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

Uses

Different sources of media describe the Uses of 155-30-6 differently. You can refer to the following data:
1. Inhibition of ?glucosidase
2. Inhibition of β-glucosidase.
3. Methyl-β-D-thiogalactoside has been used in a study to analyze inducers of the E.coli lac repressor system. It has also been used in a study that investigated the utilization of lactose by Streptococcus faecalis.

General Description

The uptake of methyl-β-D-thiogalactoside (TMG), lactose, and glucose is maintained by the phosphoenolpyruvate-dependent phosphotransferase system.

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

• 159889-77-7 methyl 2,3,4,6-tetra-O-(4-methoxybenzyl)-1-thio-β-D-galactopyranoside 
• 165557-04-0 (2,4,6-tri-O-benzyl-1-deoxy-1-methylsulfanyl-β-D-galactopyranos-3-yl)-acetic acid benzyl ester 
• 175473-02-6 {(2R,3S,4S,5R,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-[2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-phenoxy]-tetrahydro-pyran-4-yloxy}-acetic acid benzyl ester 
• 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 

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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