56401-20-8

Basic information

• Product Name: ALPHA-D-GLUCOSE-1-PHOSPHATE NA2-SALT
• Synonyms: ALPHA-D-GLUCOSE-1-PHOSPHATE NA2-SALT;alpha-d-Glucopyranose, 1-(dihydrogen phosphate), disodium salt;A-D-GLUCOSE 1-PHOSPHATE DISODIUM*HYDRATE APPROX. 98;A-D-GLUCOSE 1-PHOSPHATE DISODIUM HYDRAT&;A-D-GLUCOSE 1-PHOSPHATE DISODIUM*HYDRATE 98-99%;A-D-GLUCOSE 1-PHOSPHATE DISODIUM*HYDRATE APPROX. 95;D-Glucose1-Phosphate,Disodium,Hydrate;alpha-D-Glucose-1-phosphatedisodiumsalt
• CAS NO: 56401-20-8
• Molecular Formula: C₆H₁₁O₉P*2Na
• Molecular Weight: 304.1
• EINECS: 260-154-1
• Product Categories: Sugars, Carbohydrates & Glucosides
• Mol File: 56401-20-8.mol
• Article Data: 2

Chemical Properties

• Melting Point: 138°C
• Boiling Point: 603°Cat760mmHg
• Flash Point: 318.5°C
• Appearance: /lyophilized powder
• Density: 1.9g/cm³
• Vapor Pressure: 4.68E-17mmHg at 25°C
• Storage Temp.: −20°C
• Water Solubility: Soluble in water.
• CAS DataBase Reference: ALPHA-D-GLUCOSE-1-PHOSPHATE NA2-SALT(CAS DataBase Reference)
• NIST Chemistry Reference: ALPHA-D-GLUCOSE-1-PHOSPHATE NA2-SALT(56401-20-8)
• EPA Substance Registry System: ALPHA-D-GLUCOSE-1-PHOSPHATE NA2-SALT(56401-20-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 56401-20-8(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

alpha-D-Glucose-1-phosphate disodium salt tetra hydrate is a glucose molecule that can be used in cellular catabolism. It is used as an intermediate in chemical and pharmaceutical research.

General Description

α-D-Glucose 1-phosphate is converted into D-glucose-6-phosphate by the enzyme phosphoglucomutase.

Biochem/physiol Actions

α-D-Glucose 1-phosphate is the α-anomeric form of glucose which contains a phosphate group on the primary carbon. In certain strains of Corynebacteria, glucose 1-phosphate has been shown to induce the build up of starch-like inclusion bodies within the cell.

InChI:InChI=1/C6H13O9P.Na/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13;/h2-10H,1H2,(H2,11,12,13);/q;+1/t2-,3-,4+,5-,6-;/m1./s1

Synthetic route

D-glucose pentaacetate (83-87-4, 604-68-2, 604-69-3, 2152-77-4, 4026-35-1, 4163-59-1, 4163-60-4, 4163-61-5, 4163-65-9, 4257-94-7, 4257-96-9, 16299-15-3, 19186-39-1, 19189-55-0, 25878-60-8, 25941-03-1, 32445-48-0, 32445-49-1, 32445-53-7, 32445-54-8, 34685-58-0, 34685-59-1, 43168-42-9, 43168-44-1, 43169-22-8, 43169-25-1, 66966-07-2, 70749-17-6, 80184-01-6, 93221-01-3, 93221-02-4, 99630-88-3, 109215-53-4, 115792-70-6, 115792-73-9, 139894-92-1, 139973-25-4, 144071-49-8, 147648-81-5) → α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8)

Conditions	Yield
Stage #1: D-glucose pentaacetate With phosphoric acid In melt at 50℃; under 1.20012 Torr; for 3h; Inert atmosphere; Schlenk technique; Sealed tube; Stage #2: With lithium hydroxide In melt; water at 0 - 20℃; Inert atmosphere; Schlenk technique; Sealed tube; Stage #3: In water Inert atmosphere; Schlenk technique; Sealed tube;	41%

α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) → 1-O-phosphate-α-D-glucopyranuronic acid trisodium salt

Conditions	Yield
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; sodium bromide In water; ethyl acetate at 0℃; for 2.5h;	69%
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydroxide In water at 0℃; for 1.5h; pH=9;

[2,2]bipyridinyl (366-18-7) + copper(II) nitrate trihydrate + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) → [Cu4(μ-OH)(α-D-glucose-1-phosphate)2(2,2'-bipyridyl)4(H2O)2](NO3)3*10H2O

Conditions	Yield
In not given Cu salt reacted with Na compd. in presence of 2,2'-bipyridyl; crystals obtained; elem. anal.;	63%

[2,2]bipyridinyl (366-18-7) + copper(II) nitrate trihydrate + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + water (7732-18-5) → [Cu4(μ-OH)(μ-α-D-glucose-1-phosphate(2-))2(2,2'-bipyridyl)4(H2O)2](NO3)3*10H2O

Conditions	Yield
In water Cu salt and bipyridine added to aq. soln. of Na salt of ligand; stirred at room temp. for 1 h; concd. under reduced pressure; evapd. slowly for ca. 1-2 d; filtered; crystals washed with EtOH and Et2O; dried under vac.; elem. anal.;	63%

α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + C25H44O20S (187161-22-4) → methyl O-β-D-glucopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->3)-S-β-D-glucopyranosyl-(1->4)-O-(4-thio-β-D-glucopyranosyl)-(1->4)-β-D-glucopyranoside (187161-17-7)

Conditions	Yield
With ethylenediaminetetraacetic acid; DL-dithiothreitol; cellodextrin phosphorylase; glucose catalase; glucose oxidase In water at 25℃; for 24h;	56%

[2,2]bipyridinyl (366-18-7) + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + water (7732-18-5) + copper(ll) bromide (7789-45-9) → [Cu4(μ-OH)(μ-α-D-glucose-1-phosphate(2-))2(2,2'-bipyridyl)4(H2O)2]Br3*10H2O

Conditions	Yield
In water Cu salt and bipyridine added to aq. soln. of Na salt of ligand; stirred at room temp. for 1 h; concd. under reduced pressure; evapd. slowly for ca. 1-2 d; filtered; crystals washed with EtOH and Et2O; dried under vac.; elem. anal.;	45%

maltotriose (6401-81-6, 17659-52-8, 19141-16-3, 20702-55-0, 52485-13-9, 69429-19-2, 80446-86-2, 80446-87-3, 94799-30-1, 94799-74-3, 113158-51-3, 118396-93-3, 121153-20-6, 133267-59-1, 1109-28-0, 142185-35-1) + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + mannose-1-phosphate (59-56-3, 2240-08-6, 2255-14-3, 2520-52-7, 6799-01-5, 10456-01-6, 14048-34-1, 15978-07-1, 19993-19-2, 20299-62-1, 40591-51-3, 62057-78-7, 77280-79-6, 78341-19-2) → α(1→4)-linked mannoglucan composed of Glc/Man units (1 : 0.094), Mn = 7900 + amylose

Conditions	Yield
With thermostable α-glucan phosphorylase from Aquifex aeolicus VF5; magnesium chloride In aq. buffer at 40℃; for 168h; pH=8.5; Enzymatic reaction;	A 44.6% B n/a

maltotriose (6401-81-6, 17659-52-8, 19141-16-3, 20702-55-0, 52485-13-9, 69429-19-2, 80446-86-2, 80446-87-3, 94799-30-1, 94799-74-3, 113158-51-3, 118396-93-3, 121153-20-6, 133267-59-1, 1109-28-0, 142185-35-1) + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + mannose-1-phosphate (59-56-3, 2240-08-6, 2255-14-3, 2520-52-7, 6799-01-5, 10456-01-6, 14048-34-1, 15978-07-1, 19993-19-2, 20299-62-1, 40591-51-3, 62057-78-7, 77280-79-6, 78341-19-2) → α(1→4)-linked mannoglucan composed of Glc/Man units (1 : 0.18), Mn = 3970

Conditions	Yield
With thermostable α-glucan phosphorylase from Aquifex aeolicus VF5; magnesium chloride In aq. buffer at 40℃; for 168h; pH=8.5; Enzymatic reaction;	40.3%

maltotriose (6401-81-6, 17659-52-8, 19141-16-3, 20702-55-0, 52485-13-9, 69429-19-2, 80446-86-2, 80446-87-3, 94799-30-1, 94799-74-3, 113158-51-3, 118396-93-3, 121153-20-6, 133267-59-1, 1109-28-0, 142185-35-1) + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + mannose-1-phosphate (59-56-3, 2240-08-6, 2255-14-3, 2520-52-7, 6799-01-5, 10456-01-6, 14048-34-1, 15978-07-1, 19993-19-2, 20299-62-1, 40591-51-3, 62057-78-7, 77280-79-6, 78341-19-2) → α(1→4)-linked mannoglucan composed of Glc/Man units (1 : 0.15), Mn = 6600

Conditions	Yield
With thermostable α-glucan phosphorylase from Aquifex aeolicus VF5; magnesium chloride In aq. buffer at 40℃; for 168h; pH=8.5; Enzymatic reaction;	40.1%

[Cu2(μ-OH)(m-xylenediamine bis(Kemp's triacid imide)(2-))(4-methyl-1,10-phenanthroline)2]NO3*1.5CH2Cl2*CH3OH + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) → [Cu2(μ-α-D-glycose 1-phosphate)(m-xylenediamine bis(Kemp's triacid imide)(2-))(4-methyl-1,10-phenanthroline)2]*6H2O

Conditions	Yield
In methanol; water soln. sodium salt ligand in aq. MeOH was added to soln. Cu complex in MeOH and stirred for 12 h; solvent was evapd. in vacuo, residue was extd. with MeOH and filtered, Et2O was added; elem. anal.;	38%

[2,2]bipyridinyl (366-18-7) + copper(II) choride dihydrate + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + water (7732-18-5) → [Cu4(μ-OH)(μ-α-D-glucose-1-phosphate(2-))2(2,2'-bipyridyl)4(H2O)2]Cl3*14H2O

Conditions	Yield
In water Cu salt and bipyridine added to aq. soln. of Na salt of ligand; stirred at room temp. for 1 h; concd. under reduced pressure; evapd. slowly for ca. 1-2 d; filtered; crystals washed with EtOH and Et2O; dried under vac.; elem. anal.;	35%

[Cu2(μ-OH)(m-xylenediamine bis(Kemp's triacid imide)(2-))(1,10-phenanthroline)2]NO3*2CH2Cl2 + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) → [Cu2(μ-α-D-glycose 1-phosphate)(m-xylenediamine bis(Kemp's triacid imide)(2-))(1,10-phenanthroline)2]*12H2O

Conditions	Yield
In methanol; water soln. sodium salt ligand in aq. MeOH was added to soln. Cu complex in MeOH and stirred for 12 h; solvent was evapd. in vacuo, residue was extd. with MeOH and filtered, Et2O was added; elem. anal.;	29%

2-fluoro-D-glucose (86783-82-6) + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) → 2-deoxy-2-fluoro-cellobiose

Conditions	Yield
With cellobiose phosphorylase In aq. phosphate buffer; water at 37℃; for 16h; pH=7.2; Enzymatic reaction;	26%

maltotriose (6401-81-6, 17659-52-8, 19141-16-3, 20702-55-0, 52485-13-9, 69429-19-2, 80446-86-2, 80446-87-3, 94799-30-1, 94799-74-3, 113158-51-3, 118396-93-3, 121153-20-6, 133267-59-1, 1109-28-0, 142185-35-1) + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + mannose-1-phosphate (59-56-3, 2240-08-6, 2255-14-3, 2520-52-7, 6799-01-5, 10456-01-6, 14048-34-1, 15978-07-1, 19993-19-2, 20299-62-1, 40591-51-3, 62057-78-7, 77280-79-6, 78341-19-2) → α(1→4)-linked mannoglucan composed of Glc/Man units (1 : 0.30), Mn = 6600

Conditions	Yield
With thermostable α-glucan phosphorylase from Aquifex aeolicus VF5; magnesium chloride In aq. buffer at 40℃; for 168h; pH=8.5; Enzymatic reaction;	23.7%

6-deoxy-6-fluoro-D-glucose (34168-77-9) + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) → 6-deoxy-6-fluoro-cellobiose

Conditions	Yield
With cellobiose phosphorylase In aq. phosphate buffer; water at 37℃; for 16h; pH=7.2; Enzymatic reaction;	23%

α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + xylopyranosyl β-(1,4)-glucopyranose → β-D-glucopyranosyl-(1->4)-β-D-xylopyranosyl-(1->4)-D-glucopyranose + β-D-glucopyranosyl-(1->4)-β-D-glucopyranosyl-(1->4)-β-D-xylopyranosyl-(1->4)-D-glucopyranose

Conditions	Yield
With cyclodextrin phosphorylase (EC 2.4.1.49); MOPS buffer at 50℃; for 72h; pH=7.0;	A 22% B 11.9%

xylotriose (22416-59-7, 83058-47-3, 130790-70-4) + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) → β-D-glucopyranosyl-(1->4)-β-D-xylopyranosyl-(1->4)-β-D-xylopyranosyl-(1->4)-D-xylopyranose

Conditions	Yield
With cyclodextrin phosphorylase (EC 2.4.1.49); MOPS buffer at 37℃; for 24h; pH=7.0;	20.2%

α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + β-D-xylopyranosyl-(1->4)-β-D-glucopyranosyl-(1->4)-D-glucopyranose → β-D-glucopyranosyl-(1->4)-β-D-xylopyranosyl-(1->4)-β-D-glucopyranosyl-(1->4)-D-glucopyranose

Conditions	Yield
With cyclodextrin phosphorylase (EC 2.4.1.49); MOPS buffer at 50℃; for 96h; pH=7.0;	16.3%

α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + methyl O-β-D-glucopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->3)-S-β-D-glucopyranosyl-(1->4)-O-(4-thio-β-D-glucopyranosyl)-(1->4)-β-D-glucopyranoside (187161-17-7) → methyl O-β-D-glucopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->3)-S-β-D-glucopyranosyl-(1->4)-O-(4-thio-β-D-glucopyranosyl)-(1->4)-β-D-glucopyranoside

Conditions	Yield
With ethylenediaminetetraacetic acid; DL-dithiothreitol; cellodextrin phosphorylase; glucose catalase; glucose oxidase In water at 25℃;	13.5%

α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + β-D-xylopyranosyl-(1->4)-β-D-xylopyranosyl-(1->4)-D-glucopyranose → β-D-glucopyranosyl-(1->4)-β-D-xylopyranosyl-(1->4)-β-D-xylopyranosyl-(1->4)-D-glucopyranose

Conditions	Yield
With cyclodextrin phosphorylase (EC 2.4.1.49); MOPS buffer at 50℃; for 96h; pH=7.0;	13.2%

D-(+)-xylobiose (552-71-6, 78932-92-0, 80244-85-5, 80244-86-6, 83113-52-4, 102046-32-2, 102046-33-3) + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) → β-D-glucopyranosyl-(1->4)-β-D-xylopyranosyl-(1->4)-D-xylopyranose + β-D-glucopyranosyl-(1->4)-β-D-glucopyranosyl-(1->4)-β-D-xylopyranosyl-(1->4)-D-xylopyranose

Conditions	Yield
With cyclodextrin phosphorylase (EC 2.4.1.49); MOPS buffer at 37℃; for 24h; pH=7.0;	A 12.8% B 4.8%

maltotriose (6401-81-6, 17659-52-8, 19141-16-3, 20702-55-0, 52485-13-9, 69429-19-2, 80446-86-2, 80446-87-3, 94799-30-1, 94799-74-3, 113158-51-3, 118396-93-3, 121153-20-6, 133267-59-1, 1109-28-0, 142185-35-1) + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + mannose-1-phosphate (59-56-3, 2240-08-6, 2255-14-3, 2520-52-7, 6799-01-5, 10456-01-6, 14048-34-1, 15978-07-1, 19993-19-2, 20299-62-1, 40591-51-3, 62057-78-7, 77280-79-6, 78341-19-2) → α(1→4)-linked mannoglucan composed of Glc/Man units (1 : 0.26), Mn = 3500

Conditions	Yield
With thermostable α-glucan phosphorylase from Aquifex aeolicus VF5; magnesium chloride In aq. buffer at 40℃; for 168h; pH=8.5; Enzymatic reaction;	12.2%

(3S,4S,5R,6R)-4-fluoro-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,5-triol (7226-70-2) + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) → 3-deoxy-3-fluoro-cellobiose

Conditions	Yield
With cellobiose phosphorylase In aq. phosphate buffer; water at 37℃; for 16h; pH=7.2; Enzymatic reaction;	12%

1,10-Phenanthroline (66-71-7) + copper(II) nitrate trihydrate + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + water (7732-18-5) → [Cu4(μ-OH)(μ-α-D-glucose-1-phosphate(2-))2(1,10-phenanthroline)4(H2O)2](NO3)3*6H2O

Conditions	Yield
In water Cu salt and phenanthroline added to aq. soln. of Na salt of ligand; stirred at room temp. for 1 h; concd. under reduced pressure; evapd. slowly for ca. 1-2 d; filtered; crystals washed with EtOH and Et2O; dried under vac.; elem. anal.;	11%

1,10-Phenanthroline (66-71-7) + copper(II) nitrate trihydrate + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) → [Cu4(μ-OH)(α-D-glucose-1-phosphate)2(1,10-phenanthroline)4(H2O)2](NO3)3*6H2O

Conditions	Yield
In not given Cu salt reacted with Na compd. in presence of 1,10-phenanthroline; crystals obtained; elem. anal.;	11%

α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + glucopyranosyl β-(1,4)-xylopyranose (18354-18-2) → β-D-glucopyranosyl-(1->4)-β-D-glucopyranosyl-(1->4)-D-xylopyranose + β-D-glucopyranosyl-(1->4)-β-D-glucopyranosyl-(1->4)-β-D-glucopyranosyl-(1->4)-D-xylopyranose

Conditions	Yield
With cyclodextrin phosphorylase (EC 2.4.1.49); MOPS buffer at 37℃; for 48h; pH=7.0;	A 8.5% B 5%

α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + β-D-xylopyranosyl-(1->4)-β-D-glucopyranosyl-(1->4)-D-xylopyranose → β-D-glucopyranosyl-(1->4)-β-D-xylopyranosyl-(1->4)-β-D-glucopyranosyl-(1->4)-D-xylopyranose

Conditions	Yield
With cyclodextrin phosphorylase (EC 2.4.1.49); MOPS buffer at 50℃; for 96h; pH=7.0;	7.3%

C10H15Cl2N2O14P3*C12H27N + α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + triethylamine carbonate (15715-58-9) → uridine-5'-glucose-1'-β,γ-dichloromethylene tetraphosphate triethylammonium

Conditions	Yield
Stage #1: C10H15Cl2N2O14P3*C12H27N With diisopropyl-carbodiimide In N,N-dimethyl-formamide at 20℃; Stage #2: α-D-Glucopyranoside 1-(disodium phosphate) With magnesium chloride In N,N-dimethyl-formamide at 20℃; Stage #3: triethylamine carbonate	7%

α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) + uridine 5'-triphosphate sodium salt (19817-92-6) → UDP-glucose (133-89-1)

Conditions	Yield
With inorganic pyrophosphatase; uridine-5'-diphosphoglucose pyrophosphorylase enzymatically at pH 7.6;

α-D-Glucopyranoside 1-(disodium phosphate) (56401-20-8) → C6H12O11P2(2-)*2Na(1+)

Conditions	Yield
With sodium hypophosphate In water at 60℃; for 1.66667h; from pH=6 to pH=5.5;	61 % Chromat.

Upstream product

• 374726-35-9 dibenzyl 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl phosphate 
• 149717-36-2 dibenzyl 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl phosphite 
• 3947-62-4 2,3,4,5-tetra-O-acetyl-D-glucopyranose 
• 83-87-4 D-glucose pentaacetate 

Downstream Products

• 492-62-6 alpha-D-glucopyranose 
• 50-99-7 D-glucose 
• 497-76-7 arbutin 
• 59122-55-3 n-dodecyl-b-D-glucopyranoside 
• 58846-77-8 n-decyl β-D-glucopyranoside 
• 69984-73-2 (2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-nonyloxy-tetrahydro-pyran-3,4,5-triol 
• 29836-26-8 n-octyl β-D-glucopyranoside 
• 78617-12-6 n-heptyl beta-D-glucopyranoside 
• 39824-11-8 n-hexyl-β-D-glucopyranoside 
• 14861-16-6 2-phenylethyl-β-D-glucopyranoside 
• 71662-14-1 Potassium α-D-glucopyranosiduronate 1-(dipotassium phosphate) 
• 133-89-1 UDP-glucose 

Relevant articles and documents

Exploring anomeric glycosylation of phosphoric acid: Optimisation and scope for non-native substrates

-