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Merck

162698

Sigma-Aldrich

DL-Triptófano

≥99% (HPLC), for peptide synthesis

Sinónimos:

DL-3β-indolilalanina, Ácido (±)-α-amino-3-indolepropiónico, Ácido (±)-2-amino-3-(3-indolil)propiónico

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About This Item

Fórmula empírica (notación de Hill):
C11H12N2O2
Número de CAS:
Peso molecular:
204.23
Beilstein/REAXYS Number:
86199
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

product name

DL-Triptófano, ≥99% (HPLC)

assay

≥99% (HPLC)

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

mp

289-290 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

NC(Cc1c[nH]c2ccccc12)C(O)=O

InChI

1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)

InChI key

QIVBCDIJIAJPQS-UHFFFAOYSA-N

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General description

DL-Tryptophan also known as 2-amino-3-(1H-indol-3-yl)-propionic acid, is commonly used in peptide synthesis.

Application

DL-Tryptophan is used as a starting material for the preparation of N-acyl monoisotripeptides via solution-phase peptide synthesis.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Solution-phase synthesis of chiral N-, O-, and S-acyl isopeptides
S Liaqat
Synthesis, 46, 67-72 (2014)
Aristeidis Chiotellis et al.
Molecular pharmaceutics, 11(11), 3839-3851 (2014-07-06)
As a continuation of our research efforts toward the development of tryptophan-based radiotracers for tumor imaging with positron emission tomography (PET), three new fluoroethoxy tryptophan analogues were synthesized and evaluated in vivo. These new tracers (namely, 4-(2-[(18)F]fluoroethoxy)-dl-tryptophan ([(18)F]4-FEHTP), 6-(2-[(18)F]fluoroethoxy)-dl-tryptophan ([(18)F]6-FEHTP)
Helen Ling et al.
Movement disorders : official journal of the Movement Disorder Society, 30(7), 960-967 (2015-04-10)
Glial cytoplasmic inclusions containing α-synuclein are the pathological hallmark of multiple system atrophy (MSA). Minimal change (MC-MSA) is an unusual MSA subtype with neuronal loss largely restricted to the substantia nigra and locus coeruleus. Immunohistochemistry on selected brain regions and
Mariano Soiza-Reilly et al.
Neuropharmacology, 89, 185-192 (2014-09-28)
5-HT1A receptors are widely expressed in the brain and play a critical role in feedback inhibition of serotonin (5-HT) neurons through multiple mechanisms. Yet, it remains poorly understood how these feedback mechanisms, particularly those involving long-range projections, adapt in mood
Kazuo Tatebayashi et al.
Nature communications, 6, 6975-6975 (2015-04-22)
The yeast high osmolarity glycerol (HOG) pathway activates the Hog1 MAP kinase, which coordinates adaptation to high osmolarity conditions. Here we demonstrate that the four-transmembrane (TM) domain protein Sho1 is an osmosensor in the HKR1 sub-branch of the HOG pathway.

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