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重要文件

452483

Sigma-Aldrich

1-甲基---色氨酸

95%, for peptide synthesis

同義詞:

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

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About This Item

經驗公式(希爾表示法):
C12H14N2O2
CAS號碼:
分子量::
218.25
MDL號碼:
分類程式碼代碼:
12352209
PubChem物質ID:
NACRES:
NA.22
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產品名稱

1-甲基---色氨酸, 95%

化驗

95%

形狀

lumps and powder

光學活性

[α]22/D +12.4°, c = 2 in acetic acid

反應適用性

reaction type: solution phase peptide synthesis

mp

242-245 °C (lit.)

應用

peptide synthesis

SMILES 字串

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

InChI 密鑰

ZADWXFSZEAPBJS-SNVBAGLBSA-N

應用

用于通过色氨酸酯与醛的 Pictet-Spengler 反应,制备多种天然产物,包括大灵碱生物碱[1],也可用于合成 1-取代 indolactam 前体。[2]

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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分析證明 (COA)

Lot/Batch Number

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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
Irie, K. et al.
Tetrahedron, 51, 6255-6255 (1995)
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
Zhidan Tu et al.
Stem cells and development, 19(11), 1803-1809 (2010-02-19)
Mesenchymal stem cells (MSCs) possess potent and broad immunosuppressive capabilities, and have shown promise in clinical trials treating many inflammatory diseases. Previous studies have found that MSCs inhibit dendritic cell, T-cell, and B-cell activities in the adaptive immunity; however, whether

Questions

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

    1 answer
    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.

      Helpful?

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

    1 answer
    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).

      Helpful?

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

    1 answer
    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.

      Helpful?

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

    1 answer
    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.

      Helpful?

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

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

      Helpful?

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