WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H318275
CAS#: 500-44-7
Description: Mimosine is an alkaloid, β-3-hydroxy-4 pyridone amino acid. It is a toxic non-protein free amino acid otherwise chemically similar to tyrosine, and was first isolated from Mimosa pudica.
Hodoodo Cat#: H318275
Name: Mimosine
CAS#: 500-44-7
Chemical Formula: C8H10N2O4
Exact Mass: 198.06
Molecular Weight: 198.176
Elemental Analysis: C, 48.48; H, 5.09; N, 14.14; O, 32.29
Synonym: Mimosine, Leucenol, Leucaenine
IUPAC/Chemical Name: 2-amino-3-(3-hydroxy-4-oxopyridin-1-yl)propanoic acid
InChi Key: WZNJWVWKTVETCG-UHFFFAOYSA-N
InChi Code: InChI=1S/C8H10N2O4/c9-5(8(13)14)3-10-2-1-6(11)7(12)4-10/h1-2,4-5,12H,3,9H2,(H,13,14)
SMILES Code: O=C(O)C(N)CN(C=C1O)C=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, not in water
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:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 198.18 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: Kuroyanagi G, Otsuka T, Yamamoto N, Kainuma S, Ohguchi R, Fujita K, Matsushima-Nishiwaki R, Kozawa O, Tokuda H. Mimosine suppresses the PGF2α-induced synthesis of osteoprotegerin but not interleukin-6 in osteoblasts. Int J Mol Med. 2016 Feb;37(2):533-41. doi: 10.3892/ijmm.2016.2452. Epub 2016 Jan 7. PubMed PMID: 26744072.
2: Derakhshani H, Corley SW, Al Jassim R. Isolation and characterization of mimosine, 3, 4 DHP and 2, 3 DHP degrading bacteria from a commercial rumen inoculum. J Basic Microbiol. 2016 Jan 15. doi: 10.1002/jobm.201500590. [Epub ahead of print] PubMed PMID: 26773324.
3: Nguyen BC, Tawata S. Mimosine Dipeptide Enantiomsers: Improved Inhibitors against Melanogenesis and Cyclooxygenase. Molecules. 2015 Aug 6;20(8):14334-47. doi: 10.3390/molecules200814334. PubMed PMID: 26287130.
4: Müller HD, Cvikl B, Janjić K, Nürnberger S, Moritz A, Gruber R, Agis H. Effects of Prolyl Hydroxylase Inhibitor L-mimosine on Dental Pulp in the Presence of Advanced Glycation End Products. J Endod. 2015 Nov;41(11):1852-61. doi: 10.1016/j.joen.2015.08.002. Epub 2015 Sep 26. PubMed PMID: 26395911.
5: Fallon AM. Effects of mimosine on Wolbachia in mosquito cells: cell cycle suppression reduces bacterial abundance. In Vitro Cell Dev Biol Anim. 2015 Oct;51(9):958-63. doi: 10.1007/s11626-015-9918-7. Epub 2015 May 28. PubMed PMID: 26019119.
6: Nguyen BC, Chompoo J, Tawata S. Insecticidal and Nematicidal Activities of Novel Mimosine Derivatives. Molecules. 2015 Sep 14;20(9):16741-56. doi: 10.3390/molecules200916741. PubMed PMID: 26389870.
7: Li XW, Hu CP, Li YJ, Gao YX, Wang XM, Yang JR. Inhibitory effect of l-mimosine on bleomycin-induced pulmonary fibrosis in rats: Role of eIF3a and p27. Int Immunopharmacol. 2015 Jul;27(1):53-64. doi: 10.1016/j.intimp.2015.04.048. Epub 2015 May 5. PubMed PMID: 25957199.
8: Pluchino LA, Liu AK, Wang HC. Reactive oxygen species-mediated breast cell carcinogenesis enhanced by multiple carcinogens and intervened by dietary ergosterol and mimosine. Free Radic Biol Med. 2015 Mar;80:12-26. doi: 10.1016/j.freeradbiomed.2014.12.015. Epub 2014 Dec 20. PubMed PMID: 25535943.
9: Trimmel K, Cvikl B, Müller HD, Nürnberger S, Gruber R, Moritz A, Agis H. L-mimosine increases the production of vascular endothelial growth factor in human tooth slice organ culture model. Int Endod J. 2015 Mar;48(3):252-60. doi: 10.1111/iej.12307. Epub 2014 Jun 28. PubMed PMID: 24786562.
10: Agis H, Hueber L, Pour Sadeghian N, Pensch M, Gruber R. In vitro release of dimethyloxaloylglycine and l-mimosine from bovine bone mineral. Arch Oral Biol. 2014 Oct;59(10):1024-31. doi: 10.1016/j.archoralbio.2014.05.027. Epub 2014 Jun 10. PubMed PMID: 24960117.
11: Yafuso JT, Negi VS, Bingham JP, Borthakur D. An O-acetylserine (thiol) lyase from Leucaena leucocephala is a cysteine synthase but not a mimosine synthase. Appl Biochem Biotechnol. 2014 Jul;173(5):1157-68. doi: 10.1007/s12010-014-0917-z. Epub 2014 Apr 29. PubMed PMID: 24777760.
12: Wehner C, Gruber R, Agis H. L-mimosine and dimethyloxaloylglycine decrease plasminogen activation in periodontal fibroblasts. J Periodontol. 2014 Apr;85(4):627-35. doi: 10.1902/jop.2013.120703. Epub 2013 Jul 4. PubMed PMID: 23826644.
13: Ogita S, Kato M, Watanabe S, Ashihara H. The co-occurrence of two pyridine alkaloids, mimosine and trigonelline, in Leucaena leucocephala. Z Naturforsch C. 2014 Mar-Apr;69(3-4):124-32. PubMed PMID: 24873033.
14: Kubota S, Fukumoto Y, Ishibashi K, Soeda S, Kubota S, Yuki R, Nakayama Y, Aoyama K, Yamaguchi N, Yamaguchi N. Activation of the prereplication complex is blocked by mimosine through reactive oxygen species-activated ataxia telangiectasia mutated (ATM) protein without DNA damage. J Biol Chem. 2014 Feb 28;289(9):5730-46. doi: 10.1074/jbc.M113.546655. Epub 2014 Jan 13. PubMed PMID: 24421316; PubMed Central PMCID: PMC3937646.
15: Negi VS, Bingham JP, Li QX, Borthakur D. A carbon-nitrogen lyase from Leucaena leucocephala catalyzes the first step of mimosine degradation. Plant Physiol. 2014 Feb;164(2):922-34. doi: 10.1104/pp.113.230870. Epub 2013 Dec 18. PubMed PMID: 24351687; PubMed Central PMCID: PMC3912116.
16: Soltan YA, Morsy AS, Sallam SM, Lucas RC, Louvandini H, Kreuzer M, Abdalla AL. Contribution of condensed tannins and mimosine to the methane mitigation caused by feeding Leucaena leucocephala. Arch Anim Nutr. 2013 Jun;67(3):169-84. doi: 10.1080/1745039X.2013.801139. PubMed PMID: 23742642.
17: Negi VS, Bingham JP, Li QX, Borthakur D. midD-encoded 'rhizomimosinase' from Rhizobium sp. strain TAL1145 is a C-N lyase that catabolizes L-mimosine into 3-hydroxy-4-pyridone, pyruvate and ammonia. Amino Acids. 2013 Jun;44(6):1537-47. doi: 10.1007/s00726-013-1479-z. Epub 2013 Mar 6. PubMed PMID: 23462928.
18: Barros-Rodríguez M, Solorio-Sánchez J, Ku-Vera J, Ayala-Burgos A, Sandoval-Castro C, Solís-Pérez G. Productive performance and urinary excretion of mimosine metabolites by hair sheep grazing in a silvopastoral system with high densities of Leucaena leucocephala. Trop Anim Health Prod. 2012 Dec;44(8):1873-8. doi: 10.1007/s11250-012-0150-0. Epub 2012 Apr 19. PubMed PMID: 22528536.
19: Nokihara K, Hirata A, Sogon T, Ohyama T. Preparative scale isolation, purification and derivatization of mimosine, a non-proteinogenic amino acid. Amino Acids. 2012 Jul;43(1):475-82. doi: 10.1007/s00726-011-1104-y. Epub 2011 Oct 13. PubMed PMID: 21993536.
20: Jetana T, Thongruay S, Uswang S, Hengtrakulsin R. A comparative study on mimosine, 3,4-dihydroxy pyridone (3,4-DHP) and 2,3-dihydroxy pyridone (2,3-DHP), purine derivatives (PD) excretion in the urine, thyroid hormone and blood metabolites profiles of Thai swamp buffalo (Bubalus bubalis) and Murrah buffalo (Bubalus bubalis). Trop Anim Health Prod. 2012 Apr;44(4):887-97. doi: 10.1007/s11250-011-9983-1. Epub 2011 Sep 18. PubMed PMID: 21928129.
