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Merck

452483

Sigma-Aldrich

1-Methyl-D-tryptophan

95%, for peptide synthesis

Sinónimos:

(2R)-2-Amino-3-(1-methyl-1H-indol-3-yl)propanoic acid, D-(+)-1-Methyltryptophan

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250 MG
45,20 €
1 G
124,00 €
10 G
956,00 €

45,20 €


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250 MG
45,20 €
1 G
124,00 €
10 G
956,00 €

About This Item

Fórmula empírica (notación de Hill):
C12H14N2O2
Número de CAS:
Peso molecular:
218.25
Número MDL:
Código UNSPSC:
12352209
ID de la sustancia en PubChem:
NACRES:
NA.22

45,20 €


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Nombre del producto

1-Methyl-D-tryptophan, 95%

Nivel de calidad

Ensayo

95%

Formulario

lumps and powder

actividad óptica

[α]22/D +12.4°, c = 2 in acetic acid

idoneidad de la reacción

reaction type: solution phase peptide synthesis

mp

242-245 °C (lit.)

aplicaciones

peptide synthesis

cadena SMILES

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

Clave InChI

ZADWXFSZEAPBJS-SNVBAGLBSA-N

Aplicación

Used to prepare a number of natural products including macroline alkaloids using the Pictet-Spengler reaction of tryptophan esters with aldehydes[1] also used in the synthesis of 1-substituted indolactam precursors.[2]

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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Certificados de análisis (COA)

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Irie, K. et al.
Tetrahedron, 51, 6255-6255 (1995)
Cook, J.M. et al.
Heterocycles, 27, 2795-2795 (1988)
Michael J Quaney et al.
Proceedings of the National Academy of Sciences of the United States of America, 120(3), e2205049120-e2205049120 (2023-01-13)
Stimulator of interferon genes (STING) signaling has been extensively studied in inflammatory diseases and cancer, while its role in T cell responses to infection is unclear. Using Listeria monocytogenes strains engineered to induce different levels of c-di-AMP, we found that
Longhao Sun et al.
Journal of personalized medicine, 12(12) (2022-12-24)
Pancreatic ductal adenocarcinoma (PDAC) represents one of the deadliest malignancies. Elevated regulatory T cell (Treg) infiltration has a potent immunosuppressive function in tumor biology, which contributes to low survival in PDAC. Nonetheless, the crosstalk between malignant cells and tumor-infiltrating Tregs
Franco Carranza et al.
PloS one, 7(7), e40356-e40356 (2012-08-01)
Dendritic cells (DC) have the potential to control the outcome of autoimmunity by modulating the immune response. In this study, we tested the ability of Fasciola hepatica total extract (TE) to induce tolerogenic properties in CpG-ODN (CpG) maturated DC, to

Preguntas

1–5 de 5 Preguntas  
  1. I have a question regarding 1-methyl-D-tryptophan (452483). Is this suitable for cell culture study purpose? Thank you.

    1 respuesta
    1. This product is listed as suitable for peptide synthesis. It may be okay for cell culture, but it is not tested with that application in mind, so the suitability would need to be determined by the end user. What is tested can be found on the product COA, an example of which can be found in the 'Documentation' section of the product page.

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  2. What is Product 452483, 1-Methyl-D-tryptophan, soluble in?

    1 respuesta
    1. 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).

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  3. What is the solution stability of Product 452483, 1-Methyl-D-tryptophan?

    1 respuesta
    1. 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.

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  4. What is the Department of Transportation shipping information for this product?

    1 respuesta
    1. 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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  5. How should Product 452483, 1-Methyl-D-tryptophan, be stored?

    1 respuesta
    1. This material is stable at room temperature without any special handling precautions.

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