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4-Methyl-DL-tryptophan (CAS 1954-45-6)

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Alternate Names:
DL-2-Amino-3-(4-methylindolyl)propionic acid
Application:
4-Methyl-DL-tryptophan is a tryptophan derivative and inhibitor of ATB0,+-specific glycine uptake
CAS Number:
1954-45-6
Molecular Weight:
218.25
Molecular Formula:
C12H14N2O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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4-Methyl-DL-tryptophan is frequently in biochemistry to investigate the metabolism of amino acids and their derivatives. 4-Methyl-DL-tryptophan serves for studying the tryptophan metabolic pathways, including the kynurenine pathway, which is significant for understanding cellular responses to stress and immune regulation. Applications involving 4-Methyl-DL-tryptophan also focuses on its effects on enzymes involved in tryptophan catabolism, such as indoleamine 2,3-dioxygenase (IDO). This is for developing a deeper understanding of how modifications to the tryptophan structure influence enzyme activity and metabolic pathways. 4-Methyl-DL-tryptophan is in studies aimed at elucidating the role of modified amino acids in protein synthesis and function, providing insights into the molecular mechanisms of biological regulation and complexity.


4-Methyl-DL-tryptophan (CAS 1954-45-6) References

  1. Biosynthesis of the actinomycin chromophore. Influence of alpha-, 4-, 5-, and 6-methyl-DL-tryptophan on actinomycin synthesis.  |  SIVAK, A. and KATZ, E. 1962. Biochim Biophys Acta. 62: 80-90. PMID: 13913519
  2. Regulation of early reactions in the biosynthesis of tryptophan in Neurospora crassa.  |  LESTER, G. 1963. J Bacteriol. 85: 468-75. PMID: 13929917
  3. Substrate promiscuity of the cyclic dipeptide prenyltransferases from Aspergillus fumigatus (section sign).  |  Zou, H., et al. 2009. J Nat Prod. 72: 44-52. PMID: 19113967
  4. Regiospecific benzylation of tryptophan and derivatives catalyzed by a fungal dimethylallyl transferase.  |  Liebhold, M. and Li, SM. 2013. Org Lett. 15: 5834-7. PMID: 24188078
  5. A 7-dimethylallyl tryptophan synthase from a fungal Neosartorya sp.: biochemical characterization and structural insight into the regioselective prenylation.  |  Miyamoto, K., et al. 2014. Bioorg Med Chem. 22: 2517-28. PMID: 24657051
  6. A new member of the DMATS superfamily from Aspergillus niger catalyzes prenylations of both tyrosine and tryptophan derivatives.  |  Fan, A., et al. 2014. Appl Microbiol Biotechnol. 98: 10119-29. PMID: 24970457
  7. Effect of tryptophan analogs on derepression of the Escherichia coli tryptophan operon by indole-3-propionic acid.  |  Pauley, RJ., et al. 1978. J Bacteriol. 136: 219-26. PMID: 361689
  8. Interactions between amino acid transport systems in Neurospora crassa.  |  Sanchez, S., et al. 1972. J Bacteriol. 112: 276-84. PMID: 4263403
  9. Tryptophan metabolism and kynureninase induction in mutants of Neurospora crassa resistant to 4-methyl-tryptophan.  |  Turner, JR. 1973. J Bacteriol. 115: 640-7. PMID: 4269379
  10. Regulation of enzymes involved in the conversion of tryptophan to nicotinamide adenine dinucleotide in a colorless strain of Xanthomonas pruni.  |  Brown, AT. and Wagner, C. 1970. J Bacteriol. 101: 456-63. PMID: 4313053
  11. In vivo regulation of intermediate reactions in the pathway of tryptophan biosynthesis in Neurospora crassa.  |  Lester, G. 1968. J Bacteriol. 96: 1768-73. PMID: 5726311
  12. Genetic control of amino acid permeability in Neurospora crassa.  |  Lester, G. 1966. J Bacteriol. 91: 677-84. PMID: 5883112
  13. Prenylation of tyrosine and derivatives by a tryptophan C7-prenyltransferase  |  Fan, A., & Li, S. M. 2014. Tetrahedron Letters. 55(37): 5199-5202.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4-Methyl-DL-tryptophan, 100 mg

sc-280446
100 mg
$108.00

4-Methyl-DL-tryptophan, 250 mg

sc-280446A
250 mg
$153.00