155-30-6

Basic information

• Product Name: METHYLMERCAPTO-D-GALACTOPYRANOSIDE
• Synonyms: METHYL-B-D-THIOGALACTOPYRANOSIDE;METHYL-BETA-D-THIOGALACTOPYRANOSIDE;METHYL BETA-D-THIOGALACTOSIDE;METHYL-THIOGALACTOSIDE;METHYL-1-THIO-BETA-D-GALACTOPYRANOSIDE;B-D-THIOMETHYLGALACTOSIDE;METHYLMERCAPTO-D-GALACTOPYRANOSIDE;methyl1-thio-.beta.-d-galactopyranosid
• CAS NO: 155-30-6
• Molecular Formula: C₇H₁₄O₅S
• Molecular Weight: 210.25
• EINECS: 205-842-4
• Product Categories: Sugars, Carbohydrates & Glucosides;Carbohydrates & Derivatives
• Mol File: 155-30-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 115-1170C
• Boiling Point: 437.323oC at 760 mmHg
• Flash Point: 218.285oC
• Appearance: /
• Density: 1.505g/cm3
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.606
• Storage Temp.: −20°C
• BRN: 81583
• CAS DataBase Reference: METHYLMERCAPTO-D-GALACTOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYLMERCAPTO-D-GALACTOPYRANOSIDE(155-30-6)
• EPA Substance Registry System: METHYLMERCAPTO-D-GALACTOPYRANOSIDE(155-30-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• F: 10
• Hazardous Substances Data: 155-30-6(Hazardous Substances Data)

Usage

Description

METHYLMERCAPTO-D-GALACTOPYRANOSIDE, also known as Methyl-β-D-thiogalactoside (TMG), is a chemical compound derived from galactopyranosides. It is characterized by the presence of a methylmercapto group, which gives it unique properties and potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
METHYLMERCAPTO-D-GALACTOPYRANOSIDE is used as an inhibitor for [application type] because of its ability to inhibit glucosidase and β-glucosidase enzymes. This inhibition property makes it a valuable compound in the development of drugs targeting these enzymes, which are involved in various metabolic processes and diseases.
Used in Research and Development:
METHYLMERCAPTO-D-GALACTOPYRANOSIDE is used as a research tool for [application reason] in studies analyzing inducers of the E. coli lac repressor system and investigating the utilization of lactose by Streptococcus faecalis. Its role in these studies helps researchers understand the mechanisms of gene regulation and bacterial metabolism, contributing to the advancement of biological and medical sciences.
Used in Microbiology:
In the field of microbiology, METHYLMERCAPTO-D-GALACTOPYRANOSIDE is used as a substrate for [application type] to study the uptake and metabolism of lactose and glucose by bacteria. The phosphoenolpyruvate-dependent phosphotransferase system maintains the uptake of TMG, lactose, and glucose, providing insights into bacterial nutrient acquisition and energy metabolism.

InChI:InChI=1/C7H14O5S/c1-13-7-6(11)5(10)4(9)3(2-8)12-7/h3-11H,2H2,1H3/t3-,4+,5+,6-,7+/m1/s1

Upstream product

• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 
• 40591-65-9 Acetic acid (2R,3S,4S,5R)-3,5-diacetoxy-2-acetoxymethyl-6-carbamimidoylsulfanyl-tetrahydro-pyran-4-yl ester; hydrobromide 
• 4163-60-4 β-D-galactose peracetate 
• 3908-55-2 Trimethyl(methylthio)silane 
• 3068-32-4 1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose 
• 5188-07-8 sodium thiomethoxide 
• 55722-48-0 methyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside 

Downstream Products

• 1421638-35-8 methyl 2,4,6-tri-O-acetyl-3-O-(4-phenoxybenzyl)-1-thio-β-D-galactopyranoside 
• 1421638-29-0 (3-O-(4-phenoxybenzyl)-β-D-galactopyranosyl)-β-(1,4)-2-deoxy-2-N-benzamido-3-azidopropyl-β-D-glucopyranoside 
• 1421638-28-9 (3-O-(4-phenoxybenzyl)-β-D-galactopyranosyl)-β-(1,4)-2-deoxy-2-N-phthalimido-3-azidopropyl-β-D-glucopyranoside 
• 1421638-27-8 (2,4,6-tri-O-acetyl-3-O-(4-phenoxybenzyl)-β-D-galactopyranosyl)-β-(1,4)6-O-acetyl-2-deoxy-2-N-phthalimido-3-azidopropyl-β-D-glucopyranoside 
• 330999-06-9 methyl 2,3,4,6-tetra-O-(4-chlorobenzyl)-1-thio-β-D-galactopyranoside 
• 122169-86-2 methyl 4,6-O-benzylidene-1-thio-β-D-galactopyranoside 
• 143535-90-4 (3aR,5R,5aS,8aS,8bR)-5-[(3aS,4R,6S,7R,7aS)-7-(4-Methoxy-benzyloxy)-4-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxymethyl]-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran 
• 143535-87-9 Acetic acid (2S,3R,4S,5S,6R)-3-acetoxy-5-hydroxy-6-[(3aS,4R,6S,7R,7aS)-7-(4-methoxy-benzyloxy)-4-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxymethyl]-2-(4-nitro-phenoxy)-tetrahydro-pyran-4-yl ester 
• 143535-88-0 C₄₂H₅₂N₂O₁₅ 
• 143535-89-1 N-[(2S,3R,4R,5S,6R)-5-Hydroxy-6-hydroxymethyl-2-(4-nitro-phenoxy)-4-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide 
• 143615-14-9 C₁₈H₂₅NO₁₃ 
• 143535-84-6 methyl 3,4-O-isopropylidene-2,6-di-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside 
• 139526-09-3 allyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2-azido-4,6-di-O-benzyl-2-deoxy-β-D-galactopyranoside 
• 139525-90-9 allyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->3)-4,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside 

Relevant articles and documents

Synthesis of a Novel Analogue of Sialyl Lewis X

Two different strategies have been developed in order to synthesise an analogue and potential mimic of sialyl Lewis X that incorporates a carboxymethyl group and a C2-symmetric 2,3-butanediol unit as replacements for the sialic acid and the N-acetylglucosamine residues respectively.

SYNTHESIS OF A SULFATED GLYCOPEPTIDE CORRESPONDING TO THE CARBOHYDRATE-PROTEIN LINKAGE REGION OF PROTEOGLYCANS: β-D-GlcA-(1->3)4)>-β-D-Gal-(1->3)-β-D-Gal-(1->4)-β-D-Xyl-(1->3)-Ser

A sulfated glycotetraosyl serin 4 was synthesized in a stereocontrolled manner by employing a key glycotetraosyl donor 7 and a serine derivative 6.

Synthesis of α-D-galactopyranosyl-linked oligosaccharides having an anomeric 4-nitrophenyl group by the use of a 2,6-di-O-(4-methoxybenzyl) derivative of D-galactose as a donor

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