62778-20-5

Basic information

• Product Name: 1-THIO-D-GLUCOSE SODIUM SALT
• Synonyms: SODIUM THIOGLUCOSE;THIO-D-GLUCOSE SODIUM SALT;1-THIO-D-GLUCOSE SODIUM SALT;1-thio-alpha-d-glucopyranosmonosodiumsalt;1-THIO-D-GLUCOSE SOIUM SALT;beta-D-Thioglucose;1-Thio-D-glucose sod
• CAS NO: 62778-20-5
• Molecular Formula: C₆H₁₁O₅S*Na
• Molecular Weight: 218.2
• Mol File: 62778-20-5.mol

Chemical Properties

• Melting Point: 170 °C
• Appearance: /
• CAS DataBase Reference: 1-THIO-D-GLUCOSE SODIUM SALT(CAS DataBase Reference)
• NIST Chemistry Reference: 1-THIO-D-GLUCOSE SODIUM SALT(62778-20-5)
• EPA Substance Registry System: 1-THIO-D-GLUCOSE SODIUM SALT(62778-20-5)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 62778-20-5(Hazardous Substances Data)

Usage

Properties

Chemical compound
Thiol derivative of D-glucose
Sodium salt form
Used as a substrate for enzyme reactions
Used in the synthesis of pharmaceutical compounds
Used as a reagent in chemical reactions
Potential applications in the development of diagnostic tools

Specific content

Used in various biochemical and pharmaceutical applications
Often used in laboratory research
Particularly used for reactions involving glycosidase enzymes
Plays a critical role in biochemical and pharmaceutical research and development

InChI:InChI=1/C6H12O5S.Na/c7-1-2-3(8)4(9)5(10)6(12)11-2;/h2-10,12H,1H2;/q;+1/p-1/t2-,3-,4+,5-,6u;/m1./s1/rC6H11NaO5S/c7-13-6-5(11)4(10)3(9)2(1-8)12-6/h2-6,8-11H,1H2/t2-,3-,4+,5-,6u/m1/s1

Upstream product

• 604-69-3 β-D-glucose pentaacetate 
• 6806-56-0 O²,O³,O⁴,O⁶,S-Pentaacetyl-1-thio-β-D-glucopyranose 
• 62860-10-0 2,3,4,6-tetra-O-acetyl-1-S-acetyl-1-thio-α-D-glucopyranoside 
• 4451-36-9 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl chloride 

Downstream Products

• 81905-39-7 methyl 2,3,6-tri-O-benzoyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glycopyranosyl)-4-thio-α-D-glucopyranoside 
• 130370-41-1 C₃₅H₃₅Cl₃O₁₇S 
• 130370-39-7 C₃₅H₃₅Cl₃O₁₅S 
• 130370-33-1 (5R,5aR,8aR,9S)-9-((2R,4aR,6S,7R,8R,8aS)-7,8-Dihydroxy-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-sulfonyl)-5-(4-hydroxy-3,5-dimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one 
• 130370-31-9 (5R,5aR,8aR,9S)-9-((2R,4aR,6S,7R,8R,8aS)-7,8-Dihydroxy-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl)-5-(4-hydroxy-3,5-dimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one 
• 130370-38-6 (5R,5aR,8aR,9S)-5-(4-Hydroxy-3,5-dimethoxy-phenyl)-9-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one 
• 68778-86-9 1-thio-α,β-trehalose 
• 17317-98-5 1-thio-α,α-trehalose 
• 108392-13-8 D-glycopyranosyl β-D-thioglucopyranoside 
• 93677-24-8 p-nitrophenyl 2,3,6-tri-O-benzoyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-4-thio-α-D-glucopyranoside 
• 93697-59-7 o-nitrophenyl 2,3,6-tri-O-benzoyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-4-thio-α-D-glucopyranoside 
• 93677-26-0 p-nitrophenyl 2,3,6-tri-O-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-4-thio-α-D-glucopyranoside 
• 93677-25-9 o-nitrophenyl 2,3,6-tri-O-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-4-thio-α-D-glucopyranoside 
• 93677-35-1 p-nitrophenyl 4-thio-α-maltoside 

Relevant articles and documents

BRANCHED THIOCYCLOMALTO-OLIGOSACCHARIDES: SYNTHESIS AND PROPERTIES OF 6-S-α- AND 6-S-β-D-GLUCOPYRANOSYL-6-THIOCYCLOMALTOHEPTAOSE

6-S-α- (2) and 6-S-β-D-glucopyranosyl-6-thiocyclomaltoheptaose (3) have been prepared by treatment of 6-O-p-tolylsulphonylcyclomaltoheptaose (1) with the sodium salts of 1-thio-α- and -β-D-glucopyranose, respectively, in 1,3-dimethyl-2-oxohexahydropyrimid

Synthesis of S-Linked Glycosyl Amino Acids in Aqueous Solution with Unprotected Carbohydrates

(Equation Presented) The cyclic sulfamidate 5 was synthesized in 60% overall yield from L-serine benzyl ester. Compound 5 reacted cleanly with the sodium thiolate salt of a variety of unprotected 1-thio sugars in aqueous buffer to afford the corresponding

Inclusion and solubilization properties of 6-S-glycosyl-6-thio derivatives of β-cyclodextrin

The synthesis and physico-chemical properties of branched β-cyclodextrins substituted by one or seven thioglycoside units at the primary hydroxy side are described.The solubilities in water of these compounds are strongly increased compared with the paren

Stereoselective Thioglycoside Syntheses. Part 6. Aryl 4-Thiomaltooligosacchrides as Chromogenic Substrates for Kinetic Studies with α-Amylase

Nucleophilic bimolecular substitution, of either o- or p-nitrophenyl 2,3,6-tri-O-benzoyl-4-O-trifluoromethylsulphonyl-α-D-galactopyranoside (1) or (2) with the sodium salt of 1-thio-α-D-glucopyranose in hexamethylphosphoramide afforded, after the usual deprotection sequences, o- and p-nitrophenyl 4-thio-α-maltosides (7) and (8).A similar synthetic scheme with (1) and the 1-α-thiolate of 4-thiomaltose (12) led to o-nitrophenyl 4,4'-dithio-α-maltotrioside (15).These 4-thio-oligosaccharides and their corresponding oxygen analogues were used, in comparative assays, as chromogenic substrates with porcine and human pancreatic α-amylases.In both series, enzymic velocity was higher for the maltotrioside derivatives than for the maltodisaccharides. o-Nitrophenyl glycosides behave as better substrates than the corresponding para isomers.Replacement of intersaccharide oxygen atoms by sulphur increased slightly the Michaelis constant, but had a negative effect on the hydrolysis rate.As a consequence, 4-thiomaltosyloligosaccharides were less sensitive substrates for pig pancreatic α-amylase as compared with their O-glycosyl counterparts.However, as the former class of compounds is split exclusively at the chromogenic site, they appear to be substrates of interest for direct kinetic studies with α-amylases.

Stereoselective Thioglycoside Syntheses. Part 4. A New Approach to 1,4-linked 1-Thio-disaccharides and a Synthesis of Thiomaltose

Two approaches are devised for the preparation of thiomaltose (16).Condensation between the sodium salt of 1-thio-α-D-glucopyranose (3) and methyl 2,3,6-tri-O-benzoyl-4-O-trifluoromethylsulphonyl-α-D-galactopyranoside (5) in hexamethylphosphoramide, leads to the methyl α-thiomaltoside derivative (6).On the other hand, the displacement of the C-4 trifluoromethanesulphonate of 1,6-anhydro-D-galactopyranose diacetate (13) by the sodium salt (3) gave the 1,6-anhydro-thio-disaccharide (14).The precursor of (13), 2,3-di-O-acetyl-1,6-anhydro-β-D-galactopyranose (12) was obtained in near quantitative yield from the known 2-O-acetyl-1,6-anhydro-3,4-O-isopropylidene-β-D-galactopyranose (9) by successive hydrolysis of the acetal group, orthoester formation (11), and selective opening of this intermediate through controlled acidic hydrolysis.Acetolysis of the methyl thio-maltoside (8) or the corresponding 1,6-anhydro-thio-disaccharide (14) followed by de-O-acylation afforded 4-S-α-D-glucopyranosyl-4-thio-D-glucopyranose in excellent yields. 1,2,3,6-Tetra-O-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-4-thio-β-D-glucopyranose (15), a useful precursor of thiomaltotriosyloligosaccharides, is also prepared from the acetolysis reaction.