Lysine Orotate

Orders received during 11/25~11/29 will be shipped in 11/30/2020 due to Thanksgiving holiday.

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

MedKoo CAT#: 526422

CAS#: 28003-86-3

Description: 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.


Price and Availability

Size Price Shipping out time Quantity
Inquire bulk and customized quantity

Pricing updated 2020-11-29. Prices are subject to change without notice.

Lysine Orotate is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 526422
Name: Lysine Orotate
CAS#: 28003-86-3
Chemical Formula: C11H18N4O6
Exact Mass: 302.12
Molecular Weight: 302.29
Elemental Analysis: C, 43.71; H, 6.00; N, 18.53; O, 31.76


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


Technical Data

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


References

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.