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Advantame, Advantam, Artificial Sweetener, E969, 165450-17-9

Advantame, Advantam, E969, 165450-17-9

ADVANTAME – ADVANTAM

CAS Number: 165450-17-9
EC Number (EINECS): Not assigned
Molecular Formula: C₂₀H₃₀N₂O₅
Molecular Weight: 378.47 g/mol
E Number: E969
Chemical Class: Artificial sweetener (dipeptide derivative)

SECTION 1: CHEMICAL IDENTITY AND DEFINITION

Parameter Information
Chemical Name (IUPAC) N-[N-[3-(3-hydroxy-4-methoxyphenyl)propyl]-L-α-aspartyl]-L-phenylalanine 1-methyl ester
Other Names Advantame, N-(3,3-Dimethylbutyl)-L-aspartyl-L-phenylalanine 1-methyl ester, Artificial Sweetener
Chemical Formula C₂₀H₃₀N₂O₅
Molecular Weight 378.47 g/mol
CAS Number 165450-17-9
EC Number (EINECS) Not assigned
E Number E969 (Artificial sweetener)
Chemical Class Artificial sweetener (dipeptide derivative)
Appearance White, crystalline powder
Odor Odorless
Taste Intensely sweet
Physical State (20°C) Solid (crystalline powder)
Source Synthesized from aspartame and 3,3-dimethylbutyraldehyde

SECTION 2: PHYSICAL PROPERTIES

Property Value
Appearance White, crystalline powder
Odor Odorless
Taste Intensely sweet
Molecular Weight 378.47 g/mol
Melting Point ~100-110 °C (decomposes)
Density ~1.2 g/cm³
Solubility in Water Slightly soluble
Solubility in Ethanol Soluble
Solubility in Methanol Soluble
Solubility in Acetone Slightly soluble
Sweetness (Sucrose = 100) ~7,000 – 13,000 times sweeter
Caloric Value Negligible
Log P (octanol/water) ~2.5
Hygroscopicity Low
Stability Stable under normal storage conditions

SECTION 3: CHEMICAL PROPERTIES

Property Information
Chemical Formula C₂₀H₃₀N₂O₅
Molecular Weight 378.47 g/mol
Chemical Class Artificial sweetener (dipeptide derivative)
Structure Derived from aspartame with 3,3-dimethylbutyl group
Precursor Aspartame + 3,3-dimethylbutyraldehyde
SMILES COC(=O)C(CC1=CC=C(C=C1)OC)NC(=O)C(CC2=CC=CC=C2)NC(CCC3=CC=C(C=C3)O)(C)C
InChI Key InChIKey=JXQXZBKOWFOPKM-UHFFFAOYSA-N
Optical Activity L-form (natural, biologically active)
Stability Stable under normal storage conditions
Heat Stability Stable at high temperatures (suitable for baking)
pH Stability Stable across a wide pH range
Incompatible Materials Strong oxidizing agents, strong acids, strong bases

Chemical Structure:

Aspartame derivative with 3,3-dimethylbutyl group
    |
N-(3,3-Dimethylbutyl)-L-aspartyl-L-phenylalanine 1-methyl ester
    |
C₂₀H₃₀N₂O₅

SECTION 4: COMPARISON WITH OTHER SWEETENERS

Property Advantame (E969) Aspartame (E951) Sucralose (E955) Neotame (E961)
Sweetness (Sucrose=100) 7,000-13,000 200 600 7,000-13,000
Calories Negligible ~4 kcal/g 0 0
Heat Stability High Low High High
PKU Restriction No Yes No No
Metabolism Rapidly metabolized Hydrolyzed to amino acids Not metabolized Rapidly metabolized
Aftertaste Minimal Slight bitter None Minimal
Synergy With other sweeteners With acesulfame K With other sweeteners With other sweeteners
ADI (mg/kg bw/day) 5 40 15 2

SECTION 5: MECHANISM OF ACTION

Parameter Description
Primary Function Artificial sweetener
Taste Perception Binds to sweet taste receptors (T1R2/T1R3) on the tongue
Receptor Affinity High affinity; 7,000-13,000 times sweeter than sucrose
Metabolism Rapidly metabolized in the body
Excretion Excreted in urine and feces
Absorption Readily absorbed from the gastrointestinal tract
Distribution Does not accumulate in the body

SECTION 6: METABOLISM AND EXCRETION

Parameter Description
Absorption Rapidly absorbed from the gastrointestinal tract
Metabolism Rapidly metabolized via hydrolysis and oxidation
Major Metabolites Methanol, aspartic acid, phenylalanine, 3,3-dimethylbutyraldehyde
Excretion Urine (approximately 50%) and feces (approximately 50%)
Half-Life Short (hours)
Accumulation Does not accumulate in the body
PKU Safety Does not contain phenylalanine (unlike aspartame)

SECTION 7: HEALTH BENEFITS AND APPLICATIONS

Benefit Description
Zero Calories Negligible caloric contribution
Weight Management Helps reduce caloric intake
Diabetes Friendly Does not affect blood sugar levels
Dental Health Does not promote tooth decay
Heat Stable Suitable for baking and cooking
PKU Safe Safe for individuals with phenylketonuria

SECTION 8: FOOD INDUSTRY APPLICATIONS (E969)

Application Function
Carbonated Beverages Low-calorie sweetener
Still Drinks Artificial sweetener
Dairy Products Yogurt, flavored milk
Confectionery Candies, chocolates
Bakery Products Cakes, cookies, pastries
Tabletop Sweeteners Powder and tablet forms
Chewing Gum Sweetener
Ice Cream Sweetener
Sauces and Dressings Sweetener
Pharmaceuticals Taste masking

SECTION 9: TYPICAL USAGE LEVELS

Application Typical Dosage (mg/kg)
Carbonated Beverages 10-30 mg/L
Still Drinks 10-30 mg/L
Dairy Products 20-100 mg/kg
Confectionery 50-200 mg/kg
Bakery Products 50-200 mg/kg
Tabletop Sweeteners 5-20 mg/serving
Chewing Gum 100-500 mg/kg

SECTION 10: QUALITY SPECIFICATIONS (FOOD GRADE)

Parameter Specification (FCC / JECFA)
Appearance White, crystalline powder
Identification Positive (HPLC, IR)
Assay (HPLC) 98.0 – 102.0%
Loss on Drying ≤ 1.0%
Residue on Ignition ≤ 0.1%
pH (1% solution) 4.5 – 6.5
Specific Rotation [α]D²⁰ -40° to -50°
Heavy Metals (as Pb) ≤ 10 ppm
Lead (Pb) ≤ 2 ppm
Arsenic (As) ≤ 3 ppm
Mercury (Hg) ≤ 1 ppm
Cadmium (Cd) ≤ 1 ppm
Related Substances ≤ 1.0%
Water Content ≤ 0.5%

SECTION 11: MICROBIOLOGICAL SPECIFICATIONS

Parameter Specification
Total Aerobic Mesophilic Bacteria ≤ 1,000 CFU/g
Yeast and Mold ≤ 100 CFU/g
Salmonella spp. Negative in 25g
Escherichia coli Negative in 10g

SECTION 12: STORAGE AND SHELF LIFE

Parameter Information
Storage Conditions Cool (15-25°C), dry, well-ventilated area
Container Requirements Tightly closed, original packaging
Protect From Moisture, heat, strong oxidizing agents, strong acids, strong bases
Shelf Life 24-48 months (unopened original packaging)
Stability Note Stable under recommended conditions

SECTION 13: PACKAGING OPTIONS

Packaging Type Quantity Material
Aluminum foil bag 1-5 kg Laminated aluminum
Plastic pail 20-25 kg HDPE
Fiber drum 25-50 kg HDPE + PE
Glass bottle 100-500 g Amber glass
Big-Bag 500-1000 kg Polypropylene (with PE liner)

SECTION 14: SAFETY AND HEALTH INFORMATION

GHS Classification (Bulk Powder)

Hazard Class Category
Not classified as hazardous -

Hazard Statements

Code Statement
None Not classified as hazardous

Precautionary Statements

Code Statement
P261 Avoid breathing dust
P280 Wear protective gloves/eye protection
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes; remove contact lenses if present and easy to do; continue rinsing

SECTION 15: TOXICOLOGICAL INFORMATION

Parameter Value
Oral LD50 (Rat) > 5,000 mg/kg
ADI (Acceptable Daily Intake) 0-5 mg/kg body weight/day (JECFA)
ADI (EFSA) 0-5 mg/kg body weight/day
ADI (FDA) 0-5 mg/kg body weight/day
Carcinogenicity Not classified
Mutagenicity Negative in standard tests
Reproductive Toxicity No evidence of adverse effects
PKU Safety Safe for PKU patients (no phenylalanine)

SECTION 16: FIRST AID MEASURES

Exposure Route Action
Inhalation Move to fresh air. If respiratory irritation persists, seek medical attention.
Skin Contact Wash with plenty of soap and water.
Eye Contact Rinse immediately with plenty of water for at least 15 minutes. Seek medical attention.
Ingestion Rinse mouth. Drink plenty of water. Seek medical attention.

SECTION 17: REGULATORY STATUS

Region / Authority Status
European Union Approved as E969
USA (FDA) Approved (2014)
Turkey Approved (Turkish Food Codex)
JECFA (FAO/WHO) Approved; ADI: 0-5 mg/kg bw/day
EFSA Approved; ADI: 0-5 mg/kg bw/day
Codex Alimentarius Approved (INS 969)
FCC Monograph available

SECTION 18: TRANSPORT INFORMATION

Parameter Information
UN Number Not regulated (not dangerous goods)
Hazard Class Not applicable
Packing Group Not applicable
ADR/RID Not regulated
IMDG Code Not regulated
IATA (Air) Not regulated
Marine Pollutant No

SECTION 19: FIRE-FIGHTING MEASURES

Parameter Information
Fire Hazard Combustible organic solid
Suitable Extinguishing Media Water spray (mist), CO₂, dry chemical powder
Specific Hazards When heated, emits CO, CO₂, nitrogen oxides
Decomposition Products CO, CO₂, NOx
Protective Equipment Self-contained breathing apparatus (SCBA), full protective clothing

SECTION 20: ACCIDENTAL SPILLAGE AND CLEANUP

Parameter Information
Personal Protection Nitrile gloves, protective goggles, dust mask (N95)
Cleaning Methods Collect mechanically (sweep or spatula)
Environmental Precautions Prevent entry into drains, soil, and surface waters
Waste Disposal According to local regulations; incineration or landfilling at licensed facilities

SECTION 21: OTHER NAMES AND SYNONYMS

Type Name
Turkish Names Advantam, Yapay Tatlandırıcı
English Names Advantame, N-(3,3-Dimethylbutyl)-L-aspartyl-L-phenylalanine 1-methyl ester
Chemical Names N-[N-[3-(3-hydroxy-4-methoxyphenyl)propyl]-L-α-aspartyl]-L-phenylalanine 1-methyl ester
Abbreviation E969
CAS Number 165450-17-9

SECTION 22: FREQUENTLY ASKED QUESTIONS

Question Answer
Is Advantame Safe? Yes, approved by FDA, EFSA, and JECFA at ADI of 5 mg/kg bw/day.
Is Advantame PKU Safe? Yes, does not contain phenylalanine; safe for PKU patients.
Is Advantame Heat Stable? Yes, stable at high temperatures; suitable for baking.
Does Advantame Have Calories? Negligible caloric value.
Is Advantame Suitable for Diabetics? Yes, does not affect blood sugar levels.
Is Advantame Sweeter than Aspartame? Yes, 7,000-13,000 times sweeter than sucrose; 30-60 times sweeter than aspartame.
Is Advantame Natural? No, it is a synthetic artificial sweetener.
Where is Advantame Used? Beverages, dairy, confectionery, bakery, tabletop sweeteners, and pharmaceuticals.

SECTION 23: SUMMARY AND CRITICAL NOTES

Product Summary

Parameter Value
Product Advantame
CAS Number 165450-17-9
E Number E969
Appearance White, crystalline powder
Molecular Weight 378.47 g/mol
Sweetness 7,000-13,000 times sucrose
Primary Function Artificial sweetener
ADI 0-5 mg/kg body weight/day

Critical Notes

  1. Intensely Sweet: Advantame is 7,000-13,000 times sweeter than sucrose, making it one of the most potent sweeteners available.

  2. Heat Stable: Stable at high temperatures; suitable for baking and cooking applications.

  3. PKU Safe: Unlike aspartame, advantame does not contain phenylalanine; safe for PKU patients.

  4. Aspartame Derivative: Synthesized from aspartame and 3,3-dimethylbutyraldehyde.

  5. Rapid Metabolism: Rapidly metabolized and excreted; does not accumulate in the body.

  6. Minimal Aftertaste: Clean sweet taste with minimal aftertaste.

  7. Synergistic Effect: Works synergistically with other sweeteners for enhanced taste profiles.

  8. Regulatory Status: Approved by FDA, EFSA, and JECFA.

  9. ADI: Acceptable Daily Intake is 5 mg/kg body weight/day.

  10. Wide Applications: Used in beverages, dairy, confectionery, bakery, tabletop sweeteners, and pharmaceuticals.

IMPORTANT DECLARATION: This Technical Data Sheet (TDS) is for informational purposes only and has been prepared based on available technical data. The user is responsible for determining the product's suitability for their specific application and for complying with all local, national, and international regulations. For complete safety, storage, use, transport, waste, and regulatory compliance information, refer to the official Safety Data Sheet (SDS/MSDS) provided by the manufacturer/supplier. This document does not replace medical advice.

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