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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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About This Item

Fórmula empírica (notación de Hill):
C12H14N2O2
Número de CAS:
110117-83-4
Peso molecular:
218.25
MDL number:
MFCD00274271
UNSPSC Code:
12352209
PubChem Substance ID:
24868706
NACRES:
NA.22

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

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_germany

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)
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Mesenchymal stem/stromal cells (MSCs) are increasingly explored for the treatment of degenerative and inflammatory diseases in human and veterinary medicine. One of the key characteristics of MSCs is that they modulate inflammation mainly through the secretion of soluble mediators. However
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The British journal of dermatology, 177(3), 809-817 (2017-01-31)
The tryptophan-depleting enzyme indoleamine-2,3-dioxygenase (IDO) is critical for the regulation of immunotolerance and plays an important role in immune-associated skin diseases. To analyse the level of IDO in condyloma acuminata (CA) and its role in this condition. IDO expression was
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