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L-Citruline

Names

[ CAS No. ]:
372-75-8

[ Name ]:
L-Citruline

[Synonym ]:
(2S)-2-amino-5-(carbamoylamino)pentanoic acid
L-(+)-Citrulline
α-amino-δ-ureidovaleric acid
Sitrulline
N5-(Aminocarbonyl)ornithine
d-ureidonorvaline
(S)-2-Amino-5-ureidopentanoic acid
N-Carbamoylornithine
anti-citrulline
N-[Hydroxy(imino)methyl]-L-ornithine
L-2-Amino-5-ureidovaleric acid
δ-Ureidonorvaline
[14C]-Citrulline
(S)-2-Amino-5-ureidopentanoic acid L-2-Amino-5-ureidovaleric acid
L(+)-Citrulline
L-Cytrulline
2-amino-5-(carbamoylamino)pentanoic acid
Nd-Carbamylornithine
N5-(Aminocarbonyl)-L-ornithine
2-Amino-5-ureidovaleric acid
Nδ-Carbamylornithine
L-N5-carbamoyl-Ornithine
L-Citrulline
N-Carbamoyl-L-ornithine
MFCD00064397
2-amino-5-(aminocarbonylamino)pentanoic acid
N-(aminocarbonyl)ornithine
Citrulline
L-Ornithine, N5- (aminocarbonyl)-
Ornithine, N-(aminocarbonyl)-
a-Amino-d-ureidovaleric Acid
L-citrulline zwitterion
N(5)-(aminocarbonyl)-DL-ornithine
N5-(aminocarbonyl)-Ornithine
L-Ornithine, N-(hydroxyiminomethyl)-
N5-carbamylornithine
L-Ornithine, N-(aminocarbonyl)-
N5-Carbamoyl-L-ornithine
EINECS 206-759-6
N5-carbamoylornithine
(S)-2-amino-5-(carbamoyl amino)pentanoic acid
Ornithine, N5-(aminocarbonyl)-
H-Cit-OH

Biological Activity

[Description]:

L-Citrulline is an amino acid derived from ornithine in the catabolism of proline or glutamine and glutamate, or from l-arginine via arginine-citrulline pathway.

[Related Catalog]:

Natural Products >> Others
Research Areas >> Others

[Target]

Human Endogenous Metabolite


[In Vitro]

L-Citrulline is an amino acid derived from ornithine in the catabolism of proline or glutamine and glutamate, or from l-arginine via arginine-citrulline pathway. L-Citrulline is also obtained during the degradation of asymmetric dimethylarginine (ADMA), the process catalyzed by dimethylarginine dimethylaminohydrolase (DDAH), yielding dimethylamine (DMA) as a coproduct[1].

[References]

[1]. Fleszar MG, et al. Quantitative Analysis of l-Arginine, Dimethylated Arginine Derivatives, l-Citrulline, and Dimethylamine in Human Serum Using Liquid Chromatography-Mass Spectrometric Method. Chromatographia. 2018;81(6):911-921.


[Related Small Molecules]

3-Methyladenine | Hydrocortisone | Acetylcysteine(N-acetylcysteine) | Retinoic acid | Melatonine | Dinoprostone | Nicotinamide | Adenosine triphosphate | 4-Acetamidophenol | Prostaglandin E1 | Dehydroepiandrosterone | Corticosterone | Progesterone | Docosahexaenoic Acid | NAD+

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
386.7±42.0 °C at 760 mmHg

[ Melting Point ]:
214 °C

[ Molecular Formula ]:
C6H13N3O3

[ Molecular Weight ]:
175.186

[ Flash Point ]:
187.7±27.9 °C

[ Exact Mass ]:
175.095688

[ PSA ]:
118.44000

[ LogP ]:
-1.53

[ Vapour Pressure ]:
0.0±1.9 mmHg at 25°C

[ Index of Refraction ]:
1.531

[ Water Solubility ]:
200 g/L (20 ºC)

MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
29241900

Precursor & DownStream

Customs

[ HS Code ]: 2924199090

[ Summary ]:
2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Development of High-purity Certified Reference Materials for 17 Proteinogenic Amino Acids by Traceable Titration Methods.

Anal. Sci. 31 , 805-14, (2015)

To ensure the reliability of amino acid analyses, the National Metrology Institute of Japan of the National Institute of Advanced Industrial Science and Technology (NMIJ/AIST) has developed high-purit...

Down regulation of NO signaling in Trypanosoma cruzi upon parasite-extracellular matrix interaction: changes in protein modification by nitrosylation and nitration.

PLoS Negl. Trop. Dis. 9 , e0003683, (2015)

Adhesion of the Trypanosoma cruzi trypomastigotes, the causative agent of Chagas' disease in humans, to components of the extracellular matrix (ECM) is an important step in host cell invasion. The sig...

Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression.

Nature 457(7231) , 910-4, (2009)

Multiple, complex molecular events characterize cancer development and progression. Deciphering the molecular networks that distinguish organ-confined disease from metastatic disease may lead to the i...


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Related Compounds