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Send EmailCitrulline Malate, L-Citrulline Malate, L-Citrulline DL-Malate, 54940-97-5, 70796-17-7
| 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 |
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.
| 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 |
| 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 |
| 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 |
| 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. |
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:
Raw Material: L-Arginine is used as the starting material.
Enzymatic Conversion: L-Arginine is converted to L-Citrulline using the enzyme arginase (or via bacterial fermentation).
Reaction with Malic Acid: L-Citrulline is reacted with DL-Malic Acid in aqueous solution to form the salt (L-Citrulline Malate).
Crystallization: The product is crystallized from the solution.
Purification: Crystals are purified to remove impurities.
Drying: Purified crystals are dried to achieve the desired moisture content.
Milling: Dried product is milled to achieve the desired particle size.
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.
| 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. |
| 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). |
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.
| 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 |
| 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. |
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) |
| 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 |
| 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. |
| 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. |
| 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. |
| 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 |
| 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. |
| 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) |
| 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 |
| 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. |
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 |
| 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.