Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

T90204

Sigma-Aldrich

L-Tryptophan

99%

Synonym(s):

(S)-2-Amino-3-(3-indolyl)propionic acid, L-α-Amino-3-indolepropionic acid

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C11H12N2O2
CAS Number:
73-22-3
Molecular Weight:
204.23
Beilstein/REAXYS Number:
86197
EC Number:
200-795-6
MDL number:
MFCD00064340
UNSPSC Code:
12352209

assay

99%

optical activity

[α]20/D −31.5°, c = 1 in H2O

optical purity

ee: 99% (GLC)

mp

280-285 °C (dec.) (lit.)

SMILES string

N[C@@H](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)/t9-/m0/s1

InChI key

QIVBCDIJIAJPQS-VIFPVBQESA-N

Looking for similar products? Visit Product Comparison Guide

Application

Employed in the synthesis of bridged indole alkaloids.

Other Notes

Amino acid precursor of serotonin and melatonin

replaced by

Product No.
Description
Pricing

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
00923PV
00430TP
00401PV
30419CO
17429EQ

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 4

1 of 4

L-Tyrosine BioUltra, ≥99.0% (NT)

Sigma-Aldrich

93829

L-Tyrosine

L-Phenylalanine reagent grade, ≥98%

Sigma-Aldrich

P2126

L-Phenylalanine

L-Tryptophan certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Supelco

51145

L-Tryptophan

Tryptophan Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1176

Tryptophan

Journal of the Chemical Society. Chemical Communications, 1559-1559 (1994)
Rafat M Mohareb et al.
Bioorganic & medicinal chemistry, 19(9), 2966-2974 (2011-04-16)
There is a great deal of interest in neurotrophin therapy to prevent neuronal degeneration. The present study aimed at synthesizing new functionalized indole derivatives with structures justifying neuroprotective activity using L-tryptophan (TRP) as starting material. The potential neuroprotective effect of
Claudia Temperini et al.
Bioorganic & medicinal chemistry, 16(18), 8373-8378 (2008-09-09)
An activation study of mammalian carbonic anhydrase (CA, EC 4.2.1.1) isoforms I-XIV with D- and L-tryptophan has been performed both by means of kinetic and X-ray crystallographic techniques. These compounds show a time dependent activity against isozyme CA II, with
Eduard Dolusić et al.
Journal of medicinal chemistry, 54(15), 5320-5334 (2011-07-06)
Tryptophan catabolism mediated by indoleamine 2,3-dioxygenase (IDO) is an important mechanism of peripheral immune tolerance contributing to tumoral immune resistance. IDO inhibition is thus an active area of research in drug development. Recently, our group has shown that tryptophan 2,3-dioxygenase
Huixi Zou et al.
Journal of natural products, 72(1), 44-52 (2008-12-31)
This study reports that a series of tryptophan derivatives with modifications on the side chain or at the indole ring were accepted by two cyclic dipeptide prenyltransferases, CdpNPT and FtmPT1, and converted to prenylated derivatives. The structures of the enzymatic
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service