(L)-Mimosine
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 592240

CAS#: 500-44-7

Description: (L)-Mimosine is an antineoplastic alanine-substituted pyridine derivative isolated from Leucena glauca.

Chemical Structure

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(L)-Mimosine
CAS# 500-44-7
Instruction

Theoretical Analysis

MedKoo Cat#: 592240
Name: (L)-Mimosine
CAS#: 500-44-7
Chemical Formula: C8H10N2O4
Exact Mass: 198.06
Molecular Weight: 198.180
Elemental Analysis: C, 48.49; H, 5.09; N, 14.14; O, 32.29

Price and Availability

Size Price Availability Quantity
50mg USD 250 2 Weeks
100mg USD 450 2 Weeks
500mg USD 950 2 Weeks
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Synonym: NSC 69188; NSC-69188; NSC69188; (L)-Mimosine

IUPAC/Chemical Name: (S)-alpha-Amino-3-hydroxy-4-oxo-1(4H)-pyridylpropionic acid

InChi Key: RTWFGCUXSRPDOD-QMMMGPOBSA-N

InChi Code: InChI=1S/C8H10N2O4/c9-8(5-11,7(13)14)10-3-1-6(12)2-4-10/h1-4,11H,5,9H2,(H,13,14)/t8-/m0/s1

SMILES Code: O=C(O)[C@@](N)(N(C=C1)C=CC1=O)CO

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: >3 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: 2934.99.03.00

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

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.

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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Müller AS, Artner M, Janjić K, Edelmayer M, Kurzmann C, Moritz A, Agis H. Synthetic Clay-based Hypoxia Mimetic Hydrogel for Pulp Regeneration: The Impact on Cell Activity and Release Kinetics Based on Dental Pulp-derived Cells In Vitro. J Endod. 2018 Jun 26. pii: S0099-2399(18)30249-8. doi: 10.1016/j.joen.2018.04.010. [Epub ahead of print] PubMed PMID: 29958677.

2: Driehuis F, Wilkinson JM, Jiang Y, Ogunade I, Adesogan AT. Silage review: Animal and human health risks from silage. J Dairy Sci. 2018 May;101(5):4093-4110. doi: 10.3168/jds.2017-13836. Review. PubMed PMID: 29685279.

3: Janjić K, Cvikl B, Kurzmann C, Moritz A, Agis H. Do hypoxia and L-mimosine modulate sclerostin and dickkopf-1 production in human dental pulp-derived cells? Insights from monolayer, spheroid and tooth slice cultures. BMC Oral Health. 2018 Mar 9;18(1):36. doi: 10.1186/s12903-018-0492-8. PubMed PMID: 29523112; PubMed Central PMCID: PMC5845180.

4: Xu Y, Cai L. L mimosine induces caspase 9 mediated apoptosis in human osteosarcoma cells. Mol Med Rep. 2018 Mar;17(3):4695-4701. doi: 10.3892/mmr.2018.8403. Epub 2018 Jan 9. PubMed PMID: 29328422.

5: Rashid MH, Iwasaki H, Oogai S, Fukuta M, Parveen S, Hossain MA, Anai T, Oku H. Molecular characterization of cytosolic cysteine synthase in Mimosa pudica. J Plant Res. 2018 Mar;131(2):319-329. doi: 10.1007/s10265-017-0986-5. Epub 2017 Nov 27. PubMed PMID: 29181648.

6: Janjić K, Alhujazy U, Moritz A, Agis H. L-mimosine and hypoxia enhance angiopoietin-like 4 production involving hypoxia-inducible factor-1alpha: Insights from monolayer and spheroid cultures of dental pulp-derived cells and tooth slice cultures. Arch Oral Biol. 2018 Jan;85:172-177. doi: 10.1016/j.archoralbio.2017.10.011. Epub 2017 Oct 16. PubMed PMID: 29100106.

7: Janjić K, Lilaj B, Moritz A, Agis H. Formation of spheroids by dental pulp cells in the presence of hypoxia and hypoxia mimetic agents. Int Endod J. 2018 Feb;51 Suppl 2:e146-e156. doi: 10.1111/iej.12806. Epub 2017 Aug 12. PubMed PMID: 28656722.

8: Kraus RJ, Yu X, Cordes BA, Sathiamoorthi S, Iempridee T, Nawandar DM, Ma S, Romero-Masters JC, McChesney KG, Lin Z, Makielski KR, Lee DL, Lambert PF, Johannsen EC, Kenney SC, Mertz JE. Hypoxia-inducible factor-1α plays roles in Epstein-Barr virus's natural life cycle and tumorigenesis by inducing lytic infection through direct binding to the immediate-early BZLF1 gene promoter. PLoS Pathog. 2017 Jun 15;13(6):e1006404. doi: 10.1371/journal.ppat.1006404. eCollection 2017 Jun. PubMed PMID: 28617871; PubMed Central PMCID: PMC5487075.

9: Janjić K, Edelmayer M, Moritz A, Agis H. L-mimosine and hypoxia can increase angiogenin production in dental pulp-derived cells. BMC Oral Health. 2017 May 25;17(1):87. doi: 10.1186/s12903-017-0373-6. PubMed PMID: 28545523; PubMed Central PMCID: PMC5445368.

10: Al-Habbal D, Janjić K, Edelmayer M, Moritz A, Agis H. Collagen barrier membranes do not adsorb hypoxia mimetic activity-Activity of gingival fibroblasts cultured directly on collagen barrier membranes loaded with hypoxia mimetic agents. J Biomed Mater Res B Appl Biomater. 2018 Feb;106(2):874-879. doi: 10.1002/jbm.b.33893. Epub 2017 Apr 18. PubMed PMID: 28419698.

11: Janjić K, Kurzmann C, Moritz A, Agis H. Expression of circadian core clock genes in fibroblasts of human gingiva and periodontal ligament is modulated by L-Mimosine and hypoxia in monolayer and spheroid cultures. Arch Oral Biol. 2017 Jul;79:95-99. doi: 10.1016/j.archoralbio.2017.03.007. Epub 2017 Mar 14. PubMed PMID: 28350992.

12: Fang Y, Zhang H, Zhong Y, Ding X. Prolyl hydroxylase 2 (PHD2) inhibition protects human renal epithelial cells and mice kidney from hypoxia injury. Oncotarget. 2016 Aug 23;7(34):54317-54328. doi: 10.18632/oncotarget.11104. PubMed PMID: 27527871; PubMed Central PMCID: PMC5342344.

13: Wu YH, Li XW, Li WQ, Li XH, Li YJ, Hu GY, Liu ZQ, Li D. Fluorofenidone attenuates bleomycin-induced pulmonary fibrosis by inhibiting eukaryotic translation initiation factor 3a (eIF3a) in rats. Eur J Pharmacol. 2016 Feb 15;773:42-50. doi: 10.1016/j.ejphar.2016.01.006. Epub 2016 Jan 25. PubMed PMID: 26821114.

14: 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 May;56(5):580-5. doi: 10.1002/jobm.201500590. Epub 2016 Jan 15. PubMed PMID: 26773324.

15: Enquobahrie DA, Denis M, Tadesse MG, Gelaye B, Ressom HW, Williams MA. Maternal Early Pregnancy Serum Metabolites and Risk of Gestational Diabetes Mellitus. J Clin Endocrinol Metab. 2015 Nov;100(11):4348-56. doi: 10.1210/jc.2015-2862. Epub 2015 Sep 25. PubMed PMID: 26406294; PubMed Central PMCID: PMC4702451.

16: 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.

17: 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.

18: Bottini-Luzardo M, Aguilar-Perez C, Centurion-Castro F, Solorio-Sanchez F, Ayala-Burgos A, Montes-Perez R, Muñoz-Rodriguez D, Ku-Vera J. Ovarian activity and estrus behavior in early postpartum cows grazing Leucaena leucocephala in the tropics. Trop Anim Health Prod. 2015 Dec;47(8):1481-6. doi: 10.1007/s11250-015-0887-3. Epub 2015 Jul 26. PubMed PMID: 26210396.

19: Götze S, Schumacher EC, Kordes C, Häussinger D. Epigenetic Changes during Hepatic Stellate Cell Activation. PLoS One. 2015 Jun 12;10(6):e0128745. doi: 10.1371/journal.pone.0128745. eCollection 2015. PubMed PMID: 26065684; PubMed Central PMCID: PMC4466775.

20: 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; PubMed Central PMCID: PMC4982391.