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| CAS No.: | 372-75-8 |
|---|---|
| Name: | L(+)-Citrulline |
| Molecular Structure: | |
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| Formula: | C6H13N3O3 |
| Molecular Weight: | 175.188 |
| Synonyms: | L-Citrullin;L-Cit-OH;L-Citrulline;N5-(Aminocarbonyl)ornithine;L-Citrulline (Fermentation);H-Cit-OH;.delta.-Ureidonorvaline;2-Amino-5-uredovaleric acid;Ngamma-carbamylornithine;delta-Ureidonorvaline;N~5~-(aminocarbonyl)ornithine;2-amino-5-(carbamoylamino)pentanoic acid;L-Citrulline;(2S)-2-amino-5-(carbamoylamino)pentanoic acid;Ornithine, N5-carbamoyl-, L- (8CI);L-Ornithine, N5-(aminocarbonyl)-;Ornithine, N5-(aminocarbonyl)-;Citrulline, L-;Ornithine, N5-carbamoyl-, L-;Citrulline;L-Ornithine,N5-(aminocarbonyl)-;.alpha.-Amino-.delta.-ureidovaleric acid;N5-(Aminocarbonyl)-L-ornithine;alpha-Amino-delta-ureidovaleric acid;N(.delta.)-Carbamylornithine; |
| EINECS: | 206-759-6 |
| Density: | 1.289 g/cm3 |
| Melting Point: | 214 °C |
| Boiling Point: | 386.7 °C at 760 mmHg |
| Flash Point: | 187.7 °C |
| Solubility: | 200 g/L (20 °C) in water |
| Appearance: | white powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 24/25-36-26 |
| PSA: | 118.44000 |
| LogP: | 0.63830 |
| Conditions | Yield |
|---|---|
| for 46 - 120h; Product distribution / selectivity; Enzymatic reaction; | 91% |
| With dihydrogen peroxide; K[Ru(Hedta)Cl]*2H2O | 71% |
| durch Einwirkung von Faeulnisbakterien; |
| Conditions | Yield |
|---|---|
| With carbamoyl phosphate |
| Conditions | Yield |
|---|---|
| Biosynthese; |
| Conditions | Yield |
|---|---|
| With dipotassium hydrogenphosphate; phosphoric acid; water at 25 - 37℃; Thermodynamic data; ΔH; aginine deiminase (EC 3.5.3.6) from Pseudomonas putida; var. pH and ionic strength; |
Citrulline
| Conditions | Yield |
|---|---|
| With copper (II) carbonate hydroxide; water at 100℃; Durch Erhitzen des erhaeltlichen Komplexsalzes mit Harnstoff in wss. Loesung auf 100grad und Zerlegung des gebildeten Kupfer(II)-Komplexsalzes des L-Citrullins mit H2S in Wasser; |
| Conditions | Yield |
|---|---|
| With NADPH; calcium chloride; calmodulin; neuronal nitric oxide synthase at 20℃; pH=7.5; Enzyme kinetics; Oxidation; Enzymatic reaction; |
| Conditions | Yield |
|---|---|
| With NADPH; calcium chloride; calmodulin; neuronal nitric oxide synthase at 20℃; pH=7.5; Enzyme kinetics; Oxidation; Enzymatic reaction; |
L-NOHA
Citrulline
| Conditions | Yield |
|---|---|
| With mammalian nitric oxide synthase; oxygen Enzyme kinetics; |
Citrulline
| Conditions | Yield |
|---|---|
| With mammalian nitric oxide synthase; NADPH; diothiothreitol; tetrahydrobiopterin In various solvent(s) at 30℃; for 0.0333333h; Enzyme kinetics; |
Citrulline
| Conditions | Yield |
|---|---|
| With mammalian nitric oxide synthase; NADPH; diothiothreitol; tetrahydrobiopterin In various solvent(s) at 30℃; for 0.0333333h; Enzyme kinetics; |
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1. Introduction of L(+)-Citrulline
L(+)-Citrulline (372-75-8), with its IUPAC name of (2S)-2-amino-5-(carbamoylamino)pentanoic acid, is one kind of white powder. The product's categories are Citruline [Cit]; Amino Acids; Unusual Amino Acids; Biochemistry; non-Proteinorganic Amino Acids; Nutritional Supplements; L-Amino Acids; Amino Acids. Besides, it should be sealed in a cool and dry place at 0-5 °C.
2. Properties of L(+)-Citrulline
The other characteristics of L(+)-Citrulline can be summarized as: (1)EINECS: 206-759-6; (2)ACD/LogP: -1.53; (3)# of Rule of 5 Violations: 1; (4)ACD/LogD (pH 5.5): -4.03; (5)ACD/LogD (pH 7.4): -4.03; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 1; (10)#H bond acceptors: 6; (11)#H bond donors: 6; (12)#Freely Rotating Bonds: 6; (13)Index of Refraction: 1.531; (14)Molar Refractivity: 42.06 cm3; (15)Molar Volume: 135.8 cm3; (16)Surface Tension: 61.9 dyne/cm; (17)Density: 1.289 g/cm3; (18)Flash Point: 187.7 °C; (19)Melting Point: 214-216 °C; (20)alpha: 25.5 °(c=8, 6N HCl); (21)Water solubility: 200 g/L (20 °C); (22)Enthalpy of Vaporization: 69.78 kJ/mol; (23)Boiling Point: 386.7 °C at 760 mmHg; (24)Vapour Pressure: 4.7E-07 mmHg at 25 °C.
3. Structure Descriptors of L(+)-Citrulline
You could convert the following datas into the molecular structure:
(1)SMILES: O=C(O)[C@@H](N)CCCNC(=O)N
(2)InChI: InChI=1/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m0/s1
(3)InChIKey: RHGKLRLOHDJJDR-BYPYZUCNBX
4. Uses of L-Citrulline
L-Citrulline is amino acids drug used for the treatment of hyperammonemia. Moreover, it can react with trifluoroacetic acid anhydride to get 2-oxo-3-(2,2,2-trifluoro-acetylamino)-piperidine-1-carboxylic acid amide and 1-[3-(5-oxo-2-trifluoromethyl-2,5-dihydro-oxazol-4-yl)-propyl]-3-trifluoroacetyl-urea.
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This reaction will occur by heating for 24 hours. The yield is 48 %.
5. Safety information of L(+)-Citrulline
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25-36-26
WGK Germany 3
HS Code 29241900
When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing to avoid contact with skin and eyes.
