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D(+)-Tryptophan | CAS:153-94-6
D(+)-Tryptophan
  • Name:D(+)-Tryptophan
  • CAS:153-94-6
  • Synonyms:(R)-2-Amino-3-(3-indolyl)propionic acid; D-alpha-Amino-3-indolepropionic acid; 3,3'-Indolyl-2-alanine
  • Molecular Formula:C11H12N2O2
  • Molecular Weight:204.23
  • EINESC:205-819-9

Description

Properties

Melting point 282-285 ºC
Specific optical rotation 31.5 º (c=1, H2O 24 ºC
Water Solubility 11 g/L (20 ºC)

Safety

SDS/MSDS S24/25

SDS

Source SDS/MSDS Samples
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Synthetic Route
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Articles
Peer-Reviewed Papers
Developmental changes of cerebral phenylalanine uptake from severely elevated blood levels.O Greengard et al.Neurochemical research, 9(6), 837-848 (1984-06-01) Cerebral serotonin regulation by phenylalanine analogues and during hyperphenylalaninemia.O Greengard et al.Biochemical pharmacology, 36(6), 965-970 (1987-03-15) Allyl cyanate-to-isocyanate rearrangement for the synthesis of quaternary stereocenter with nitrogen substituent.Yoshiyasu Ichikawa et al.Bioscience, biotechnology, and biochemistry, 69(5), 939-943 (2005-05-26) Diminished concentration of the NF-H subunit of neurofilaments in cerebral cortex of rats chronically treated with proline, methylmalonate and phenylalanine plus alpha-methylphenylalanine.M A Rubin et al.Journal of inherited metabolic disease, 15(2), 252-260 (1992-01-01) Effect of hyperphenylalaninemia induced during suckling on brain DNA metabolism in rat pups.R C Johnson et al.Neurochemical research, 9(4), 517-528 (1984-04-01) Inhibition of brain and liver 3-hydroxy-3-methylglutaryl-CoA reductase and mevalonate-5-pyrophosphate decarboxylase in experimental hyperphenylalaninemia.M Castillo et al.Neurochemical research, 13(6), 551-555 (1988-06-01) Partial purification of a cyanobacterial membrane protein with amino terminal sequence similarity to the N-methylphenylalanine pilins.B F Nore et al.Acta chemica Scandinavica (Copenhagen, Denmark : 1989), 48(7), 578-581 (1994-07-01) Effects of dietary mixtures of amino acids on fetal growth and maternal and fetal amino acid pools in experimental maternal phenylketonuria.R E Austic et al.The American journal of clinical nutrition, 69(4), 687-696 (1999-04-10) Adverse effects of excessive consumption of amino acids.N J Benevenga et al.Annual review of nutrition, 4, 157-181 (1984-01-01) Synthesis, characterization, and solution conformational analysis of C alpha-methyl-, C alpha-benzylglycine [(alpha Me)Phe] model peptides.C Toniolo et al.Peptide research, 5(1), 56-61 (1992-01-01) Modulation of cerebral catecholamine concentrations during hyperphenylalaninaemia.C A Brass et al.The Biochemical journal, 208(3), 765-771 (1982-12-15) Effect of experimental hyperphenylalaninemia induced by dietary phenylalanine plus alpha-methylphenylalanine administration on amino acid concentration in neonatal chick brain, plasma, and liver.M Castillo et al.Neurochemical research, 13(6), 547-550 (1988-06-01) Design and synthesis of conformationally constrained Grb2 SH2 domain binding peptides employing alpha-methylphenylalanyl based phosphotyrosyl mimetics.Shinya Oishi et al.Journal of medicinal chemistry, 48(3), 764-772 (2005-02-04) The effects of (+)-amphetamine, alpha-methyltyrosine, and alpha-methylphenylalanine on the concentrations of m-tyramine and alpha-methyl-m-tyramine in rat striatum.D F Dougan et al.British journal of pharmacology, 80(2), 309-314 (1983-10-01) Alanine prevents the decrease of Na+,K+-ATPase activity in experimental phenylketonuria.A T Wyse et al.Metabolic brain disease, 14(2), 95-101 (1999-09-17) Effect of phenylalanine and its metabolites on ATP diphosphohydrolase activity in synaptosomes from rat cerebral cortex.A T Wyse et al.Neurochemical research, 19(9), 1175-1180 (1994-09-01) Retarded development of neurons and oligodendroglia in rat forebrain produced by hyperphenylalaninemia results in permanent deficits in myelin despite long recovery periods.R Reynolds et al.Experimental neurology, 124(2), 357-367 (1993-12-01) PKU, learning, and models of mental retardation.B J Strupp et al.Developmental psychobiology, 17(2), 109-120 (1984-03-01) Kinin B1 receptor antagonists containing alpha-methyl-L-phenylalanine: in vitro and in vivo antagonistic activities.F Gobeil et al.Hypertension (Dallas, Tex. : 1979), 33(3), 823-829 (1999-03-19) Effect of phenylalanine, p-chlorophenylalanine and alpha-methylphenylalanine on glucose uptake in vitro by the brain of young rats.N R Rodrigues et al.Biochemical Society transactions, 18(3), 419-419 (1990-06-01) Hyperphenylalaninemia reduces creatine kinase activity in the cerebral cortex of rats.Elisa Costabeber et al.International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience, 21(2), 111-116 (2003-03-05) Experimental hyperphenylalaninemia provokes oxidative stress in rat brain.Martine E Kienzle Hagen et al.Biochimica et biophysica acta, 1586(3), 344-352 (2002-05-09) Effect of phenylalanine and alpha-methylphenylalanine on in vitro incorporation of 32P into cytoskeletal cerebral proteins.M S de Freitas et al.Neurochemistry international, 26(4), 381-385 (1995-04-01) An animal model of early-treated PKU.A Diamond et al.The Journal of neuroscience : the official journal of the Society for Neuroscience, 14(5 Pt 2), 3072-3082 (1994-05-01) Mechanistic studies on the chiral recognition of polysaccharide-based chiral stationary phases using liquid chromatography and vibrational circular dichroism: reversal of elution order of N-substituted alpha-methyl phenylalanine esters.S Ma et al.Journal of chromatography. A, 1216(18), 3784-3793 (2009-03-13)
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