Do you have questions? Let's talk! Get in Contact
info@betakim.com.tr

Citrulline Malate, L-Citrulline Malate, L-Citrulline DL-Malate, 54940-97-5, 70796-17-7

Citrulline Malate, L-Citrulline Malate, L-Citrulline DL-Malate, 54940-97-5, 70796-17-7

L-CITRULLINE MALATE

PRODUCT IDENTIFICATION INFORMATION

Parameter Information
Product Name L-Citrulline Malate
Chemical Name L-Citrulline DL-Malate
Synonyms (Turkish) L-Sitrülin Malat, Sitrülin Malat, L-Sitrulin, Sitrulin
Synonyms (English) L-Citrulline Malate, Citrulline Malate, L-Citrulline DL-Malate, (2S)-2-amino-5-(carbamoylamino)pentanoic acid 2-hydroxybutanedionic acid
CAS Number 54940-97-5 (Primary) / 70796-17-7 (Alternative)
Molecular Formula C₁₀H₁₉N₃O₈
Molecular Weight 309.27 g/mol
Appearance White crystalline powder
Odor Odorless or slight characteristic odor

CHEMICAL STRUCTURE

L-Citrulline Malate Structure:

L-Citrulline:                    Malic Acid:
        O                              O
        ||                             ||
    HO—C—NH—(CH₂)₃—CH—COOH       HO—C—CH₂—CH—COOH
                     |                    |
                    NH₂                   OH

     (L-Citrulline) + (Malic Acid) → L-Citrulline Malate (Salt)

Structure Description:

  • Salt formed by combining L-Citrulline (an amino acid) with DL-Malic Acid.

  • L-Citrulline is a non-essential amino acid derivative.

  • Malic acid is a key intermediate in the citric acid cycle (energy production).

  • The malate component enhances energy metabolism and ATP production.

  • Stable, water-soluble form.

SECTION 1: CHEMICAL IDENTITY AND DESCRIPTION

Parameter Information
Product Name L-Citrulline Malate
Chemical Name L-Citrulline DL-Malate
Synonyms (Turkish) L-Sitrülin Malat, Sitrülin Malat, L-Sitrulin, Sitrulin
Synonyms (English) L-Citrulline Malate, Citrulline Malate, L-Citrulline DL-Malate, (2S)-2-amino-5-(carbamoylamino)pentanoic acid 2-hydroxybutanedionic acid
CAS Number 54940-97-5 (Primary) / 70796-17-7 (Alternative)
Molecular Formula C₁₀H₁₉N₃O₈
Molecular Weight 309.27 g/mol
Chemical Class Amino acid derivative; Salt; Dietary supplement
Source Semi-synthetic (enzymatic production from L-Arginine; also found naturally in watermelon)
Physical State (20°C) Solid (crystalline powder)
Odor Odorless or slight characteristic odor
Color White
Taste Slightly acidic, characteristic

SECTION 2: PHYSICAL AND CHEMICAL PROPERTIES

Property Value Test Method / Note
Appearance White crystalline powder Visual
Odor Odorless or slight characteristic odor Olfactometric
Molecular Weight 309.27 g/mol Calculated
Density ~1.4 g/cm³ (estimated)
Melting Point ~200 – 215°C (decomposes) DSC
Boiling Point Not applicable (decomposes)
Solubility in Water High (soluble) General Method
Solubility in Ethanol Slightly soluble General Method
pH (1% Solution) ~4.0 – 5.5 (acidic) pH Meter
Stability Stable under normal conditions
Hygroscopicity Low to moderate
Heavy Metals (as Pb) ≤ 10 ppm AAS / ICP
Arsenic (As) ≤ 2 ppm AAS / ICP
Lead (Pb) ≤ 2 ppm AAS / ICP
Loss on Drying ≤ 1.0% Gravimetric
Assay (L-Citrulline Malate) ≥ 98.0% HPLC / Titrimetric
Specific Rotation [α]20/D +24° to +28° (C=8, H₂O) Polarimetry

SECTION 3: L-CITRULLINE vs L-CITRULLINE MALATE

Property L-Citrulline L-Citrulline Malate
Chemical Structure C₆H₁₃N₃O₃ C₁₀H₁₉N₃O₈ (Citrulline + Malic Acid)
CAS Number 372-75-8 54940-97-5
Molecular Weight 175.19 g/mol 309.27 g/mol
Malic Acid Content 0% ~43%
Solubility High Very high (enhanced)
Energy Metabolism No direct effect Enhances ATP production (Malate)
Taste Mild Slightly acidic
Primary Use Nitric oxide support Nitric oxide + energy support
Absorption Good Enhanced
Bioavailability Good Improved

SECTION 4: MECHANISM OF ACTION

Property Description
Nitric Oxide (NO) Production L-Citrulline is converted to L-Arginine in the kidneys; L-Arginine is the precursor for nitric oxide synthase (NOS); Nitric oxide (NO) is produced; NO causes vasodilation (blood vessel widening); Increased blood flow and oxygen delivery.
Urea Cycle L-Citrulline is a key intermediate in the urea cycle; Works with L-Arginine and L-Ornithine; Helps remove ammonia from the body; Supports liver function and detoxification.
ATP Production (Malate) Malic acid is a key intermediate in the citric acid (Krebs) cycle; Enhances mitochondrial energy production; Supports ATP synthesis; Reduces fatigue and improves endurance.
Protein Synthesis Provides nitrogen for amino acid synthesis; Supports muscle protein synthesis; Promotes muscle growth and recovery.
Endurance and Performance Improves blood flow and oxygen delivery; Delays fatigue during exercise; Enhances exercise performance; Supports post-workout recovery.
Ammonia Scavenging Helps remove excess ammonia from the body; Reduces ammonia-induced fatigue; Supports liver health.

SECTION 5: PRODUCTION PROCESS

Industrial Production Method:

Process Flow:
L-Arginine (Raw Material) → Enzymatic Conversion → L-Citrulline → Reaction with DL-Malic Acid → Crystallization → Purification → Drying → Milling → Final Product

Step-by-Step Description:

  1. Raw Material: L-Arginine is used as the starting material.

  2. Enzymatic Conversion: L-Arginine is converted to L-Citrulline using the enzyme arginase (or via bacterial fermentation).

  3. Reaction with Malic Acid: L-Citrulline is reacted with DL-Malic Acid in aqueous solution to form the salt (L-Citrulline Malate).

  4. Crystallization: The product is crystallized from the solution.

  5. Purification: Crystals are purified to remove impurities.

  6. Drying: Purified crystals are dried to achieve the desired moisture content.

  7. Milling: Dried product is milled to achieve the desired particle size.

  8. Final Product: White crystalline powder is obtained.

Natural Source: L-Citrulline is naturally found in watermelon (Citrullus vulgaris), but industrial production is mostly via enzymatic synthesis.

SECTION 6: FUNCTIONAL PROPERTIES

Property Description
Vasodilation (NO Precursor) Increases nitric oxide production; Promotes blood vessel dilation; Improves blood circulation and oxygen delivery; Enhances the "pump" effect during exercise.
Endurance Enhancer Delays the onset of fatigue; Supports ATP production (via malate); Improves exercise performance; Enhances stamina and endurance.
Recovery Support Reduces muscle soreness; Supports protein synthesis; Speeds post-workout recovery; Reduces ammonia build-up.
Muscle Performance Improves blood flow to muscles; Enhances nutrient delivery; Supports muscle growth and strength; Reduces muscle fatigue.
Energy Metabolism Malic acid supports the citric acid cycle; Enhances mitochondrial energy production; Supports ATP synthesis; Reduces exercise-induced fatigue.
Liver Support Helps remove ammonia from the body; Supports urea cycle function; Promotes liver health and detoxification.

SECTION 7: MAIN APPLICATION AREAS

Industry / Application Function Typical Use
Sports Nutrition Pre-workout, endurance enhancer, recovery support Pre-workout supplements (pump effect); Sports drinks; Endurance formulations; Post-workout recovery supplements; Dosage: 1,000 – 6,000 mg/day.
Dietary Supplements Nitric oxide booster, performance enhancer Capsules, tablets, powders; Energy and performance functional products; Dosage: 1,000 – 6,000 mg/day.
Pharmaceutical Nitric oxide support, vasodilation Adjunct therapy for erectile dysfunction; Blood pressure regulation; Cardiovascular health; Dosage: 1,000 – 3,000 mg/day.
Functional Foods Energy booster, performance enhancer Energy drinks; Functional beverages; Sports nutrition bars.
Medical Nutrition Liver support, ammonia scavenging Support for liver health; Treatment for hepatic encephalopathy (as part of therapy).

SECTION 8: SAMPLE FORMULATIONS

Pre-Workout Powder (Performance Blend):

Component Amount
L-Citrulline Malate 2,000 – 4,000 mg
L-Arginine Alpha-Ketoglutarate 1,000 – 2,000 mg
Beta-Alanine 1,000 – 2,000 mg
Caffeine Anhydrous 150 – 300 mg
Flavoring, Sweetener As required
Excipients (Maltodextrin) To 100%

Instructions: Blend all ingredients; Package in sealed containers; Recommended consumption: 30-45 minutes before exercise.

Capsule Formulation (Performance Support):

Component Amount per Capsule
L-Citrulline Malate 500 – 1,000 mg
Microcrystalline Cellulose As required
Magnesium Stearate 1 – 2%
Silicon Dioxide 0.5 – 1%

Instructions: Mix active ingredient with excipients; Fill into capsules (size 00 or 0); Package in blister packs or HDPE containers.

SECTION 9: QUALITY SPECIFICATIONS

Parameter Food Grade (Supplement) Pharmaceutical Grade Test Method
Appearance White crystalline powder White crystalline powder Visual
Assay (L-Citrulline Malate) ≥ 98.0% ≥ 99.0% HPLC / Titrimetric
L-Citrulline Content ~55 – 57% ~55 – 57% HPLC
Malic Acid Content ~43 – 45% ~43 – 45% HPLC
Specific Rotation [α]20/D +24° to +28° (C=8, H₂O) +24° to +28° (C=8, H₂O) Polarimetry
Loss on Drying ≤ 1.0% ≤ 0.5% Gravimetric
pH (1% Solution) 4.0 – 5.5 4.0 – 5.5 pH Meter
Heavy Metals (as Pb) ≤ 10 ppm ≤ 5 ppm AAS / ICP
Arsenic (As) ≤ 2 ppm ≤ 1 ppm AAS / ICP
Lead (Pb) ≤ 2 ppm ≤ 1 ppm AAS / ICP
Residue on Ignition ≤ 0.5% ≤ 0.2% Gravimetric
Particle Size Customer requirement Customer requirement Sieve

SECTION 10: TOXICOLOGICAL PROFILE

Parameter Value
Acute Oral Toxicity (LD50, Rat) > 5,000 mg/kg (low toxicity)
Acute Dermal Toxicity Low toxicity; Non-irritating
Skin Irritation Non-irritating
Eye Irritation Mildly irritating (powder)
Inhalation Toxicity May cause respiratory irritation (dust)
Chronic Toxicity Low toxicity; No significant adverse effects at normal use levels
Carcinogenicity Not classified as carcinogenic
Mutagenicity Not mutagenic
Reproductive Toxicity No reproductive toxicity at normal levels
Allergenicity Low allergenicity
Acceptable Daily Intake (ADI) Not established (considered safe at typical supplementation levels)
Special Toxicity Note Generally recognized as safe (GRAS) for dietary supplement use; No significant adverse effects reported at typical doses (1-6 g/day); High doses (above 10 g/day) may cause gastrointestinal discomfort; Safe for long-term use at recommended dosages; Not recommended for use in children without medical supervision.

SECTION 11: GHS CLASSIFICATION AND LABELING

GHS Classification (in accordance with CLP and UN GHS):

Hazard Class Category H-Statement
Not classified as hazardous according to CLP criteria

Signal Word: None (Not classified as hazardous)

Hazard Pictograms: None

NFPA 704 Hazard Classification:

Health Flammability Reactivity Special
0 0 0 -
(Minimal health hazard) (Non-flammable) (Stable) (None)

SECTION 12: PRECAUTIONARY STATEMENTS (P-CODES)

Code Statement
P264 Wash hands thoroughly after handling
P271 Use only outdoors or in a well-ventilated area
P280 Wear protective gloves/protective clothing/eye protection/face protection
P302+P352 IF ON SKIN: Wash with plenty of soap and water
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 and continue rinsing
P312 Call a POISON CENTER/doctor if you feel unwell
P332+P313 If skin irritation occurs: Get medical advice/attention
P337+P313 If eye irritation persists: Get medical advice/attention
P362+P364 Take off contaminated clothing and wash it before reuse
P403+P233 Store in a well-ventilated place. Keep container tightly closed
P501 Dispose of contents/container in accordance with local/regional/national/international regulations

SECTION 13: FIRST AID MEASURES

Exposure Route Action to Take
Inhalation Remove to fresh air immediately. If respiratory irritation develops, seek medical attention.
Skin Contact Wash with plenty of soap and water. Remove contaminated clothing. If irritation persists, get medical attention.
Eye Contact Rinse immediately with plenty of water for at least 15 minutes. Keep eyelids open. Remove contact lenses if present. If irritation persists, seek medical attention.
Ingestion Rinse mouth. Drink plenty of water. Seek medical attention if large quantities are ingested or if feeling unwell.

SECTION 14: FIREFIGHTING MEASURES

Parameter Information
Fire Hazard Non-flammable organic material. May burn with thick smoke at high temperatures.
Hazards Arising from Fire Thermal decomposition produces carbon monoxide, carbon dioxide, and nitrogen oxides.
Suitable Extinguishing Media Water spray, CO₂, dry chemical powder, foam.
Unsuitable Extinguishing Media Water jet (may spread powder)
Special Protective Equipment Self-contained breathing apparatus (SCBA), full protective clothing.
Special Precautions Prevent dust from entering sewers and waterways. Avoid dust cloud formation.

SECTION 15: STORAGE AND SHELF LIFE

Parameter Information
Storage Conditions Store in a cool, dry, well-ventilated area; PROTECT FROM MOISTURE and HEAT; Keep away from direct sunlight.
Container Requirements Tightly closed, moisture-proof containers (PE-lined bags, HDPE containers, aluminum foil bags).
Materials to Protect From Moisture, heat, strong oxidizing agents
Shelf Life 24 – 48 months (in unopened original packaging, under proper storage conditions).
Stability Note Stable under recommended storage conditions; Hygroscopic (absorbs moisture); May cake if exposed to high humidity.
Special Storage Requirements Store in a dark, cool, dry place; Avoid exposure to air and moisture; Opened containers must be resealed immediately.

SECTION 16: PACKAGING OPTIONS

Packaging Type Quantity Material
Aluminum Foil Bag 100 g, 500 g, 1 kg, 5 kg Aluminum foil laminated bag (moisture and light-proof)
PE-Lined Paper Bag 5 kg, 10 kg, 20 kg, 25 kg PE-lined kraft paper bag (moisture-proof)
Plastic Drum 10 kg, 25 kg HDPE / Polypropylene (moisture-proof)
Fiber Drum 20 kg, 25 kg PE-lined fiberboard drum
FIBC / Big Bag 500 kg, 1000 kg PE-lined, moisture-resistant PP woven bag

SECTION 17: TRANSPORT INFORMATION

Parameter Information
UN Number Not regulated (non-hazardous)
Hazard Class Not applicable
Packing Group Not applicable
ADR/RID Not regulated
IMDG Code Not regulated (non-hazardous)
IATA (Air) Not regulated (non-hazardous)
Marine Pollutant No
Transport Temperature Ambient temperature; Protect from moisture and heat.

SECTION 18: REGULATORY STATUS

Region / Authority Status
European Union Approved for use in dietary supplements; EFSA recognized; REACH registered.
USA (TSCA) Listed (TSCA Inventory)
USA (FDA) GRAS (Generally Recognized as Safe) for dietary supplement use; Not approved as a food additive (supplement only).
Turkey Approved for use in dietary supplements; Ministry of Health approval required; KKDIK regulation compliance required.
EFSA Recognized as a novel food ingredient / dietary supplement ingredient; Approved for use in foods and supplements.
IARC Not classified (non-carcinogenic)
NTP Not listed
OSHA Regulated as nuisance dust
California (Prop 65) Not listed
Halal Yes (with certification)
Kosher Yes (with certification)
Vegan Yes (non-animal source)

SECTION 19: OTHER NAMES AND SYNONYMS

Type Name
Turkish Names L-Sitrülin Malat, Sitrülin Malat, L-Sitrulin, Sitrulin
English Names L-Citrulline Malate, Citrulline Malate, L-Citrulline DL-Malate
Chemical Names (2S)-2-amino-5-(carbamoylamino)pentanoic acid; 2-Hydroxybutanedionic acid (salt)
CAS Number 54940-97-5 (Primary) / 70796-17-7 (Alternative)
HS Code 2924.19

SECTION 20: SUMMARY TABLE

Parameter Value
Product L-Citrulline Malate
CAS Number 54940-97-5 (Primary) / 70796-17-7 (Alternative)
Molecular Formula C₁₀H₁₉N₃O₈
Molecular Weight 309.27 g/mol
Appearance White crystalline powder
Melting Point ~200 – 215°C (decomposes)
Solubility in Water High (soluble)
Primary Functions Nitric oxide precursor, energy metabolism, endurance enhancer
Main Application Areas Sports nutrition, dietary supplements, pharmaceuticals, functional foods
Shelf Life 24 – 48 months
GHS Signal Word None (Not classified as hazardous)
UN Number Not regulated
Special Properties NO precursor (vasodilation); ATP support (malate); Endurance and performance enhancer; Non-essential amino acid derivative; Vegan; Halal; GRAS.

SECTION 21: CRITICAL WARNINGS AND BEST PRACTICES

CRITICAL WARNINGS:

  • GRAS Status: FDA GRAS for dietary supplement use; Safe at recommended dosages.

  • Low Toxicity: LD50 > 5,000 mg/kg; Non-toxic at normal use levels.

  • Mild Side Effects: High doses (>10 g/day) may cause gastrointestinal discomfort (nausea, stomach upset).

  • Hygroscopic: Absorbs moisture from air; Store in tightly closed containers.

  • Not a Drug: A dietary supplement ingredient; Not a drug for treating erectile dysfunction (adjunct support only).

  • Consult Physician: For individuals with liver/kidney disease; For use in pregnancy/breastfeeding (consult doctor); For children without medical supervision.

  • Blood Pressure: May lower blood pressure; Caution if taking antihypertensive medications.

  • Natural Occurrence: Found naturally in watermelon; Safe for consumption.

BEST PRACTICE RECOMMENDATIONS:

  • Sports Nutrition: Use as pre-workout ingredient; Recommended dosage: 1,000 – 6,000 mg/day; Combine with L-Arginine for enhanced effects; Add to pre-workout blends, sports drinks, capsules, or powders.

  • Dietary Supplements: Use as nitric oxide booster; Dosage: 1,000 – 3,000 mg/day; For capsules, tablets, or powder formulations.

  • Pharmaceutical Support: Use as adjunct therapy for erectile dysfunction (with medical supervision); Dosage: 1,000 – 3,000 mg/day; For blood pressure regulation and cardiovascular health.

  • Functional Foods: Add to energy drinks, sports nutrition bars, and functional beverages; Dosage: 1,000 – 2,000 mg per serving.

  • Handling: Use in well-ventilated areas; Avoid dust formation; Use dust masks when handling powder; Use gloves and safety goggles.

  • Personal Protective Equipment: Dust mask (N95/FFP2) if dust is generated, safety goggles, chemical-resistant gloves, protective clothing.

  • Hygiene: Wash hands thoroughly after handling; Do not eat, drink, or smoke while using.

  • Storage: Store in tightly closed, moisture-proof containers; Store in cool, dry, well-ventilated area; Protect from moisture and heat; Opened containers must be resealed immediately; Shelf life: 24-48 months under proper conditions.

  • Spill Management: Sweep or vacuum (HEPA) and place in suitable sealed container; Avoid dust formation; Do not allow entry into drains or waterways.

  • Disposal: Dispose of in accordance with local, regional, and national regulations; Non-hazardous waste; Can be incinerated in compliance with regulations.

DETECTION METHODS:

Method Description Advantages Disadvantages
HPLC Quantitative analysis of L-Citrulline Malate High sensitivity, accurate, USP method High cost, requires expertise
TLC Qualitative identification Simple, rapid, low cost Semi-quantitative
Titrimetric Chemical characterization Simple, standard method Less specific
Polarimetry Specific rotation measurement Confirms optical purity Requires polarimeter
UV Spectrophotometry Absorption at specific wavelength Rapid, simple Non-specific

L-CITRULLINE MALATE vs ALTERNATIVES COMPARISON:

Product Chemical Name / E Code Application Strength Weakness Status
L-Citrulline Malate C₁₀H₁₉N₃O₈ Sports nutrition, dietary supplements NO precursor + ATP support, well-absorbed Higher cost than L-arginine Approved
L-Arginine C₆H₁₄N₄O₂ Sports nutrition, cardiovascular Direct NO precursor Poor absorption, GI issues Widely used
L-Citrulline C₆H₁₃N₃O₃ Sports nutrition Better absorbed than arginine No ATP support Widely used
Beta-Alanine C₃H₇NO₂ Sports nutrition Reduces muscle fatigue Tingling side effects Widely used
Creatine C₄H₉N₃O₂ Sports nutrition Proven performance enhancer Water retention Widely used

LEGAL DISCLAIMER:
The information provided in this document is based on our current knowledge and experience and is presented in good faith. However, as all conditions of use are beyond our control, it does not constitute a binding specification or warranty. This Technical Data Sheet is for informational purposes only. Users are responsible for testing the suitability for their own applications and for complying with all local, regional, and national regulations. For complete safety, storage, use, handling, waste, and regulatory compliance information, please refer to the official Safety Data Sheet (SDS/MSDS) provided by the manufacturer/supplier. L-Citrulline Malate is a dietary supplement ingredient; consult a healthcare professional before use, especially if you have pre-existing medical conditions.

Images

Do you have questions? Let us help!

Effective Business Solutions? — Get in Contact
Scroll