627-77-0

Basic information

• Product Name: DL-CITRULLINE
• Synonyms: DL-Ornithine, N(5)-(aminocarbonyl)-;Ornithine, N5-carbamoyl-, DL-;LABOTEST-BB LT00244768;DL-CITRULLINE;DL-2-AMINO-5-UREIDOVALERIC ACID;CITRULLINE, DL-;H-DL-Cit-OH;(±)-2-Amino-5-ureidopentanoic acid, DL-2-Amino-5-ureidovaleric acid
• CAS NO: 627-77-0
• Molecular Formula: C₆H₁₃N₃O₃
• Molecular Weight: 175.19
• EINECS: 211-012-2
• Product Categories: Amino Acids;Biochemistry;non-Proteinorganic Amino Acids;Amino Acids;Inhibitors
• Mol File: 627-77-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 242-244 °C (dec.)
• Boiling Point: 386.7 °C at 760 mmHg
• Flash Point: 187.7 °C
• Appearance: white crystalline powder
• Density: 1.289 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 2.51±0.24(Predicted)
• CAS DataBase Reference: DL-CITRULLINE(CAS DataBase Reference)
• NIST Chemistry Reference: DL-CITRULLINE(627-77-0)
• EPA Substance Registry System: DL-CITRULLINE(627-77-0)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 627-77-0(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline powder

Definition

ChEBI: The parent compound of the citrulline class consisting of ornithine having a carbamoyl group at the N5-position.

InChI:InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)

Upstream product

• 7664-93-9 sulfuric acid 
• 10334-68-6 N^α-benzoyl-DL-citrulline 
• 556-89-8 nitrourea 
• 3184-13-2 L-ornithine hydrochloride 
• 74-79-3 L-arginine 

Downstream Products

• 70-26-8 2,5-diaminopentanoic acid 
• 166961-73-5 2-oxohexahydro-1,3-diazepinyl-4-carboxylic acid 
• 125735-06-0 α-(benzyloxycarbonyl)arginino>succinic acid trimethyl ester 
• 125735-11-7 2-Benzyloxycarbonylamino-5-(2-imino-4-methoxycarbonylmethyl-5-oxo-imidazolidin-1-yl)-pentanoic acid methyl ester 
• 125735-10-6 2-Benzyloxycarbonylamino-5-(5-methoxycarbonylmethyl-4-oxo-4,5-dihydro-1H-imidazol-2-ylamino)-pentanoic acid methyl ester 
• 89499-13-8 N^α-(benzyloxycarbonyl)-L-citrulline methyl ester 
• 125735-05-9 N^α-(benzyloxycarbonyl)-N^δ-cyanoornithine methyl ester 
• 2139-03-9 Δ¹-pyrroline-2-carboxylic acid 
• 57-13-6 urea 
• 52717-00-7 5-Aminocarbonylamino-2-oxopentansaeure 
• 67736-30-5 1-Aminocarbonyl-2-hydroxy-2-pyrrolidincarbonsaeure 
• 6692-89-3 N^α-(benzyloxycarbonyl)-L-citrulline 

Relevant articles and documents

ACTIVITY-ENHANCING SUPPLEMENT

An activity-enhancing supplement can include niacin and at least two ingredients selected from citrulline, agmatine, an endurance enhancer, a counteracting agent, a nitrogen-containing compound, a muscle building component, branched chain amino acid, and combinations thereof.

Metalloporphyrin catalyzed oxidation of N-hydroxyguanidines: A biomimetic model for the H2O2-dependent activity of nitric oxide synthase

A chemical model for the H2O2 promoted oxidation by nitric oxide synthase (NOS) has been developed. Biomimetic oxidations were carried out using H2O2 and tetrakis(perfluorophenyl)porphyrinato-iron(III) chloride (FeTPPF20) as a catalyst. Similarly to NOS our model system produces N(δ)-cyanoornithine, citrulline and NO from NOHA and did not oxidize arginine itself. Based on these results we propose a peroxide shunt to be involved in the catalytic cycle of NOS. To the best of our knowledge this is the first chemical system that semiquantitatively mimics NOS activity. (C) 2000 Elsevier Science Ltd. All rights reserved.