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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)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCQ0187
MKCJ1127
MKCC7257
MKCC3400
MKBZ4985V

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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)
Jeroen F J Bogie et al.
Journal of neuroinflammation, 8, 85-85 (2011-07-26)
Multiple sclerosis (MS) is a chronic, inflammatory, demyelinating disease of the central nervous system (CNS) in which macrophages play a central role. Initially, macrophages where thought to be merely detrimental in MS, however, recent evidence suggests that their functional phenotype
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
Cyclic peptide-capped gold nanoparticles as drug delivery systems.
Nasrolahi Shirazi A, et al.
Molecular Pharmaceutics, 10(2), 500-511 (2012)
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