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452483

1-Methyl-D-tryptophan

Name: 1-Methyl-<SC>D</SC>-tryptophan
Brand: ALDRICH

95%, for peptide synthesis

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₂H₁₄N₂O₂

CAS Number:

110117-83-4

Molecular Weight:

218.25

UNSPSC Code:

12352209

PubChem Substance ID:

24868706

NACRES:

NA.22

MDL number:

MFCD00274271

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Properties

Product Name

1-Methyl-D-tryptophan, 95%

Quality Level

100

assay

95%

form

lumps and powder

optical activity

[α]22/D +12.4°, c = 2 in acetic acid

reaction suitability

reaction type: solution phase peptide synthesis

mp

242-245 °C (lit.)

application(s)

peptide synthesis

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

InChI key

ZADWXFSZEAPBJS-SNVBAGLBSA-N

Description

Application

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Irie, K. et al.

Tetrahedron, 51, 6255-6255 (1995)

HIV-induced type I interferon and tryptophan catabolism drive T cell dysfunction despite phenotypic activation.

Adriano Boasso et al.

PloS one, 3(8), e2961-e2961 (2008-08-14)

Infection by the human immunodeficiency virus (HIV) is characterized by functional impairment and chronic activation of T lymphocytes, the causes of which are largely unexplained. We cultured peripheral blood mononuclear cells (PBMC) from HIV-uninfected donors in the presence or absence

Cook, J.M. et al.

Heterocycles, 27, 2795-2795 (1988)

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Global Trade Item Number

SKU	GTIN
452483-10G	04061832324586
452483-1G	04061826222188
452483-250MG	04061832642239