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123715-02-6

123715-02-6 | L-Tyrosine, 2,6-dimethyl-

CAS No: 123715-02-6 Catalog No: AG000KZP MDL No:MFCD06659984

Product Description

Catalog Number:
AG000KZP
Chemical Name:
L-Tyrosine, 2,6-dimethyl-
CAS Number:
123715-02-6
Molecular Formula:
C11H15NO3
Molecular Weight:
209.2417
MDL Number:
MFCD06659984
IUPAC Name:
(2S)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)propanoic acid
InChI:
InChI=1S/C11H15NO3/c1-6-3-8(13)4-7(2)9(6)5-10(12)11(14)15/h3-4,10,13H,5,12H2,1-2H3,(H,14,15)/t10-/m0/s1
InChI Key:
LSNDLIKCFHLFKO-JTQLQIEISA-N
SMILES:
OC(=O)[C@H](Cc1c(C)cc(cc1C)O)N

Properties

Complexity:
220  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
209.105g/mol
Formal Charge:
0
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
209.245g/mol
Monoisotopic Mass:
209.105g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
83.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1  

Literature

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Synthesis and in vitro evaluation of a library of modified endomorphin 1 peptides. Bioorganic & medicinal chemistry 20080601
Targeting mitochondria. Accounts of chemical research 20080101
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[N-allyl-Dmt1]-endomorphins are micro-opioid receptor antagonists lacking inverse agonist properties. The Journal of pharmacology and experimental therapeutics 20071001
Novel diastereomeric opioid tetrapeptides exhibit differing pharmacological activity profiles. Brain research bulletin 20070914
Bioactivity of new mu and delta opioid peptides. Medicinal chemistry (Shariqah (United Arab Emirates)) 20070901
Bifunctional [2',6'-dimethyl-L-tyrosine1]endomorphin-2 analogues substituted at position 3 with alkylated phenylalanine derivatives yield potent mixed mu-agonist/delta-antagonist and dual mu-agonist/delta-agonist opioid ligands. Journal of medicinal chemistry 20070614
Comparison of the in vitro apparent permeability and stability of opioid mimetic compounds with that of the native peptide. Bioorganic & medicinal chemistry letters 20070401
Synthesis and characterization of potent and selective mu-opioid receptor antagonists, [Dmt(1), D-2-Nal(4)]endomorphin-1 (Antanal-1) and [Dmt(1), D-2-Nal(4)]endomorphin-2 (Antanal-2). Journal of medicinal chemistry 20070208
Replacement of the N-terminal tyrosine residue in opioid peptides with 3-(2,6-dimethyl-4-carbamoylphenyl)propanoic acid (Dcp) results in novel opioid antagonists. Journal of medicinal chemistry 20060824
New 2',6'-dimethyl-L-tyrosine (Dmt) opioid peptidomimetics based on the Aba-Gly scaffold. Development of unique mu-opioid receptor ligands. Journal of medicinal chemistry 20060629
Novel 99mTc-labeled neurotensin analogues with optimized biodistribution properties. Journal of medicinal chemistry 20060309
Mitochondria-targeted peptide prevents mitochondrial depolarization and apoptosis induced by tert-butyl hydroperoxide in neuronal cell lines. Biochemical pharmacology 20051205
Opioid peptide-derived analgesics. The AAPS journal 20050901
Type and location of fluorescent probes incorporated into the potent mu-opioid peptide [Dmt]DALDA affect potency, receptor selectivity and intrinsic efficacy. The journal of peptide research : official journal of the American Peptide Society 20050601
A new structural motif for mu-opioid antagonists. Journal of medicinal chemistry 20050519
Studies on the structure-activity relationship of 2',6'-dimethyl-l-tyrosine (Dmt) derivatives: bioactivity profile of H-Dmt-NH-CH(3). Bioorganic & medicinal chemistry letters 20050201
Fluorescent dyes alter intracellular targeting and function of cell-penetrating tetrapeptides. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20050101
Opioid receptor binding characteristics and structure-activity studies of novel tetrapeptides in the TIPP (Tyr-Tic-Phe-Phe) series. Neuro-Signals 20050101
Tolerance develops in spinal cord, but not in brain with chronic [Dmt1]DALDA treatment. British journal of pharmacology 20041201
Cell-permeable peptide antioxidants targeted to inner mitochondrial membrane inhibit mitochondrial swelling, oxidative cell death, and reperfusion injury. The Journal of biological chemistry 20040813
Quantitative analysis of [Dmt(1)]DALDA in ovine plasma by capillary liquid chromatography-nanospray ion-trap mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20040415
Novel 2',6'-dimethyl-L-tyrosine-containing pyrazinone opioid mimetic mu-agonists with potent antinociceptive activity in mice. The Journal of pharmacology and experimental therapeutics 20040401
2',6'-dimethylphenylalanine (Dmp) can mimic the N-terminal Tyr in opioid peptides. Biological & pharmaceutical bulletin 20040201
Dansylated analogues of the opioid peptide [Dmt1]DALDA: in vitro activity profiles and fluorescence parameters. Acta biochimica Polonica 20040101
Comparison of [Dmt1]DALDA and DAMGO in binding and G protein activation at mu, delta, and kappa opioid receptors. The Journal of pharmacology and experimental therapeutics 20031201
Characterization of the binding of [3H][Dmt1]H-Dmt-D-Arg-Phe-Lys-NH2, a highly potent opioid peptide. The Journal of pharmacology and experimental therapeutics 20030801
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