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447439

Sigma-Aldrich

1-甲基- L -色氨酸

95%, for peptide synthesis

别名:

(S)-2-Amino-3-(1-methyl-1H-indol-3-yl)propanoic acid, L-(-)-1-Methyltryptophan

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About This Item

经验公式（希尔记法）:
C12H14N2O2
CAS号:
21339-55-9
分子量:
218.25
MDL编号:
MFCD00467133
UNSPSC代码:
12352209
PubChem化学物质编号:
24868339
NACRES:
NA.22

产品名称

1-甲基- L -色氨酸, 95%

质量水平

100

方案

95%

表单

solid

旋光性

[α]24/D −8.0°, c = 2 in acetic acid

反应适用性

reaction type: solution phase peptide synthesis

mp

242-245 °C (lit.)

应用

peptide synthesis

SMILES字符串

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-/m0/s1

InChI key

ZADWXFSZEAPBJS-JTQLQIEISA-N

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应用

1-甲基-L-色氨酸可用于：
  • 制备L-色氨酸基配体，用于1，2，3-三唑的区域选择性铜催化N2-芳基化。
  • 作为全合成（& # 8722；）-ardeemin的关键开始物料。
  • 在环肽封端的金纳米颗粒的合成中作为药物递送系统。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

从最新的版本中选择一种：

分析证书(COA)

Lot/Batch Number
MKCQ0187
MKCJ1127
MKCC7257
MKCC3400
MKBZ4985V

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  1. 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.

  2. 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.

  3. 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.

  4. 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. 

  5. How do you recommend dissolving Product No. 447439, 1-Methyl-L-tryptophan?

    This product is soluble in 0.5 N Hydrochloric acid at 50 mg/mL. Based on information from one of our customers (not confirmed in our labs), this product is also soluble in 0.1 N sodium hydroxide at a 20 mM concentration. It is not soluble in DMSO.

  6. What conditions do you recommend for long term storage of Product No. 447439, 1-Methyl-L-tryptophan?

    The long term storage temperature of the product 447139 is at room temperature. This information can be found in the MSDS sheet. This document is available from our website.

  7. The name of Product No. 447439 is "1-Methyl-L-tryptophan, 95%". How is that purity value determined?

    The purity of Product No. 447439 is based on elemental analysis. That is, the assayed values for percent carbon and nitrogen should be within about 95% of their theoretical values. But the speification sheet does not report an overall purity value per se.

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Development of a L?Tryptophan?Based Ligand for Regioselective Copper Catalyzed N2?Arylation of 1, 2, 3?Triazoles.
Lopes A B, et al.
ChemistrySelect, 2(22), 6544-6548 (2017)
Christiane A Opitz et al.
PloS one, 6(5), e19823-e19823 (2011-06-01)
1-methyl-D-tryptophan (1-D-MT) is currently being used in clinical trials in patients with relapsed or refractory solid tumors with the aim of inhibiting indoleamine-2,3-dioxygenase (IDO)-mediated tumor immune escape. IDO is expressed in tumors and tumor-draining lymph nodes and degrades tryptophan (trp)
Sergej Tomić et al.
International journal of nanomedicine, 13, 6941-6960 (2018-11-23)
Cellulose nanofibrils (CNF) are attractive nanomaterials for various biomedical applications due to their excellent biocompatibility and biomimetic properties. However, their immunoregulatory properties are insufficiently investigated, especially in relation to their functionalization, which could cause problems during their clinical application. Using
Cyclic peptide-capped gold nanoparticles as drug delivery systems.
Nasrolahi Shirazi A, et al.
Molecular Pharmaceutics, 10(2), 500-511 (2012)
Stefanie Siegert et al.
PloS one, 6(11), e27618-e27618 (2011-11-24)
Adaptive immune responses are initiated when T cells encounter antigen on dendritic cells (DC) in T zones of secondary lymphoid organs. T zones contain a 3-dimensional scaffold of fibroblastic reticular cells (FRC) but currently it is unclear how FRC influence
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