such as influenza and rhinitis viruses, that recognize NANA capped cell surface receptors. This application aids in understanding the specificity and interaction mechanisms of these viruses with their host cells.
Used in Analytical Methods:
3'-Sialyllactose is utilized as a reference compound in the development of analytical methods designed to measure its presence in materials like milk and colostrums. This application is crucial for assessing the composition and quality of these biological fluids, which are essential sources of nutrition, particularly for infants.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3'-Sialyllactose is used as a key component in the development of drugs targeting viral infections. Its role in understanding viral binding mechanisms can lead to the creation of novel antiviral therapies that interfere with the virus's ability to attach and infect host cells.
Used in Diagnostics:
3'-Sialyllactose is employed as a diagnostic marker in the detection and identification of specific viral infections. Its presence in samples can indicate the presence of viruses that utilize NANA capped cell surface receptors for entry, providing valuable information for clinical diagnosis and treatment planning.

Synthetic route

glycomacropeptide + lactose (133-99-3, 490-37-9, 2152-98-9, 4482-75-1, 5965-66-2, 13299-27-9, 13360-52-6, 14641-93-1, 15548-43-3, 16462-44-5, 16984-36-4, 16984-38-6, 20869-27-6, 22688-72-8, 27452-49-9, 29276-55-9, 30608-12-9, 34481-13-5, 37169-60-1, 37169-64-5, 64234-01-1, 64234-02-2, 75281-88-8, 80446-85-1, 84413-57-0, 92344-56-4, 93221-87-5, 93301-77-0, 94799-29-8, 100427-98-3, 100428-00-0, 101312-82-7, 102046-24-2, 102046-25-3, 109432-00-0, 109432-02-2, 109432-04-4, 109432-08-8, 135268-49-4, 138231-26-2, 140461-59-2, 145414-22-8, 145414-26-2, 146339-75-5, 146339-76-6, 149116-55-2) → N-glycolylneuraminic acid (35890-38-1) + N-acetyl neuraminic acid (19342-33-7)

Conditions	Yield
With Trypanosoma Cruzi trans-sialidase for 24h; Enzymatic reaction;

glycomacropeptide + lactose (133-99-3, 490-37-9, 2152-98-9, 4482-75-1, 5965-66-2, 13299-27-9, 13360-52-6, 14641-93-1, 15548-43-3, 16462-44-5, 16984-36-4, 16984-38-6, 20869-27-6, 22688-72-8, 27452-49-9, 29276-55-9, 30608-12-9, 34481-13-5, 37169-60-1, 37169-64-5, 64234-01-1, 64234-02-2, 75281-88-8, 80446-85-1, 84413-57-0, 92344-56-4, 93221-87-5, 93301-77-0, 94799-29-8, 100427-98-3, 100428-00-0, 101312-82-7, 102046-24-2, 102046-25-3, 109432-00-0, 109432-02-2, 109432-04-4, 109432-08-8, 135268-49-4, 138231-26-2, 140461-59-2, 145414-22-8, 145414-26-2, 146339-75-5, 146339-76-6, 149116-55-2) → N-glycolylneuraminic acid (35890-38-1)

Conditions	Yield
With Trypanosoma Cruzi trans-sialidase for 4h; Time; Enzymatic reaction;

pig small intestinal mucin glycoprotein + lactose (133-99-3, 490-37-9, 2152-98-9, 4482-75-1, 5965-66-2, 13299-27-9, 13360-52-6, 14641-93-1, 15548-43-3, 16462-44-5, 16984-36-4, 16984-38-6, 20869-27-6, 22688-72-8, 27452-49-9, 29276-55-9, 30608-12-9, 34481-13-5, 37169-60-1, 37169-64-5, 64234-01-1, 64234-02-2, 75281-88-8, 80446-85-1, 84413-57-0, 92344-56-4, 93221-87-5, 93301-77-0, 94799-29-8, 100427-98-3, 100428-00-0, 101312-82-7, 102046-24-2, 102046-25-3, 109432-00-0, 109432-02-2, 109432-04-4, 109432-08-8, 135268-49-4, 138231-26-2, 140461-59-2, 145414-22-8, 145414-26-2, 146339-75-5, 146339-76-6, 149116-55-2) → N-glycolylneuraminic acid (35890-38-1)

Conditions	Yield
With Trypanosoma Cruzi trans-sialidase for 24h; Enzymatic reaction;

C39H35N7O4 + N-glycolylneuraminic acid (35890-38-1) → C62H72N8O22

Conditions	Yield
With acetic acid; aniline In water; acetonitrile	84%

Boc-Phe-Phe-NH-NH2 (40099-25-0) + N-glycolylneuraminic acid (35890-38-1) → C46H67N5O22

Conditions	Yield
With yttrium(III) trifluoromethanesulfonate In methanol at 32℃; for 48h; Inert atmosphere;	63%

C32H39N5O5 + N-glycolylneuraminic acid (35890-38-1) → C55H76N6O23

Conditions	Yield
With yttrium(III) trifluoromethanesulfonate In methanol at 50℃; for 48h; Inert atmosphere;	59%

C32H39N5O6 + N-glycolylneuraminic acid (35890-38-1) → C55H76N6O24

Conditions	Yield
With yttrium(III) trifluoromethanesulfonate In methanol at 50℃; for 48h; Inert atmosphere;	56%

C32H34F5N5O5 + N-glycolylneuraminic acid (35890-38-1) → C55H71F5N6O23

Conditions	Yield
With yttrium(III) trifluoromethanesulfonate In methanol at 32℃; for 48h; Inert atmosphere;	47%

C41H48N6O6 + N-glycolylneuraminic acid (35890-38-1) → C64H85N7O24

Conditions	Yield
With yttrium(III) trifluoromethanesulfonate In methanol at 60℃; for 48h; Inert atmosphere;	42%

benzyl β-D-galactopyranosyl-(1→2)-[β-D-galactopyranosyl-(1→3)]-β-D-galactopyranosyl-(1→6)-[β-D-galactopyranosyl-(1→2)-β-D-galactofuranosyl-(1→4)]-2-acetamido-2-deoxy-α-D-glucopyranoside + N-glycolylneuraminic acid (35890-38-1) → C56H88N2O39 + C56H88N2O39

Conditions	Yield
With recombinant trans-sialidase from Trypanosoma cruzi Kinetics; Enzymatic reaction;

benzyl β-D-galactopyranosyl-(1->2)-[β-D-galactopyranosyl-(1->3)]-β-D-galactopyranosyl-(1->6)-[β-D-galactofuranosyl-(1->2)-β-D-galactofuranosyl-(1->4)]-2-acetamido-2-deoxy-α-D-glucopyranoside (1392435-02-7) + N-glycolylneuraminic acid (35890-38-1) → benzyl 5-N-acetyl-α-D-neuraminyl-(2→3)-β-D-galactopyranosyl-(1→3)-[β-D-galactopyranosyl-(1→2)]-β-D-galactopyranosyl-(1→6)-[β-D-galactofuranosyl-(1→2)-β-D-galactofuranosyl-(1→4)]-2-acetamido-2-deoxy-α-D-glucopyranoside

Conditions	Yield
With recombinant trans-sialidase from Trypanosoma cruzi In aq. buffer at 25℃; for 14h; pH=7.4; Kinetics; Enzymatic reaction;	2.7 mg

6-aminohexyl α-D-galactopyranosyl-(1→3)-[β-D-galactopyranosyl-(1→6)]-β-D-galactopyranoside + N-glycolylneuraminic acid (35890-38-1) → 6-aminohexyl α-D-galactopyranosyl-(1→3)-[5-N-acetyl-α-D-neuraminyl-(2→3)-β-D-galactopyranosyl-(1→6)]-β-D-galactopyranoside

Conditions	Yield
With trans-sialidase; sodium chloride In aq. buffer at 20℃; for 0.25h; pH=7; Kinetics; Catalytic behavior; Concentration; Enzymatic reaction;