L-Meta-tyrosine | CAS#587-33-7 | non-natural amino acid

MedKoo Cat#: 562484 | Name: L-Meta-tyrosine

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Description:

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

L-(-)-m-Tyrosine is a non-natural amino acid. It demonstrates potential in treating Parkinson's disease, Alzheimer's disease, and arthritis.

Chemical Structure

L-Meta-tyrosine

CAS#587-33-7

Theoretical Analysis

MedKoo Cat#: 562484

Name: L-Meta-tyrosine

CAS#: 587-33-7

Chemical Formula: C9H11NO3

Exact Mass: 181.0739

Molecular Weight: 181.19

Elemental Analysis: C, 59.66; H, 6.12; N, 7.73; O, 26.49

Price and Availability

Size	Price	Availability
1g	USD 350.00	2 Weeks
5g	USD 750.00	2 Weeks
10g	USD 1,250.00	2 Weeks
25g	USD 1,950.00	2 Weeks

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Synonym

L-(-)-m-Tyrosine; L-Meta-tyrosine;

IUPAC/Chemical Name

3-Hydroxy-L-phenylalanine

InChi Key

JZKXXXDKRQWDET-QMMMGPOBSA-N

InChi Code

InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-2-1-3-7(11)4-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m0/s1

SMILES Code

N[C@@H](CC1=CC=CC(O)=C1)C(O)=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

Certificate of Analysis

View CoA: current batch, Lot#C23B04B28

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

In vitro activity:

For in vitro studies, reabsorption mechanisms of 4-(125)I-mTyr were compared with those of (125)I-IMT and the parent L-(14)C-Tyr using superconfluent monolayers of the porcine kidney epithelial cell line LLC-PK(1) in medium containing inhibitor (L-Tyr, D-Tyr, and 2,4-dinitrophenol), in Na(+)-free medium, and at 4 degrees C. Reference: Shikano N, Kawai K, Flores LG 2nd, Nishii R, Kubota N, Ishikawa N, Kubodera A. An artificial amino acid, 4-iodo-L-meta-tyrosine: biodistribution and excretion via kidney. J Nucl Med. 2003 Apr;44(4):625-31. PMID: 12679409.

In vivo activity:

We found that 4-[(125)I]mTyr transport in LLC-PK(1) cells was carrier-mediated and sodium-independent, and that 4-[(125)I]mTyr transport was similar to that of L-Tyr and 3-iodo-alpha-methyl-L-tyrosine. The results of the inhibition experiments suggest that 4-[(125)I]mTyr transport is predominantly mediated by a L-type amino acid transporter 1-like porcine homologue (a component of system L) in both basolateral and apical membrane. Reference: Shikano N, Kawai K, Nakajima S, Kubodera A, Kubota N, Ishikawa N, Saji H. Transcellular transport of 4-iodo-L-meta-tyrosine via system L across monolayers of kidney epithelial cell line LLC-PK1. Nucl Med Biol. 2004 May;31(4):477-82. doi: 10.1016/j.nucmedbio.2003.12.006. PMID: 15093818.

	Solvent	mg/mL	mM
Solubility
	DMSO	0.0	0.00

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 181.19 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:

1: Shikano N, Kawai K, Nakajima S, Kubodera A, Kubota N, Ishikawa N, Saji H. Transcellular transport of 4-iodo-L-meta-tyrosine via system L across monolayers of kidney epithelial cell line LLC-PK1. Nucl Med Biol. 2004 May;31(4):477-82. doi: 10.1016/j.nucmedbio.2003.12.006. PMID: 15093818. 1: Shikano N, Kawai K, Flores LG 2nd, Nishii R, Kubota N, Ishikawa N, Kubodera A. An artificial amino acid, 4-iodo-L-meta-tyrosine: biodistribution and excretion via kidney. J Nucl Med. 2003 Apr;44(4):625-31. PMID: 12679409. 2: Kawai K, Flores LG 2nd, Nakagawa M, Shikano N, Jinnouchi S, Tamura S, Kubodera A. Brain uptake of iodinated L-meta-tyrosine, a metabolically stable amino acid derivative. Nucl Med Commun. 1999 Feb;20(2):153-7. doi: 10.1097/00006231-199902000-00007. PMID: 10088164.

In vivo protocol:

1: Shikano N, Kawai K, Nakajima S, Kubodera A, Kubota N, Ishikawa N, Saji H. Transcellular transport of 4-iodo-L-meta-tyrosine via system L across monolayers of kidney epithelial cell line LLC-PK1. Nucl Med Biol. 2004 May;31(4):477-82. doi: 10.1016/j.nucmedbio.2003.12.006. PMID: 15093818. 2: Asselin MC, Wahl LM, Cunningham VJ, Amano S, Nahmias C. In vivo metabolism and partitioning of 6-[18F]fluoro-L-meta-tyrosine in whole blood: a unified compartment model. Phys Med Biol. 2002 Jun 7;47(11):1961-77. doi: 10.1088/0031-9155/47/11/309. PMID: 12108778.

1: Leung K. 8-[(123)I]Iodo-L-1,2,3,4-tetrahydro-7-hydroxyisoquinoline-3-carboxylic acid. 2007 Feb 22 [updated 2008 May 12]. Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004-2013. Available from http://www.ncbi.nlm.nih.gov/books/NBK23698/ PubMed PMID: 20641893. 2: The MICAD Research Team. 4-[(18)F]Fluoro-l-m-tyrosine. 2006 Oct 11 [updated 2006 Nov 9]. Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004-2013. Available from http://www.ncbi.nlm.nih.gov/books/NBK23533/ PubMed PMID: 20641732. 3: The MICAD Research Team. 6-[(18)F]Fluoro-l-m-tyrosine. 2006 May 22 [updated 2006 Sep 6]. Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004-2013. Available from http://www.ncbi.nlm.nih.gov/books/NBK23494/ PubMed PMID: 20641693.