819-83-0

Basic information

• Product Name: Disodium beta-glycerophosphate pentahydrate
• Synonyms: DISODIUM BETA-GLYCEROPHOSPHATE;GLYCEROL-2-P NA2 5H2O;BETA-GLYCEROPHOSPHORIC ACID DISODIUM SALT;BETA-SODIUM GLYCEROPHOSPHATE;B-GLYCEROPHOSPHORIC ACID DISODIUM SALT;2-GLYCEROPHOSPHATE NA2-SALT;1,2,3-Propanetriol,2-(dihydrogenphosphate),disodiumsalt;beta-natriumglycerophosphat
• CAS NO: 819-83-0
• Molecular Formula: C₃H₇O₆P*2Na
• Molecular Weight: 216.04
• EINECS: 212-464-3
• Mol File: 819-83-0.mol

Chemical Properties

• Melting Point: 102-104 °C(lit.)
• Boiling Point: 485.5 °C at 760 mmHg
• Flash Point: 247.4 °C
• Appearance: /powder
• Vapor Pressure: 1.4E-11mmHg at 25°C
• Storage Temp.: Store at RT.
• Water Solubility: freely soluble
• CAS DataBase Reference: Disodium beta-glycerophosphate pentahydrate(CAS DataBase Reference)
• NIST Chemistry Reference: Disodium beta-glycerophosphate pentahydrate(819-83-0)
• EPA Substance Registry System: Disodium beta-glycerophosphate pentahydrate(819-83-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: UA0600000
• TSCA: Yes
• Hazardous Substances Data: 819-83-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Disodium beta-glycerophosphate pentahydrate is used as a pharmaceutical ingredient for its buffering and chelating properties, which help stabilize and enhance the efficacy of various drugs.
Used in Food Industry:
Disodium beta-glycerophosphate pentahydrate is used as a food additive for its leavening and emulsifying properties, improving the texture and stability of food products.
Used in Cosmetics Industry:
Disodium beta-glycerophosphate pentahydrate is used as a cosmetic ingredient for its humectant and skin conditioning properties, providing hydration and improving skin health.
Used in Enzyme Assays:
Disodium beta-glycerophosphate pentahydrate is used as a substrate in enzyme assays for the determination of enzymes involved in glycolysis and gluconeogenesis, such as glycerol kinase and glycerol-3-phosphate dehydrogenase.
Used in Cell Culture Media:
Disodium beta-glycerophosphate pentahydrate is used in cell culture media as a source of phosphate and glycerol, providing essential nutrients for cell growth and metabolism.

InChI:InChI=1/C3H9O6P/c4-1-3(2-5)9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/p-2

Synthetic route

glycerol (56-81-5) → Sodium beta-glycerophosphate (819-83-0) + disodium DL-α-glycerophosphate (1555-56-2, 3325-00-6, 6810-16-8, 17603-42-8, 35898-83-0, 95648-81-0, 110972-48-0, 149675-96-7)

Conditions	Yield
Stage #1: glycerol With sodium dihydrogenphosphate at 120 - 125℃; for 120h; Stage #2: With sodium hydroxide at 100 - 105℃; for 20h; Temperature;	A 48% B n/a
With sodium pyrophosphate; alkaline phosphatase In water at 40℃; for 48h; Product distribution; Rate constant; Effect of pH, acceptor concentration, chain length of the phosphoryl donor, origin and purity of the phosphatases, cosolvents (glymes);
With sodium pyrophosphate; calf intestine; alkaline phosphatase In water at 40℃; for 48h; Yield given. Yields of byproduct given;

1,3-bis(pivaloyl)glycerol phosphate → Sodium beta-glycerophosphate (819-83-0)

Conditions	Yield
With sodium hydroxide; water at 65℃; pH=12 - 13;

N-Acetylimidazole (2466-76-4) + Sodium beta-glycerophosphate (819-83-0) → bis(acetyl)glycerol-2-phosphate

Conditions	Yield
In water-d2; formamide at 20℃; for 72h; pH=7.4; Solvent;	100%

N-octanoyl imidazole (17450-31-6) + Sodium beta-glycerophosphate (819-83-0) → bis(octanoyl)glycerol-2-phosphate

Conditions	Yield
In water-d2; formamide at 20℃; for 24h; pH=7.4; Solvent;	100%

N-Acetylimidazole (2466-76-4) + Sodium beta-glycerophosphate (819-83-0) → C5H11O7P + bis(acetyl)glycerol-2-phosphate

Conditions	Yield
In water; water-d2; formamide at 20℃; for 12h; pH=7.4; Solvent;	A 22% B 77%
In water; water-d2 at 20℃; for 3h; pH=7.4; Solvent;	A 51% B 31%

Sodium beta-glycerophosphate (819-83-0) + 1-Imidazol-1-yl-butan-1-one (4122-54-7) → C7H15O7P + bis(butanoyl)glycerol-2-phosphate

Conditions	Yield
In water; water-d2 at 20℃; for 12h; pH=7.4; Solvent;	A 27% B 70%
In water; water-d2 at 20℃; for 23h; pH=7.4; Solvent;	A 49% B 27%

N-decanoyl imidazole (69205-88-5) + Sodium beta-glycerophosphate (819-83-0) → monodecanoylglycerol-2-phosphate + bis(decanoyl)glycerol-2-phosphate

Conditions	Yield
In water; water-d2; formamide at 20℃; for 72h; pH=7.4; Solvent;	A 70% B 8%

Sodium beta-glycerophosphate (819-83-0) + N-nonanoylimidazole (102342-65-4) → monononanoylglycerol-2-phosphate + bis(nonanoyl)glycerol-2-phosphate

Conditions	Yield
In water; water-d2; formamide at 20℃; for 48h; pH=7.4; Solvent;	A 28% B 68%
In water; water-d2; acetonitrile at 20℃; for 96h; pH=7.4; Solvent;	A 39% B 32%

1-(1-imidazolyl)-1-hexanone (60988-34-3) + Sodium beta-glycerophosphate (819-83-0) → C9H19O7P + bis(hexanoyl)glycerol-2-phosphate

Conditions	Yield
In water; water-d2; formamide at 20℃; for 12h; pH=7.4; Solvent;	A 31% B 65%
In water; water-d2 at 20℃; for 15h; pH=7.4; Solvent;	A 49% B 11%

(Cu2(μ-O-OAc)2(1,4,7,10,13,16-hexaazacyclooctadecane))(PF6)2 + Sodium beta-glycerophosphate (819-83-0) → [Cu2(1,4,7,10,13,16-hexaazacylooctadecane)(μ-O-OPO3CH(CH2OH)2)2] (625108-94-3)

Conditions	Yield
In water addn. of Na2(PO6C3H7) to soln. of Cu2(NHCH2CH2)6(OAc)2 with vigorous stirring; evapn. in air for a week; crystn.; elem. anal.;	60%

Sodium beta-glycerophosphate (819-83-0) + N-nonanoylimidazole (102342-65-4) → monononanoylglycerol-2-phosphate

Conditions	Yield
In water; water-d2; formamide at 20℃; for 48h; pH=7.4; Solvent;	57%

N-octanoyl imidazole (17450-31-6) + Sodium beta-glycerophosphate (819-83-0) → monooctanoylglycerol-2-phosphate + bis(octanoyl)glycerol-2-phosphate

Conditions	Yield
In 1,4-dioxane; water; water-d2 at 20℃; for 48h; pH=7.4; Solvent;	A 50% B 30%

phenyldiazomethane (908094-04-2) + triethylammonium acetate (5204-74-0) + Sodium beta-glycerophosphate (819-83-0) → C10H15O6P*0.5C6H15N

Conditions	Yield
Stage #1: phenyldiazomethane; Sodium beta-glycerophosphate for 0.5h; pH=6; Stage #2: triethylammonium acetate In acetonitrile pH=7.2 - 7.3;	49%

[Cu2(μ-OH)(m-xylenediamine bis(Kemp's triacid imide)(2-))(4-methyl-1,10-phenanthroline)2]NO3*1.5CH2Cl2*CH3OH + Sodium beta-glycerophosphate (819-83-0) → [Cu2(μ-glycerol 2-phosphate)(m-xylenediamine bis(Kemp's triacid imide)(2-))(4-methyl-1,10-phenanthroline)2]*2H2O

Conditions	Yield
In methanol; water soln. sodium salt ligand in aq. MeOH was added to soln. Cu complex in MeOH and stirred overnight; solvent was evapd. in vacuo, residue was extd. with MeOH and filtered, Et2O was added and allowed to stand at 2°C; elem. anal.;	40%

N-decanoyl imidazole (69205-88-5) + Sodium beta-glycerophosphate (819-83-0) → monodecanoylglycerol-2-phosphate

Conditions	Yield
In water; water-d2; formamide at 20℃; for 72h; pH=7.4; Solvent;	21%

Sodium beta-glycerophosphate (819-83-0) → rac-Glycerinaldehyd-2-phosphat Natriumsalz (130998-84-4)

Conditions	Yield
With potassium hydroxide; ditelluratoargentante(III) at 29.9℃; Rate constant; Mechanism; Thermodynamic data; ΔH(excit.), ΔS(excit.); var. temp.;

tricalcium diphosphate + Sodium beta-glycerophosphate (819-83-0) → calcium sodium phosphate

Conditions	Yield
In water at 150 - 850℃; for 1.83333h;

Sodium beta-glycerophosphate (819-83-0) → 4-hydroxymethyl-2-oxo-2λ5-[1,3,2]dioxaphospholan-2-ol (25664-08-8)

Conditions	Yield
With dicyclohexyl-carbodiimide

water (7732-18-5) + Sodium beta-glycerophosphate (819-83-0) + molybdenum(VI) oxide → 2Na(1+)*PO4(C3H5(OH)2)(2-)*2.5MoO3*4H2O=Na2PO4(C3H5(OH)2)*2.5MoO3*4H2O

Conditions	Yield
In water pptn. by addn. of alc.;;
In water pptn. by addn. of alc.;;

N-Acetylimidazole (2466-76-4) + Sodium beta-glycerophosphate (819-83-0) → C5H11O7P

Conditions	Yield
In water; water-d2 at 20℃; for 0.5h; pH=7.4;

Upstream product

• 56-81-5 glycerol 

Downstream Products

• 25664-08-8 4-hydroxymethyl-2-oxo-2λ⁵-[1,3,2]dioxaphospholan-2-ol 

Relevant articles and documents

Method for preparing beta-sodium glycerophosphate

The invention provides a method for preparing beta-sodium glycerophosphate. The method comprises the following steps of: (a) esterification and cyclization, namely heating a glycerinum and inorganic phosphate mixture to 120-150 DEG C for reaction to 120-168 hours; (b) hydrolysis, namely adding a proper amount of water and 30% of a sodium hydroxide solution, carrying out temperature reaction on the reaction liquid for 8-20 hours, sampling and detecting the content of inorganic phosphorus of the solution, adding a proper amount of magnesium oxide according to the detected content of the inorganic phosphorus, stirring the solution for 3-5 hours and filtering the solution; (c) devitrification, namely cooling filtrate to 20-30 DEG C, dripping ethanol, cooling the filtrate to 0-5 DEG C for devitrification for 12-28 hours, filtering the product and washing the solid with ethanol to obtain a crude product; and (d) refining, dissolving the obtained crude product with water, adding ethanol or methanol at 20-30 DEG C, cooling the solution to 0-5 DEG C, carrying out devitrification for 12-28 hours and filtering and washing to obtain a primary refined wet product.

PROCESS FOR THE SYNTHESIS OF BETA GLYCEROL PHOSPHATE

The present invention provides methods for the preparation of beta glycerol phosphate and its salts. In particular, the invention provides efficient methods for the synthesis of beta glycerol phosphate of high purity.

ENZYMATIC SYNTHESIS OF PHOSPHORIC MONOESTERS WITH ALKALINE PHOSPHATASE IN REVERSE HYDROLYSIS CONDITIONS

Title compounds were synthesized on a preparative scale using alkaline phosphatase, orthophosphoric monoester phosphohydrolase E.C. 3.1.3.1., in reverse hydrolysis conditions.Optimization for one of the 25 phosphoryl acceptors investigated (glycerol) shows that up to 55percent synthesis yield can be obtained using a large excess of substrate, conditions in which the enzymatic activity remains high.From the results obtained with different phosphoryl group donors, phosphate, pyrophosphate and polyphosphates and with enzymes of different sources, it comes up that the best results are obtained with pyrophosphate and with the weakly purified calf intestine alkaline phosphatase.The extent of enzymatic hydrolysis of the donor can be reduced owing to the existence of two different pH optima for the two reactions, phosphorylation and hydrolysis.The synthesis can be also performed using inert co-solvents which allow to reduce the amount of acceptor used, as long as Zn++ is added to the reaction medium.The results are discussed in terms of the catalytic mechanism of alkaline phosphatase.