WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H326983
CAS#: 372-75-8
Description: Citrulline, also known as L-Citrulline, is an α-amino acid. Its name is derived from citrullus, the Latin word for watermelon, from which it was first isolated in 1914 by Koga & Odake. It is a key intermediate in the urea cycle, the pathway by which mammals excrete ammonia. In the body, citrulline is produced as a byproduct of the enzymatic production of nitric oxide from the amino acid arginine, catalyzed by nitric oxide synthase. This is an essential reaction in the body because nitric oxide is an important vasodilator required for regulating blood pressure.
Hodoodo Cat#: H326983
Name: Citrulline
CAS#: 372-75-8
Chemical Formula: C6H13N3O3
Exact Mass: 175.10
Molecular Weight: 175.188
Elemental Analysis: C, 41.14; H, 7.48; N, 23.99; O, 27.40
Synonym: Citrulline; L-Citrulline; L-Cytrulline; NSC 27425; Sitrulline; delta-Ureidonorvaline.
IUPAC/Chemical Name: 2-Amino-5-(carbamoylamino)pentanoic acid
InChi Key: RHGKLRLOHDJJDR-UHFFFAOYSA-N
InChi Code: 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)
SMILES Code: O=C(O)C(N)CCCNC(N)=O
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
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The following data is based on the product molecular weight 175.19 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1: McCarty MF. Asymmetric Dimethylarginine Is a Well Established Mediating Risk Factor for Cardiovascular Morbidity and Mortality-Should Patients with Elevated Levels Be Supplemented with Citrulline? Healthcare (Basel). 2016 Jul 8;4(3). pii: E40. doi: 10.3390/healthcare4030040. Review. PubMed PMID: 27417628.
2: Marini JC. Interrelationships between glutamine and citrulline metabolism. Curr Opin Clin Nutr Metab Care. 2016 Jan;19(1):62-6. doi: 10.1097/MCO.0000000000000233. Review. PubMed PMID: 26560519; PubMed Central PMCID: PMC4712452.
3: Wijnands KA, Castermans TM, Hommen MP, Meesters DM, Poeze M. Arginine and citrulline and the immune response in sepsis. Nutrients. 2015 Feb 18;7(3):1426-63. doi: 10.3390/nu7031426. Review. PubMed PMID: 25699985; PubMed Central PMCID: PMC4377861.
4: Breuillard C, Cynober L, Moinard C. Citrulline and nitrogen homeostasis: an overview. Amino Acids. 2015 Apr;47(4):685-91. doi: 10.1007/s00726-015-1932-2. Epub 2015 Feb 13. Review. PubMed PMID: 25676932.
5: Barzał JA, Szczylik C, Rzepecki P, Jaworska M, Anuszewska E. Plasma citrulline level as a biomarker for cancer therapy-induced small bowel mucosal damage. Acta Biochim Pol. 2014;61(4):615-31. Epub 2014 Dec 4. Review. PubMed PMID: 25473654.
6: Gertel S, Amital H. Putative approaches to bypass the citrulline-specific autoimmune response in rheumatoid arthritis. Isr Med Assoc J. 2014 Sep;16(9):587-90. Review. PubMed PMID: 25351021.
7: Hayashi T. [The role of L-arginine and L-citrulline on atherosclerosis]. Seikagaku. 2014 Jun;86(3):352-9. Review. Japanese. PubMed PMID: 25073373.
8: Fike CD, Summar M, Aschner JL. L-citrulline provides a novel strategy for treating chronic pulmonary hypertension in newborn infants. Acta Paediatr. 2014 Oct;103(10):1019-26. doi: 10.1111/apa.12707. Epub 2014 Jun 20. Review. PubMed PMID: 24862864; PubMed Central PMCID: PMC4209175.
9: El-Hattab AW, Emrick LT, Chanprasert S, Craigen WJ, Scaglia F. Mitochondria: role of citrulline and arginine supplementation in MELAS syndrome. Int J Biochem Cell Biol. 2014 Mar;48:85-91. doi: 10.1016/j.biocel.2013.12.009. Epub 2014 Jan 8. Review. PubMed PMID: 24412347.
10: Kaore SN, Amane HS, Kaore NM. Citrulline: pharmacological perspectives and its role as an emerging biomarker in future. Fundam Clin Pharmacol. 2013 Feb;27(1):35-50. doi: 10.1111/j.1472-8206.2012.01059.x. Epub 2012 Jul 31. Review. PubMed PMID: 23316808.
11: Cynober L, de Bandt JP, Moinard C. Leucine and citrulline: two major regulators of protein turnover. World Rev Nutr Diet. 2013;105:97-105. doi: 10.1159/000341278. Epub 2012 Oct 12. Review. PubMed PMID: 23075591.
12: Sureda A, Pons A. Arginine and citrulline supplementation in sports and exercise: ergogenic nutrients? Med Sport Sci. 2012;59:18-28. doi: 10.1159/000341937. Epub 2012 Oct 15. Review. PubMed PMID: 23075551.
13: Bahri S, Zerrouk N, Aussel C, Moinard C, Crenn P, Curis E, Chaumeil JC, Cynober L, Sfar S. Citrulline: from metabolism to therapeutic use. Nutrition. 2013 Mar;29(3):479-84. doi: 10.1016/j.nut.2012.07.002. Epub 2012 Sep 28. Review. PubMed PMID: 23022123.
14: El-Hattab AW, Emrick LT, Craigen WJ, Scaglia F. Citrulline and arginine utility in treating nitric oxide deficiency in mitochondrial disorders. Mol Genet Metab. 2012 Nov;107(3):247-52. doi: 10.1016/j.ymgme.2012.06.018. Epub 2012 Jul 6. Review. PubMed PMID: 22819233.
15: Crenn P, Hanachi M, Neveux N, Cynober L. [Circulating citrulline levels: a biomarker for intestinal functionality assessment]. Ann Biol Clin (Paris). 2011 Sep-Oct;69(5):513-21. doi: 10.1684/abc.2011.0609. Review. French. PubMed PMID: 22008130.
16: Mercer DF. Hot topics in postsmall bowel transplantation: noninvasive graft monitoring including stool calprotectin and plasma citrulline. Curr Opin Organ Transplant. 2011 Jun;16(3):316-22. doi: 10.1097/MOT.0b013e3283467115. Review. PubMed PMID: 21505339.
17: Peters JH, Beishuizen A, Keur MB, Dobrowolski L, Wierdsma NJ, van Bodegraven AA. Assessment of small bowel function in critical illness: potential role of citrulline metabolism. J Intensive Care Med. 2011 Mar-Apr;26(2):105-10. doi: 10.1177/0885066610387998. Review. PubMed PMID: 21464064.
18: Piton G, Manzon C, Cypriani B, Carbonnel F, Capellier G. Acute intestinal failure in critically ill patients: is plasma citrulline the right marker? Intensive Care Med. 2011 Jun;37(6):911-7. doi: 10.1007/s00134-011-2172-x. Epub 2011 Mar 12. Review. PubMed PMID: 21400011.
19: Cynober L, Moinard C, De Bandt JP. The 2009 ESPEN Sir David Cuthbertson. Citrulline: a new major signaling molecule or just another player in the pharmaconutrition game? Clin Nutr. 2010 Oct;29(5):545-51. doi: 10.1016/j.clnu.2010.07.006. Epub 2010 Aug 16. Review. PubMed PMID: 20719411.
20: Oliverius M, Kudla M, Baláz P, Valsamis A. [Plasma citrulline concentration--a reliable noninvasive marker of functional enterocyte mass]. Cas Lek Cesk. 2010;149(4):160-2. Review. Czech. PubMed PMID: 20518248.
