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Glucono Delta Lactone, Gluconolactone, Delta-gluconolactone, D-Glucono Lactone, GDL, E575, 90-80-2

Glucono Delta Lactone, Gluconolactone, Delta-gluconolactone, D-Glucono Lactone, GDL, E575, 90-80-2

GLUCONO DELTA LACTONE (GDL) 

1. PRODUCT IDENTIFICATION AND GENERAL INFORMATION

Parameter Value
Chemical Name (IUPAC) D-Glucono-1,5-lactone
Other Names Gluconolactone, Delta-gluconolactone, Glucono delta-lactone
CAS Number 90-80-2
EC (EINECS) Number 202-016-5
Food Additive Code E 575
Molecular Formula C₆H₁₀O₆
Molecular Weight 178.14 g/mol
Structural Class Lactone (cyclic ester of D-gluconic acid)
Appearance White crystalline powder
Odor Almost odorless
Taste Slightly sweet, followed by a mildly acidic tang

GDL is a lactone derivative of D-gluconic acid and is functionally related to D-gluconic acid. It is known as food additive E575 and is a naturally occurring compound.

2. CHEMICAL STRUCTURE AND REACTIVITY

2.1. Molecular Structure

GDL is a gluconolactone and an aldono-1,5-lactone. Its molecular structure contains a lactone ring. The hydrolysis reaction in water is as follows:

C₆H₁₀O₆ (GDL) + H₂O → C₆H₁₂O₇ (Gluconic Acid)

Structural Formula:

        O
        ||
    O---C
    |    |
    C    C
    |    |
    C    C
    |    |
    C --- C
    |    |
    OH   OH

SMILES: OC1C(O)C(O)C(OC1=O)CO

InChI Key: PHOQVHQSTUBQQK-UHFFFAOYSA-N

2.2. Hydrolysis Properties

Property Description
Hydrolysis When dissolved in water, it spontaneously and slowly hydrolyzes to gluconic acid
pH Effect Provides controlled and delayed acidification; unlike other food acids (e.g., citric acid), it does not cause sudden pH drop
Temperature Dependence Hydrolysis rate is temperature-dependent; higher temperatures accelerate hydrolysis
Chelation The resulting gluconic acid exhibits chelating (complex-forming) properties

2.3. Functional Groups

Functional Group Location Properties
Lactone Ring (-COO-) Within the molecule Provides slow hydrolysis; acidification properties
Hydroxyl Groups (-OH) Within the molecule Provides water solubility; hydrogen bonding
Carbonyl Group (C=O) Within the lactone ring Participates in hydrolysis reaction

3. PHYSICAL AND CHEMICAL PROPERTIES

Property Value / Description
Appearance White crystalline powder
Odor Almost odorless
Taste Slightly sweet, followed by mildly acidic tang
Melting Point 151-155 °C (decomposes at ~153 °C)
Density ~0.6 g/cm³
Optical Rotation [α]D20 +61.7° (c = 1)
Solubility in Water (20°C) 500 g/L; 59 g/100 mL (25°C)
Solubility in Ethanol ~1 g/100 g (slightly soluble)
Solubility in Ether Insoluble
Solubility in Chloroform Insoluble
pH (Aqueous Solution) Forms acidic solution upon hydrolysis
Stability Stable when stored dry at room temperature; gradually converts to gluconic acid in solution

4. STABILITY AND REACTIVITY

Parameter Information
Chemical Stability Stable under normal temperatures and pressures
Conditions to Avoid High temperatures, moisture, strong oxidizers, strong bases
Incompatible Materials Strong oxidizing agents, strong bases
Hazardous Decomposition Products Carbon oxides (CO, CO₂)
Hazardous Polymerization Will not occur
Hydrolysis Slowly hydrolyzes to gluconic acid in aqueous solution
Shelf Life 6 months under recommended storage conditions

5. PRODUCTION METHOD

GDL is commercially produced through the oxidation of glucose. The traditional production process consists of the following steps:

5.1. Gluconic Acid Production

Glucose is converted to gluconic acid. Several methods are available:

Method Description
Microbiological Oxidation Fermentation using Aspergillus niger
Electrolytic Oxidation Electrochemical oxidation of glucose
Chemical Oxidation Oxidation with hypochlorous acid

5.2. Lactonization

The obtained gluconic acid solution is processed under suitable conditions (temperature, catalyst, vacuum) to remove water, forming the lactone ring, yielding GDL crystals.

Alternative Method: D-glucose oxidation with bromine water is also a commercial production method.

6. APPLICATION AREAS

6.1. Food Industry (Primary Application)

GDL is a versatile food additive (E575) used for the following functions:

Function Application Examples
Acidulant Beverages, jams, confectionery, sauces
Protein Coagulant Tofu (soybean curd), cheese, yogurt
Leavening Agent Bread, cakes, pastries (with sodium bicarbonate)
Curing Agent Meat products, salami, sausage, bacon
Sequestrant (Chelating Agent) Metal ion binding, color and flavor stabilization
pH Control Agent Fermented products, preserves

6.2. Specialty Food Applications

Application Function Details
Tofu Production Soy protein coagulant Most common coagulant; provides smooth, soft texture through slow, controlled coagulation
Cheese Production Milk coagulant Gradual acidification ensures uniform cheese texture
Meat Products pH control and flavor development Used in bacon and fermented sausages; preserves freshness in seafood
Dough Leavening Leavening agent with sodium bicarbonate Slow but steady leavening effect; controlled rising during proofing
Beverages Mild acidulant Provides initial sweetness followed by clean, non-sharp acidity
Seafood Preservation Freshness preservation Used in fresh fish and shrimp to maintain brightness and prevent melanosis

6.3. Cosmetics and Personal Care

Application Function Details
Exfoliant Natural exfoliant Gentle skin exfoliation
Moisturizer Skin hydration Humectant properties
pH Regulator Skin pH balance Mild acidic structure helps regulate skin pH

6.4. Other Industrial Applications

Application Function Details
Cleaning Products Chelating agent Used in powdered detergent production
Mining and Construction Metal ion chelation Binds metal ions
Pharmaceuticals Excipient As auxiliary substance in formulations

7. APPLICATION FORMULATION GUIDE

7.1. Tofu Production (Detailed Mixture)

Parameter Recommendation
Pure GDL Recipe Produces very soft, custard-like, slightly tangy tofu
Recommended Blend Mix GDL with Calcium Sulfate (Gypsum)
Optimal Ratio 40% GDL / 60% Calcium Sulfate
Benefits Increases yield; creates firmer yet smooth texture; neutralizes sour taste
Dosage 0.25 – 0.30% of dry soybean weight

7.2. Meat Curing (Nitrite Reduction Strategy)

GDL enhances the conversion of nitrite to nitric oxide (responsible for the pink cured color) by slowly lowering pH.

Parameter Value
Application Slowly lowers pH, improving color development
Benefit Enables reduction of residual nitrite levels by 10-20% while maintaining same color intensity
Maximum Dosage 0.3%

7.3. Baking (Shelf Life Extension)

Unlike fast-acting leavening agents, GDL dough can be held for 15-30 minutes before baking without significant loss of leavening power.

Parameter Recommendation
Substitution 1 tsp GDL + 0.5 tsp Baking Soda ≈ 2 tsp Baking Powder (for 140g flour)
Benefit Phosphate-free baking; controlled leavening

7.4. Dairy Products (Cheese/Yogurt)

Parameter Recommendation
Dosage 0.025 – 1.5% by weight of milk
Application Direct acidification for Cottage cheese, Paneer
Temperature ~30°C incubation for yogurt-like texture

7.5. Seafood

Parameter Recommendation
Dosage Max 0.1 g/kg (surface treatment)
Function Maintains brightness; prevents melanosis (black spot) in shrimp; helps maintain firmness

8. ALTERNATIVES AND SUBSTITUTIONS

GDL Function Alternative Material Comparison
Coagulant (Tofu) Calcium Sulfate (Gypsum) GDL: Smooth, tangy, soft; Gypsum: Neutral taste, firm, high calcium; often used together
Coagulant (Tofu) Nigari (Magnesium Chloride) GDL: Slower, softer; Nigari: Fast-acting, firmer, traditional Japanese flavor
Coagulant (Cheese) Citric Acid / Lemon Juice GDL: Gradual curd formation, smooth texture; Citric Acid: Sudden shock coagulation, grainy texture
Leavening Acid Cream of Tartar / MCP / SAPP GDL: Slow reaction, clean taste, phosphate-free; SAPP: Fast/medium reaction, contains phosphate; Cream of Tartar: Fast reaction, more expensive
Acidulant Citric Acid / Lactic Acid GDL: Slow release, less sharp initial acidity; Citric Acid: Sharp, immediate sourness

9. QUALITY SPECIFICATIONS

The following specifications are based on European Commission Regulation (EU) No 231/2012 and FCC (Food Chemicals Codex) standards:

Parameter Specification
Purity (on anhydrous basis) ≥ 99.0%
Appearance White crystalline powder
Solubility Freely soluble in water
Loss on Drying ≤ 1.0%
Residue on Ignition ≤ 0.1%
Heavy Metals (as Pb) ≤ 10 mg/kg
Arsenic (As) ≤ 3 mg/kg
Lead (Pb) ≤ 2 mg/kg
Mercury (Hg) ≤ 1 mg/kg

10. TOXICOLOGICAL PROFILE

Parameter Information
Acute Oral Toxicity (LD50, Rat) > 5,000 mg/kg (very low toxicity)
Acute Dermal Toxicity Low
Skin Irritation Mild irritant
Eye Irritation May cause mild irritation
Inhalation Dust may cause respiratory irritation
Carcinogenicity Not classified as a carcinogen
Mutagenicity Not mutagenic
Allergenicity No known allergenic effects
FDA Status GRAS (Generally Recognized as Safe)
EU Approval Approved as food additive E575
ADI (Acceptable Daily Intake) Not specified (safe at current usage levels)

11. GHS CLASSIFICATION

Hazard Class Category H-Statement
Not classified as hazardous

Signal Word: None (Generally not classified as hazardous)

Hazard Pictograms: None

12. PRECAUTIONARY STATEMENTS (P-CODES)

Code Statement
P261 Avoid breathing dust
P264 Wash hands thoroughly after handling
P271 Use only in well-ventilated areas
P280 Wear protective gloves/eye protection
P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
P337+P313 If eye irritation persists: Get medical advice/attention
P501 Dispose of contents/container in accordance with local regulations

13. FIRST AID MEASURES

Route of Exposure Action to Be Taken
Inhalation Move to fresh air; ensure comfortable breathing
Skin Contact Wash with plenty of soap and water
Eye Contact Rinse thoroughly with plenty of water for at least 15 minutes. Seek medical attention if irritation persists
Ingestion Rinse mouth with water. Do not induce vomiting. Drink plenty of water. Seek medical attention if large amount is swallowed

14. FIRE-FIGHTING MEASURES

Parameter Information
Fire Hazard Non-flammable
Suitable Extinguishing Media Water spray, foam, dry chemical, CO₂
Hazardous Decomposition Products Carbon oxides (CO, CO₂)
Special Protective Equipment Use self-contained breathing apparatus (SCBA) if required

15. ACCIDENTAL RELEASE MEASURES

Parameter Information
Personal Protection Dust mask, protective goggles, gloves
Cleaning Methods Sweep or vacuum (HEPA) and collect in suitable containers. Avoid creating dust
Environmental Precautions Prevent entry into drains and water bodies

16. STORAGE AND SHELF LIFE

Parameter Condition
Storage Temperature Room temperature
Storage Conditions Store in a cool, dry, well-ventilated place
Container Requirements Keep tightly closed in moisture-proof containers
Shelf Life 6 months under recommended conditions (up to 12-24 months for some grades)
Incompatible Materials Strong oxidizing agents, strong bases
Protect From Moisture, high temperatures, strong oxidizers

17. PACKAGING OPTIONS

Packaging Type Quantity Material
Kraft Bag 25 kg PE-lined kraft paper bag
Fiber Drum 50 kg PE-lined fiber drum
Big-Bag 500 kg, 1000 kg PE-lined PP woven bag
Small Containers 1 kg, 5 kg, 10 kg HDPE containers

Available Grades

  • Food Grade

  • USP Grade

  • FCC Grade

18. TRANSPORT INFORMATION

Parameter Information
UN Number Not applicable (not dangerous goods)
Hazard Class Not applicable
Packing Group Not applicable
ADR/RID Not regulated
IMDG Not regulated
IATA Not regulated
Transport Temperature Ambient; protect from moisture

19. REGULATORY INFORMATION

Region / Authority Status
USA (FDA) GRAS; 21 CFR Ch. I §184.1318
European Union Approved as food additive (EC) No 1333/2008; (EU) No 231/2012
Turkey Approved as food additive (Turkish Food Codex)
Codex Alimentarius INS No. 575
JECFA Evaluated; safe at current usage levels
Kosher/Halal Available upon request
IARC Not classified as carcinogen
California Prop 65 Not listed

20. OTHER NAMES AND SYNONYMS

Category Name
Common Synonyms Gluconolactone, D-Gluconic acid delta-lactone, Delta-gluconolactone
Standard Abbreviation GDL
Food Additive Code E 575
Chemical Name (IUPAC) D-Glucono-1,5-lactone
INCI Name (Cosmetics) Gluconolactone
INS Number (Codex) 575
EC Number 202-016-5
CAS Number 90-80-2

21. QUICK REFERENCE TABLE

Property Value
CAS Number 90-80-2
EC Number 202-016-5
Molecular Formula C₆H₁₀O₆
Molecular Weight 178.14 g/mol
Appearance White crystalline powder
Melting Point 151-155 °C
Solubility in Water 500 g/L (20°C)
E Number E575
FDA Status GRAS
GHS Signal Word None
UN Number Not applicable
Shelf Life 6 months (under proper storage)

22. ENVIRONMENTAL INFORMATION

Parameter Information
Aquatic Toxicity Not toxic to aquatic organisms
Biodegradability Readily biodegradable; hydrolyzes naturally
Bioaccumulation Not expected
Persistence Not persistent in the environment

23. CRITICAL NOTICES AND BEST PRACTICES

CRITICAL NOTICES:

  1. Slow Hydrolysis: The key value of GDL is its slow acidification, providing controlled pH reduction without sudden drops. This is its primary advantage over other acidulants.

  2. Moisture Sensitivity: GDL must be protected from moisture as it will hydrolyze to gluconic acid, losing its functionality. Keep tightly closed in moisture-proof containers.

  3. Temperature Effect: Higher temperatures accelerate hydrolysis. In hot environments, adjust usage accordingly.

  4. Dosage Optimization: Recommended dosages are starting points. Optimize through trial runs for each specific application.

  5. Shelf Life: GDL has a relatively short shelf life (6 months) under recommended conditions due to gradual hydrolysis. Always check the manufacturing date.

  6. Phosphate-Free: GDL provides a phosphate-free leavening alternative in baking.

  7. Taste Consideration: Pure GDL may impart a slight sour taste in tofu; blending with calcium sulfate helps neutralize this.

BEST PRACTICE RECOMMENDATIONS:

Storage:

  • Store in a cool, dry, well-ventilated place

  • Keep tightly closed in moisture-proof containers

  • Protect from moisture and high temperatures

Handling:

  • Use dust mask, protective goggles, and gloves

  • Avoid dust formation

  • Use in well-ventilated areas

  • Wash hands after handling

Tofu Production:

  • Use 40% GDL / 60% Calcium Sulfate blend for optimal texture

  • Dosage: 0.25-0.30% of dry soybean weight

Baking:

  • 1 tsp GDL + 0.5 tsp Baking Soda ≈ 2 tsp Baking Powder

  • Dough can be held for 15-30 minutes before baking

Meat Curing:

  • Maximum dosage: 0.3%

  • Enables 10-20% reduction in residual nitrite levels

Waste Disposal:

  • Dispose in accordance with local regulations

  • Not hazardous to the environment

LEGAL DISCLAIMER

This Technical Data Sheet (TDS) is for informational purposes only and is prepared based on available technical data. The user is solely responsible for determining the suitability of the product for their specific application and for complying with all local, national, and international regulations. For complete safety, storage, handling, transport, waste, and regulatory compliance information, the official Safety Data Sheet (SDS/MSDS) provided by the manufacturer/supplier must be consulted. This document does not substitute professional advice. Dosage and application conditions should be optimized through product-specific trials.

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