L-Citrulline

CAS No.：372-75-8

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L-Citrulline Basic information

Product Name:	L-Citrulline
Synonyms:	Ibuprofen Impurity 78;Arginine Impurity 2（Arginine EP Impurity B）（Citrulline）;L-CTRULLINE;L-Citrullne;Arginine EP Impurity B;n5-(aminocarbonyl)-l-ornithin;N5-(aminocarbonyl)-L-Ornithine;ALPHA-AMINO-DELTA-UREIDO-N-VALERIC ACID
CAS:	372-75-8
MF:	C6H13N3O3
MW:	175.19
EINECS:	206-759-6
Product Categories:	Amino Acids;Citruline [Cit];Amino Acids;Unusual Amino Acids;Biochemistry;non-Proteinorganic Amino Acids;Nutritional Supplements;L-Amino Acids;Aliphatics;Amino Acids & Derivatives;Intermediates & Fine Chemicals;Pharmaceuticals;API;372-75-8
Mol File:	372-75-8.mol

L-Citrulline Chemical Properties

Melting point	214 °C
alpha	25.5 º (c=8, 6N HCl)
Boiling point	306.48°C (rough estimate)
density	1.2919 (rough estimate)
refractive index	26 ° (C=8, 6mol/L HCl)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	Aqueous Acid (Sparingly). Water (Slightly)
pka	2.43(at 25℃)
form	Crystals or Crystalline Powder
color	White
Odor	Odorless
Water Solubility	200 g/L (20 ºC)
Merck	14,2331
BRN	6055157
InChIKey	RHGKLRLOHDJJDR-BYPYZUCNSA-N
CAS DataBase Reference	372-75-8(CAS DataBase Reference)
EPA Substance Registry System	L-Ornithine, N5-(aminocarbonyl)- (372-75-8)

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	24/25-36-26
WGK Germany	3
TSCA	Yes
HS Code	29241900

MSDS Information

Provider	Language
L(+)-2-Amino-5-ureidovaleric acid	English
ACROS	English
SigmaAldrich	English
ALFA	English

L-Citrulline Usage And Synthesis

Chemical Properties	White powder
Originator	StaminO2,ErgoPharm
Uses	L-Citrulline, is used as an essential intermediate in the biosynthesis of nitric oxide from L-arginine . It is also used as a nutritional drink and biochemical reagent.
Uses	An amino acid, L-Citrulline can be used in the treatment of asthenia and as an essential intermediate in the biosynthesis of nitric oxide.
Uses	An essential intermediate in the biosynthesis of nitric oxide.
Manufacturing Process	Citrulline is obtained as a result of a reaction of L-arginine hydrochloride with sodium hydroxide, copper oxide and hydrogen sulfide. In practice it is usually used as malate salt
Therapeutic Function	Stimulant, Detoxicant
Biochem/physiol Actions	L-Citrulline, when orally administered is found to ameliorate the condition of sickle cell disease in humans. L-citrulline can be a replacement for L-arginine administration in case of defective NO synthetase. L-Citrulline supplementation is found to fulfill the purpose of NO-dependent signaling.
Purification Methods	Likely impurities are arginine and ornithine. Crystallise S-citrulline from water by adding 5 volumes of EtOH. Also crystallise it from water by addition of MeOH. [Ellenbogen J Am Chem Soc 74 5198 1952, Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2491-2494 1961, Beilstein 4 IV 2647.]

L-Citrulline Preparation Products And Raw materials

Raw materials	Hydroxide
Preparation Products	H-LYS(ALLOC)-OH-->MC-Val-Cit-PAB-->FMoc-Val-Cit-PAB-->FMoc-Val-Cit-PAB-PNP-->L-OrnithinaMide, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aMinocarbonyl)-N-[4-[[[(4-nitrophenoxy)carbonyl]oxy]Methyl]phenyl]-

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