MedKoo Cat#: 526422 | Name: Lysine Orotate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Lysine Orotate is an inhibitor of viral replication, especially useful in the treatment of the Herpes family of viruses which includes Herpes Simplex 1 and 2 , EBV , CMV and Varicella.

Chemical Structure

Lysine Orotate
Lysine Orotate
CAS#28003-86-3

Theoretical Analysis

MedKoo Cat#: 526422

Name: Lysine Orotate

CAS#: 28003-86-3

Chemical Formula: C11H18N4O6

Exact Mass: 302.1200

Molecular Weight: 302.29

Elemental Analysis: C, 43.71; H, 6.00; N, 18.53; O, 31.76

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Lysine Orotate
IUPAC/Chemical Name
L-Lysine orotate
InChi Key
FVGJURXBWORGKL-JEDNCBNOSA-N
InChi Code
InChI=1S/C6H14N2O2.C5H4N2O4/c7-4-2-1-3-5(8)6(9)10;8-3-1-2(4(9)10)6-5(11)7-3/h5H,1-4,7-8H2,(H,9,10);1H,(H,9,10)(H2,6,7,8,11)/t5-;/m0./s1
SMILES Code
N[C@@H](CCCCN)C(O)=O.O=C(N1)NC(C(O)=O)=CC1=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

Preparing Stock Solutions

The following data is based on the product molecular weight 302.29 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.

Recalculate based on batch purity %
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
1: Liu Y, Gao ZQ, Liu CP, Xu JH, Li LF, Ji CN, Su XD, Dong YH. Structure of the putative dihydroorotate dehydrogenase from Streptococcus mutans. Acta Crystallogr Sect F Struct Biol Cryst Commun. 2011 Feb 1;67(Pt 2):182-7. doi: 10.1107/S1744309110048414. Epub 2011 Jan 21. PubMed PMID: 21301083; PubMed Central PMCID: PMC3034605. 2: Wang X, Ma C, Wang X, Xu P. Orotate phosphoribosyltransferase from Corynebacterium ammoniagenes lacking a conserved lysine. J Bacteriol. 2007 Dec;189(24):9030-6. Epub 2007 Oct 5. PubMed PMID: 17921291; PubMed Central PMCID: PMC2168641. 3: Combe JP, Basran J, Hothi P, Leys D, Rigby SE, Munro AW, Scrutton NS. Lys-D48 is required for charge stabilization, rapid flavin reduction, and internal electron transfer in the catalytic cycle of dihydroorotate dehydrogenase B of Lactococcus lactis. J Biol Chem. 2006 Jun 30;281(26):17977-88. Epub 2006 Apr 19. PubMed PMID: 16624811. 4: Warshel A, Strajbl M, Villà J, Florián J. Remarkable rate enhancement of orotidine 5'-monophosphate decarboxylase is due to transition-state stabilization rather than to ground-state destabilization. Biochemistry. 2000 Dec 5;39(48):14728-38. PubMed PMID: 11101287. 5: Wang GP, Cahill SM, Liu X, Girvin ME, Grubmeyer C. Motional dynamics of the catalytic loop in OMP synthase. Biochemistry. 1999 Jan 5;38(1):284-95. PubMed PMID: 9890909. 6: Gao G, Nara T, Nakajima-Shimada J, Aoki T. Novel organization and sequences of five genes encoding all six enzymes for de novo pyrimidine biosynthesis in Trypanosoma cruzi. J Mol Biol. 1999 Jan 8;285(1):149-61. PubMed PMID: 9878395. 7: Ozturk DH, Dorfman RH, Scapin G, Sacchettini JC, Grubmeyer C. Structure and function of Salmonella typhimurium orotate phosphoribosyltransferase: protein complementation reveals shared active sites. Biochemistry. 1995 Aug 29;34(34):10764-70. PubMed PMID: 7545006. 8: Ozturk DH, Dorfman RH, Scapin G, Sacchettini JC, Grubmeyer C. Locations and functional roles of conserved lysine residues in Salmonella typhimurium orotate phosphoribosyltransferase. Biochemistry. 1995 Aug 29;34(34):10755-63. PubMed PMID: 7545005. 9: Grubmeyer C, Segura E, Dorfman R. Active site lysines in orotate phosphoribosyltransferase. J Biol Chem. 1993 Sep 25;268(27):20299-304. PubMed PMID: 8376388. 10: Visek WJ. Nitrogen-stimulated orotic acid synthesis and nucleotide imbalance. Cancer Res. 1992 Apr 1;52(7 Suppl):2082s-2084s. PubMed PMID: 1544144. 11: Ashton RW, Strauss RS, Chung SH, Sloan DL. Orotate phosphoribosyltransferase from yeast: studies of the structure of the pyrimidine substrate binding site. Arch Biochem Biophys. 1989 Aug 1;272(2):421-32. PubMed PMID: 2665650. 12: Halacheva K, Zhelev Z, Pajpanova T, Hubenova A, Spassova M, Alexiev C, Golovinsky E. Lysine-orotate potentiates the toxicity of an extract of the mushroom Amanita phalloides. Toxicon. 1988;26(6):571-6. PubMed PMID: 3140423. 13: de Vrese M, Barth CA. Influence of lysine on urea cycle activity and orotate formation in the isolated perfused rat liver. Biol Chem Hoppe Seyler. 1985 May;366(5):455-61. PubMed PMID: 3924076. 14: Fico ME, Hassan AS, Milner JA. The influence of excess lysine on urea cycle operation and pyrimidine biosynthesis. J Nutr. 1982 Oct;112(10):1854-61. PubMed PMID: 6811706. 15: Prior RL, Milner JA, Visek WJ. Urea, citrate and orotate excretion in growing rats fed amino acid-deficient diets. J Nutr. 1975 Feb;105(2):141-6. PubMed PMID: 1113194. 16: Thomas HM. Inhibition of ethanol toxicity by lysine orotate (ORL). FEBS Lett. 1970 Apr 16;7(3):291-292. PubMed PMID: 11947495. 17: Salvatella Viñals J, Ferré LA, Barceló P. [Results of personal experience with a sulfamide preparation associated with lysine orotate and pyridoxine hydrochloride, in the treatment of rheumatism of degenerative origin]. Rev Esp Reum Enferm Osteoartic. 1970 Jan;13(5):317-21. Spanish. PubMed PMID: 5488643. 18: BARRE Y, CAROLI J, MOLLE J, TREMOLIERES J, VAN DEN DRIESSCHE J, VIGNERON M. [LYSINE OROTATE IN HEPATOLOGY]. Presse Med. 1964 Nov 14;72:2847-8. French. PubMed PMID: 14223266. 19: CAROLI J, LEMONNIER F, HAGEGE A, MASSON S. [A NEW TREATMENT OF EXCESS BLOOD AMMONIA IN CIRRHOTIC PATIENTS: LYSINE OROTATE]. Rev Med Chir Mal Foie. 1964 Sep;39:195-216. French. PubMed PMID: 14203667.