WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H592670
CAS#: 658-48-0
Description: Racemetirosine is an inhibitor of the enzyme TYROSINE 3-MONOOXYGENASE, and consequently of the synthesis of catecholamines.
Hodoodo Cat#: H592670
Name: Racemetirosine
CAS#: 658-48-0
Chemical Formula: C10H13NO3
Exact Mass: 195.09
Molecular Weight: 195.220
Elemental Analysis: C, 61.53; H, 6.71; N, 7.18; O, 24.59
Synonym: DL-2-Methyl-3-(4-hydroxyphenyl)alanine; AMPT, α-Methyl-DL-tyrosine; Racemetirosine
IUPAC/Chemical Name: 2-amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid
InChi Key: NHTGHBARYWONDQ-UHFFFAOYSA-N
InChi Code: InChI=1S/C10H13NO3/c1-10(11,9(13)14)6-7-2-4-8(12)5-3-7/h2-5,12H,6,11H2,1H3,(H,13,14)
SMILES Code: CC(CC1=CC=C(C=C1)O)(C(O)=O)N
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: |
The following data is based on the product molecular weight 195.22 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: Khakimova GR, Degtyareva EA, Kozina EA, Kucheryanu VG, Ugrumov MV. "Provocation test" as a novel approach to early diagnosis of Parkinson's disease. Dokl Biol Sci. 2015;460:17-9. doi: 10.1134/S0012496615010160. Epub 2015 Mar 13. PubMed PMID: 25773243.
2: Caravaggio F, Borlido C, Hahn M, Feng Z, Fervaha G, Gerretsen P, Nakajima S, Plitman E, Chung JK, Iwata Y, Wilson A, Remington G, Graff-Guerrero A. Reduced insulin sensitivity is related to less endogenous dopamine at D2/3 receptors in the ventral striatum of healthy nonobese humans. Int J Neuropsychopharmacol. 2015 Feb 25;18(7):pyv014. doi: 10.1093/ijnp/pyv014. PubMed PMID: 25716779; PubMed Central PMCID: PMC4540108.
3: Caravaggio F, Nakajima S, Borlido C, Remington G, Gerretsen P, Wilson A, Houle S, Menon M, Mamo D, Graff-Guerrero A. Estimating endogenous dopamine levels at D2 and D3 receptors in humans using the agonist radiotracer [(11)C]-(+)-PHNO. Neuropsychopharmacology. 2014 Nov;39(12):2769-76. doi: 10.1038/npp.2014.125. Epub 2014 May 30. PubMed PMID: 24874713; PubMed Central PMCID: PMC4200487.
4: Homan P, Drevets WC, Hasler G. The effects of catecholamine depletion on the neural response to fearful faces in remitted depression. Int J Neuropsychopharmacol. 2014 Sep;17(9):1419-28. doi: 10.1017/S1461145714000339. Epub 2014 Apr 14. PubMed PMID: 24725805.
5: Lifantseva NV, Koneeva TO, Voronova SN, Zakharova LA, Melnikova VI. The inhibition of dopamine synthesis in fetuses changes the pattern of T-lymphocyte maturation in the thymus of adult rats. Dokl Biochem Biophys. 2016 Sep;470(1):342-344. Epub 2016 Nov 6. PubMed PMID: 27817026.
6: Bloemen OJ, de Koning MB, Gleich T, Meijer J, de Haan L, Linszen DH, Booij J, van Amelsvoort TA. Striatal dopamine D2/3 receptor binding following dopamine depletion in subjects at Ultra High Risk for psychosis. Eur Neuropsychopharmacol. 2013 Feb;23(2):126-32. doi: 10.1016/j.euroneuro.2012.04.015. Epub 2012 May 14. PubMed PMID: 22591910.
7: Hsieh YS, Chen PN, Yu CH, Liao JM, Kuo DY. The neuropeptide Y Y1 receptor knockdown modulates activator protein 1-involved feeding behavior in amphetamine-treated rats. Mol Brain. 2013 Nov 13;6:46. doi: 10.1186/1756-6606-6-46. PubMed PMID: 24225225; PubMed Central PMCID: PMC4226007.
8: Badri M, Gibbons AV, Popii V, Yih D, Cohen-Stein DL, Patel SM. Perioperative management of a patient with a nonresectable pheochromocytoma. Endocr Pract. 2013 May-Jun;19(3):e74-6. doi: 10.4158/EP12343.CR. Review. PubMed PMID: 23425647.
9: Kong FL, Ali MS, Zhang Y, Oh CS, Yu DF, Chanda M, Yang DJ. Synthesis and evaluation of amino acid-based radiotracer 99mTc-N4-AMT for breast cancer imaging. J Biomed Biotechnol. 2011;2011:276907. doi: 10.1155/2011/276907. Epub 2011 Apr 7. PubMed PMID: 21541217; PubMed Central PMCID: PMC3085329.
10: Saifetyarova YY, Sapronova AY, Ugryumov MV. Endocrine function of dopaminergic neurons of the whole rat brain in ontogeny: control of prolactin secretion. Dokl Biol Sci. 2012 Mar-Apr;443:81-3. doi: 10.1134/S0012496612020196. Epub 2012 May 5. PubMed PMID: 22562674.
11: Albayrak Y, Saglam MB, Yildirim K, Karatay S, Polat B, Uslu T, Suleyman H, Akcay F. Effects of epinephrine and cortisol on the analgesic activity of metyrosine in rats. Arch Pharm Res. 2011 Sep;34(9):1519-25. doi: 10.1007/s12272-011-0914-5. Epub 2011 Oct 6. PubMed PMID: 21975814.
12: da Silva Alves F, Schmitz N, Figee M, Abeling N, Hasler G, van der Meer J, Nederveen A, de Haan L, Linszen D, van Amelsvoort T. Dopaminergic modulation of the human reward system: a placebo-controlled dopamine depletion fMRI study. J Psychopharmacol. 2011 Apr;25(4):538-49. doi: 10.1177/0269881110367731. Epub 2010 Jun 8. PubMed PMID: 20530591.
13: Kong FL, Zhang Y, Ali MS, Oh C, Mendez R, Kohanim S, Tsao N, Chanda M, Huang WC, Yang DJ. Synthesis of (99m)Tc-EC-AMT as an imaging probe for amino acid transporter systems in breast cancer. Nucl Med Commun. 2010 Aug;31(8):699-707. doi: 10.1097/MNM.0b013e328339ea48. PubMed PMID: 20495499.
14: Kurjanova EV, Teplyj DL. Influence of central neurotransmitters on heart rate variability in outbred rats at rest and during acute stress: nature of very-low-wave spectrum component revisited. Bull Exp Biol Med. 2010 Jul;149(1):10-3. English, Russian. PubMed PMID: 21113446.
15: Iwata K, Kinoshita M, Susaki N, Uenoyama Y, Tsukamura H, Maeda K. Central injection of ketone body suppresses luteinizing hormone release via the catecholaminergic pathway in female rats. J Reprod Dev. 2011 Jun;57(3):379-84. Epub 2011 Feb 25. PubMed PMID: 21358145.
16: Kaira K, Oriuchi N, Shimizu K, Tominaga H, Yanagitani N, Sunaga N, Ishizuka T, Kanai Y, Mori M, Endo K. 18F-FMT uptake seen within primary cancer on PET helps predict outcome of non-small cell lung cancer. J Nucl Med. 2009 Nov;50(11):1770-6. doi: 10.2967/jnumed.109.066837. Epub 2009 Oct 16. PubMed PMID: 19837768.
17: Saigusa T, Aono Y, Sekino R, Uchida T, Takada K, Oi Y, Koshikawa N, Cools AR. Contribution of vesicular and cytosolic dopamine to the increased striatal dopamine efflux elicited by intrastriatal injection of SKF38393. Eur J Pharmacol. 2009 Dec 10;624(1-3):10-5. doi: 10.1016/j.ejphar.2009.10.005. Epub 2009 Oct 20. PubMed PMID: 19836368.
18: Sudheendra D, Wood BJ. Appropriate premedication risk reduction during adrenal ablation. J Vasc Interv Radiol. 2006 Aug;17(8):1367-8. PubMed PMID: 16923989; PubMed Central PMCID: PMC2595146.
19: Kilbourn MR, Butch ER, Desmond T, Sherman P, Harris PE, Frey KA. In vivo [11C]dihydrotetrabenazine binding in rat striatum: sensitivity to dopamine concentrations. Nucl Med Biol. 2010 Jan;37(1):3-8. doi: 10.1016/j.nucmedbio.2009.08.013. Epub 2009 Oct 3. PubMed PMID: 20122661; PubMed Central PMCID: PMC2818118.
20: Fernández-Cruz L, Puig-Domingo M, Halperin I, Sesmilo G. Pheochromocytoma. Scand J Surg. 2004;93(4):302-9. Review. PubMed PMID: 15658672.
