Date published: 2025-10-13

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D-Tryptophan (CAS 153-94-6)

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Alternate Names:
153-94-6
Application:
D-Tryptophan is an unnatural isomer of tryptophan
CAS Number:
153-94-6
Purity:
≥99%
Molecular Weight:
204.23
Molecular Formula:
C11H12N2O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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D-Tryptophan plays a crucial role in research focused on molecular chirality and its effects on biological systems. In research contexts, D-Tryptophan has been utilized to study its influence on microbial cultures, where it often demonstrates different biological effects compared to the L-form. For example, certain studies have explored its role in the modulation of microbial growth and enzyme activity, which are critical for understanding metabolic pathways in various organisms. Its distinct stereochemical configuration allows researchers to dissect the stereospecific interactions between enzymes and substrates, offering insights into the mechanisms that govern amino acid recognition and utilization in biological systems. Additionally, D-Tryptophan is of interest in chemical synthesis and chiral resolution processes. It serves as a building block in the synthesis of more complex molecules, particularly those that involve chiral centers. Such synthetic applications help in the development of new materials and chemicals that are stereochemically pure, which is important for the creation of specific enantiomers without the interference of their mirror images. These studies underscore the importance of D-Tryptophan in advancing our understanding of stereochemistry in both biological and chemical domains.


D-Tryptophan (CAS 153-94-6) References

  1. Role of d-amino acid oxidase in the production of kynurenine pathway metabolites from d-tryptophan in mice.  |  Notarangelo, FM., et al. 2016. J Neurochem. 136: 804-814. PMID: 26661897
  2. Characteristics of d-Tryptophan as an Antibacterial Agent: Effect of Sodium Chloride Concentration and Temperature on Escherichia coli Growth Inhibition.  |  Kan, K., et al. 2018. J Food Prot. 81: 25-30. PMID: 29257726
  3. Growth-Inhibitory Effect of d-Tryptophan on Vibrio spp. in Shucked and Live Oysters.  |  Chen, J., et al. 2018. Appl Environ Microbiol. 84: PMID: 30030231
  4. D-Tryptophan governs biofilm formation rates and bacterial interaction in P. mendocina and S. aureus.  |  Ghosh, S., et al. 2019. J Biosci. 44: PMID: 30837355
  5. Combined d-Tryptophan Treatment and Temperature Stress Exert Antimicrobial Activity against Listeria monocytogenes in Milk.  |  Elafify, M., et al. 2020. J Food Prot. 83: 644-650. PMID: 32221568
  6. Effect of different D-amino acids on biofilm formation of mixed microorganisms.  |  Su, X., et al. 2022. Water Sci Technol. 85: 116-124. PMID: 35050870
  7. Occurrence and D-Tryptophan Application for Controlling the Growth of Multidrug-Resistant Non-O157 Shiga Toxin-Producing Escherichia coli in Dairy Products.  |  Elafify, M., et al. 2022. Animals (Basel). 12: PMID: 35405910
  8. Significance of D- tryptophan in Contryphan-Ar1131 Conus peptide: Oxidative folding, trypsin binding, and photostabilization activity.  |  Moi, S., et al. 2022. Peptides. 156: 170845. PMID: 35902005
  9. D-Tryptophan suppresses enteric pathogen and pathobionts and prevents colitis by modulating microbial tryptophan metabolism.  |  Seki, N., et al. 2022. iScience. 25: 104838. PMID: 35996581
  10. Inhibitory effect of d-Tryptophan on the spoilage potential of Shewanella baltica and Pseudomonas fluorescens and its potential application in salmon fillet preservation.  |  Chen, J., et al. 2022. Food Microbiol. 108: 104104. PMID: 36088118

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

D-Tryptophan, 5 g

sc-255066
5 g
$37.00

D-Tryptophan, 25 g

sc-255066A
25 g
$139.00