Lot numbers can be found on the outside label of a product:
Racemetirosine
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CAS No. 658-48-0
- Cat. No. CS-D0593
- Purity≥95%
- MDL No.MFCD00004187
*For research and further manufacturing use only, not for direct human use.
Structure of 658-48-0
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General Information
- CAS No. 658-48-0
- Cat. No. CS-D0593
- Purity ≥95%
- MDL No. MFCD00004187
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₃NO₃
- Molecular Weight 195.22
- Synonym(s) α-Methyl-p-tyrosine
- SMILES O=C(C(C)(CC1=CC=C(C=C1)O)N)O
Description
α-Methyl-p-tyrosine is a synthetic analog of tyrosine featuring a methyl group at the α-position, which confers metabolic stability and enhances its utility in probing catecholamine biosynthesis. This compound serves as a potent inhibitor of aromatic L-amino acid decarboxylase, enabling precise modulation of neurotransmitter production in biochemical and neuropharmacological studies.
Application
α-Methyl-p-tyrosine serves as a well-established tyrosine analog in synthetic peptide chemistry, enabling site-specific incorporation into bioactive sequences. Its methylated α-carbon enhances metabolic stability and resistance to enzymatic degradation, making it valuable for peptidomimetic design. The phenolic hydroxyl group supports orthogonal derivatization, while the aromatic ring facilitates π-stacking interactions in target-binding domains. This compound exhibits excellent bench stability and compatibility with standard coupling protocols, facilitating efficient solid-phase and solution-phase syntheses.
Synthesis
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Route1
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123-08-0 - ~%
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In-stock
658-48-0
References
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Journal of Organic Chemistry, , vol. 32, p. 4074 - 4076
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Route2
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95157-52-1 - ~%
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In-stock
658-48-0
References
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Tetrahedron Letters, , vol. 23, # 41 p. 4259 - 4262
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Route3
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In-stock
5619-08-9 - ~%
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In-stock
658-48-0
References
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Tetrahedron Letters, , vol. 23, # 41 p. 4259 - 4262
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 83.55
- LogP 0.7367
- H_Acceptors 3
- H_Donors 3
- Rotatable_Bonds 3
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