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  • 452483 - 1-Methyl-D-tryptophan

452483 Sigma-Aldrich



  • CAS Number 110117-83-4

  • Empirical Formula (Hill Notation) C12H14N2O2

  • Molecular Weight 218.25

  •  MDL number MFCD00274271

  •  PubChem Substance ID 24868706

  •  NACRES NA.22



Related Categories Amino Acids & Derivatives, Chemical Biology, Chemical Synthesis, Peptide Synthesis and Peptide Chemistry, Tryptophan More...
Quality Level   100
assay   95%
optical activity   [α]22/D +12.4°, c = 2 in acetic acid
application(s)   peptide synthesis: suitable
mp   242-245 °C (lit.)
SMILES string   Cn1cc(C[C@@H](N)C(O)=O)c2ccccc12
InChI   1S/C12H14N2O2/c1-14-7-8(6-10(13)12(15)16)9-4-2-3-5-11(9)14/h2-5,7,10H,6,13H2,1H3,(H,15,16)/t10-/m1/s1



Used to prepare a number of natural products including macroline alkaloids using the Pictet-Spengler reaction of tryptophan esters with aldehydes also used in the synthesis of 1-substituted indolactam precursors.


1, 10 g in glass bottle

250 mg in amber glass bottle

Safety & Documentation

Safety Information

NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
What is Product 452483, 1-Methyl-D-tryptophan, soluble in?
While we don't test the solubility of this product directly, we do have to dissolve it in acetic acid in order to test the optical rotation. We would also expect this to be soluble in a dilute hydrochloric acid solution (50mg/mL in 5N HCl). Both heat and sonication may be required in order to prepare a homogenous solution. Also, based on our experience with the DL (Product No. 860646) and L (Product No. 447439) forms, we would expect that dilute sodium hydroxide would also be a potential solvent (1g/100mL of 1M NaOH).
What is the solution stability of Product 452483, 1-Methyl-D-tryptophan?
Unfortunately, we do not perform solution stability testing on this item or have experience with storing tryptophan solutions, so we would recommend making a fresh batch with each use.
How should Product 452483, 1-Methyl-D-tryptophan, be stored?
This material is stable at room temperature without any special handling precautions.
How do I find price and availability?
There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote. USA customers: 1-800-325-3010 or view local office numbers.
What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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