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162698

DL-Tryptophan

Name: <SC>DL</SC>-Tryptophan
Brand: ALDRICH

≥99% (HPLC), for peptide synthesis

Synonym(s):

(±)-α-Amino-3-indolepropionic acid, (±)-2-Amino-3-(3-indolyl)propionic acid, DL-3β-Indolylalanine

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₂N₂O₂

CAS Number:

54-12-6

Molecular Weight:

204.23

NACRES:

NA.22

PubChem Substance ID:

24850000

UNSPSC Code:

12352209

EC Number:

200-194-9

MDL number:

MFCD00064339

Beilstein/REAXYS Number:

86199

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Properties

Product Name

DL-Tryptophan, ≥99% (HPLC)

Quality Level

200

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

Description

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.

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Storage Class

11 - Combustible Solids

wgk

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)

Synthesis and biological evaluation of (18)F-labeled Fluoroethoxy tryptophan analogues as potential PET tumor imaging agents.

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)

Osmosensing and scaffolding functions of the oligomeric four-transmembrane domain osmosensor Sho1.

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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Global Trade Item Number

SKU	GTIN
F1010-1ML	04061837516382
F1010-2ML	04061833611524
F1010-.5ML	04061838354358
162698-50G	04061838747167
162698-1.5G	04061838747150