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1,1′-Ethylidenebis[L-tryptophan] (CAS 132685-02-0)

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Alternate Names:
USP Tryptophan Related Compound A; 1,1′-Ethylidenebis-L-tryptophan
CAS Number:
132685-02-0
Purity:
≥96%
Molecular Weight:
434.49
Molecular Formula:
C24H26N4O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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1,1′-Ethylidenebis[L-tryptophan] (EBT) has held a significant role as a organic compound in both scientific research and industrial applications. 1,1′-Ethylidenebis[L-tryptophan], an aromatic compound, stands as a composite of two tryptophan molecules united by a carbon-carbon double bond. It serves as a valuable precursor for synthesizing a wide array of compounds, including amino acids and peptides. Its utilization extends to the field of biochemistry, where it aids in unraveling the structure and functionality of proteins and enzymes. While the exact mechanism of action of 1,1′-Ethylidenebis[L-tryptophan] remains partially elusive, it is believed to engage in hydrogen bonding and hydrophobic interactions when interacting with proteins and enzymes. These interactions potentially lead to the formation of complexes, thereby facilitating the exploration of their structure and function.


1,1′-Ethylidenebis[L-tryptophan] (CAS 132685-02-0) References

  1. L-tryptophan contaminant 'peak E' induces the release of IL-5 and IL-10 by peripheral blood mononuclear cells from patients with functional somatic syndromes.  |  Barth, H., et al. 2001. Clin Exp Immunol. 126: 187-92. PMID: 11703359
  2. Identification of decomposition products of 1,1'-ethylidenebis [L-tryptophan], a compound associated with eosinophilia-myalgia syndrome.  |  Driskell, WJ., et al. 1992. Bull Environ Contam Toxicol. 48: 679-87. PMID: 1504513
  3. Extreme enhancement or depletion of serotonin transporter function and serotonin availability in autism spectrum disorder.  |  Garbarino, VR., et al. 2019. Pharmacol Res. 140: 85-99. PMID: 30009933
  4. Chemical Characterization and DNA Fingerprinting of Griffonia simplicifolia Baill.  |  Vigliante, I., et al. 2019. Molecules. 24: PMID: 30875930
  5. 5-Hydroxytryptophan (5-HTP): Natural Occurrence, Analysis, Biosynthesis, Biotechnology, Physiology and Toxicology.  |  Maffei, ME. 2020. Int J Mol Sci. 22: PMID: 33375373
  6. Detection of impurities in dietary supplements containing L-tryptophan.  |  Karakawa, S., et al. 2022. Amino Acids. 54: 835-839. PMID: 35043227
  7. Regulatory science of natural products.  |  Goda, Y. 2022. J Nat Med. 76: 732-747. PMID: 35870047
  8. Analytical Chemistry of Impurities in Amino Acids Used as Nutrients: Recommendations for Regulatory Risk Management.  |  Karakawa, S., et al. 2022. Nutrients. 14: PMID: 35889795
  9. Sensitive determination of 1,1'-ethylidenebis(L-tryptophan) in L-tryptophan by gradient HPLC with fluorimetric detection.  |  Knight, BI. and Davidson, AG. 1993. J Pharm Biomed Anal. 11: 85-8. PMID: 8466962
  10. 1,1'-Ethylidenebis[L-tryptophan], a contaminant implicated in L-tryptophan eosinophilia myalgia syndrome, suppresses mRNA expression of hypothalamic corticotropin-releasing hormone in Lewis (LEW/N) rat brain.  |  Brady, LS., et al. 1994. Neuroimmunomodulation. 1: 59-65. PMID: 8528886
  11. 1,1'-Ethylidenebis[L-tryptophan], an impurity in L-tryptophan associated with eosinophilia-myalgia syndrome, stimulates type I collagen gene expression in human fibroblasts in vitro.  |  Zangrilli, JG., et al. 1995. Biochem Mol Biol Int. 37: 925-33. PMID: 8624499
  12. Dot-like focal contacts in adherent eosinophils, their redistribution into peripheral belts, and correlated effects on cell migration and protected zone formation.  |  Tourkin, A., et al. 1996. J Cell Sci. 109 (Pt 8): 2169-77. PMID: 8856513
  13. EBT, a tryptophan contaminant associated with eosinophilia myalgia syndrome, is incorporated into proteins during translation as an amino acid analog.  |  Buss, WC., et al. 1996. Autoimmunity. 25: 33-45. PMID: 9161698

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

1,1′-Ethylidenebis[L-tryptophan], 10 mg

sc-497957B
10 mg
$255.00

1,1′-Ethylidenebis[L-tryptophan], 25 mg

sc-497957C
25 mg
$408.00

1,1′-Ethylidenebis[L-tryptophan], 50 mg

sc-497957
50 mg
$561.00

1,1′-Ethylidenebis[L-tryptophan], 100 mg

sc-497957D
100 mg
$1020.00

1,1′-Ethylidenebis[L-tryptophan], 250 mg

sc-497957A
250 mg
$1836.00

1,1′-Ethylidenebis[L-tryptophan], 1 g

sc-497957E
1 g
$2448.00