L-Glucono-1,5-lactone

Base Information

• Chemical Name: L-Glucono-1,5-lactone
• CAS No.: 90-80-2
• Molecular Formula: C6H10O6
• Molecular Weight: 178.142
• Hs Code.: 29322090
• NSC Number: 758238
• Nikkaji Number: J1.877.680D
• ChEMBL ID: CHEMBL3039333
• Mol file: 90-80-2.mol

Synonyms:L-GLUCONO-1,5-LACTONE;52153-09-0;(3S,4R,5R,6S)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)TETRAHYDRO-2H-PYRAN-2-ONE;(3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-one;(3~{S},4~{R},5~{R},6~{S})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-one;8S0;Spectrum_001356;Spectrum2_001933;Spectrum3_001031;Spectrum4_001165;Spectrum5_001015;BSPBio_002841;KBioGR_001769;KBioSS_001836;DivK1c_000329;L-Gluconic acid 1,5-lactone;SPECTRUM1503092;SPBio_001965;SCHEMBL2214579;CHEMBL3039333;HMS501A11;KBio1_000329;KBio2_001836;KBio2_004404;KBio2_006972;KBio3_002061;NINDS_000329;HMS1922E07;HMS2092J10;Pharmakon1600-01503092;L-(-)-Gluconic acid 1,5-lactone;CCG-39430;MFCD00067388;NSC758238;AKOS006274376;IDI1_000329;NCGC00178440-01;SBI-0051769.P002;AB00052314_02;SR-05000002049;SR-05000002049-1;W-202964;WURCS=2.0/1,1,0/[A1211h_1-5]/1/

Chemical Property of L-Glucono-1,5-lactone

Chemical Property:

• Appearance/Colour: Powder
• Vapor Pressure: 7.6E-10mmHg at 25°C
• Melting Point: 151-155 °C
• Refractive Index: 63.5 ° (C=10, H2O)
• Boiling Point: 446.417 °C at 760 mmHg
• PKA: 12.06±0.60(Predicted)
• Flash Point: 192.294 °C
• PSA: 107.22000
• Density: 1.721 g/cm³
• LogP: -3.01320
• Storage Temp.: Refrigerator
• Solubility.: 590g/l Hydrolysis
• Water Solubility.: 500 g/L (20 ºC)
• XLogP3: -2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 178.04773803
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

99% ^*data from raw suppliers

Glucono Delta Lactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 21-36/38-46-62-63
• Safety Statements: 24/25-53-36/37-26-25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C1C(C(C(C(=O)O1)O)O)O)O
• Isomeric SMILES: C([C@H]1[C@@H]([C@H]([C@@H](C(=O)O1)O)O)O)O
• Description: Delta-Gluconolactone (GDL) is a lactone of the D-gluconate. It is a natural constituent of many foods. It can be found in honey, fruit juices, wine and many-fermented products1-3. It is used as a food additive with the E number E575 used as a sequestrant, an acidifier (it lower the pH and also help preserve the food from deterioration by enzymes and organisms), or a curing, pickling, or leavening agent. GDL has been marketed for use in feta cheese. GDL is neutral, but hydrolyses in water to gluconic acid that is acidic, adding a tangy taste to foods, though it has roughly a third of the sourness of citric acid. It can be used as nutritional supplement in beverage such as in Instant Drinks, Syrups, RTD Tea and Coffee, Sports and Energy Drinks, Waters. Glucono delta-lactone (C6H10O6), molecular weight 178.14, is an inner ester of gluconic acid. Commonly named gluconolactone, other synonyms include D-gluconic acid delta-lactone, D-glucono- 1, 5-lactone, and D-delta-gluconolactone. Some of its earliest uses as a food ingredient were as a flavoring (e.g., sherbets) and to reduce fat absorption in doughnuts and cones. Glucono deltalactone tastes sweet initially and has a slightly acid-aftertaste.
• Uses: Geogard(R)Ultra is a synergistic blend of gluconolactone and sodium benzoate. This blend provides broad spectrum protection against product spoilage in a variety of personal care formulations. Product Data Sheet A lactone (cyclic ester) of D-gluconic acid used as a used as a sequestrant, an acidifier, or a curing, pickling, or leavening agent. D-glucono-1,5-lactone is the lactone derivative of D-gluconic acid. D-glucono-1,5-lactone is widely used as a food additive to achieve a curing, pickling or leavening effect. a product of the oxidation of glucose by glucose oxidase Component of many cleaning cmpds because of the sequestering ability of the gluconate radical which remains active in alk solutions; in the dairy industry to prevent milkstone; in breweries to prevent beerstone; as latent acid catalyst for acid colloid resins, particularly in textile printing; as a coagulant for tofu. gluconolactone is used in cosmetics for its anti-acne properties. It can also help improve skin hydration given its water-binding ability. In addition, formulators may select gluconolactone for its action as a product stabilizer (chelating agent). Some studies indicate potential free-radical scavenging capacities as well. These properties would make it particularly relevant for use in making anti-aging, moisturizing, and possibly sun care products. (GDL) An acidulant. It hydrolyzes to form gluconic acid in water solution and thereby creates the desired pH. The rate of acid formation is affected by temperature, concentration, and the pH of the solution. It has low acid release at room temperature and accelerated conversion into gluconic acid at high temperatures. It is readily soluble with a solubility of 59 g in 100 ml of water at 20°C. It functions as a leavening agent, acidulant, curing and pickling agent, and pH control agent. It is comparatively less tart/sour than other food acids. It is used in baked goods, fish products, desserts, and dressings.

Technology Process of L-Glucono-1,5-lactone

There total 33 articles about L-Glucono-1,5-lactone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

gluconic acid (526-95-4) → D-Glucono-1,5-lactone (90-80-2,1335-57-5,4253-68-3)

Guidance literature:

In 1,4-dioxane; water; for 0.183333h; microwave irradiation;

DOI:10.1080/07328300701540258

Reference yield: 86.0%

D-Glucose (2280-44-6) → D-Glucono-1,5-lactone (90-80-2,1335-57-5,4253-68-3)

Guidance literature:

[(C₄Ph₄CO)(CO)2Ru]2; In cyclohexanone; at 45 ℃; for 16h;

DOI:10.1002/ejoc.200300761

Reference yield:

L-allonic acid (740753-96-2) → L-allonic acid-5-lactone (90-80-2,7506-65-2,10366-75-3,15892-28-1,32746-79-5,52153-09-0,52393-78-9,110115-45-2,120523-34-4,124819-01-8,124915-65-7,1335-57-5,4253-68-3)

Guidance literature:

With ethanol; schnelles Eindampfen unter vermindertem Druck und Behandeln des Rueckstands mit wasserfreiem Aethanol;

upstream raw materials:

gluconic acid

ethyl D-mannonate

D-Glucose

nicotinamide adenine dinucleotide

Downstream raw materials:

2,4:3,5-dimethylene-D-gluconic acid

O⁶-(bis-diisopropylamino-acetyl)-D-gluconic acid

N-((Ξ)-2-ethyl-hexyl)-D-gluconamide

2,3,4,5,6-pentahydroxy hexanoic acid dodecylamide

Refernces

• 1、 D?ring, Manuel,Sieber, Volker,Simon, Robert C.,Tafertshofer, Georg,Zachos, Ioannis. "carba Nicotinamide Adenine Dinucleotide Phosphate: Robust Cofactor for Redox Biocatalysis". supporting information. p. 14701 - 14706. Retrieved 2021/05/13.
• 2、 Bano, Sayfa,Ganie, Adil Shafi,Sultana, Saima,Khan, Mohammad Zain,Sabir, Suhail. "The non-enzymatic electrochemical detection of glucose and ammonia using ternary biopolymer based-nanocomposites". . p. 8008 - 8021. Retrieved 2021/05/21.