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T90204

L-Tryptophan

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

99%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₂N₂O₂

CAS Number:

73-22-3

Molecular Weight:

204.23

EC Number:

200-795-6

UNSPSC Code:

12352209

MDL number:

MFCD00064340

Beilstein/REAXYS Number:

86197

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Properties

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

Description

Application

Employed in the synthesis of bridged indole alkaloids.

Other Notes

Amino acid precursor of serotonin and melatonin

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Storage Class

13 - Non Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Journal of the Chemical Society. Chemical Communications, 1559-1559 (1994)

Carbonic anhydrase activators: kinetic and X-ray crystallographic study for the interaction of D- and L-tryptophan with the mammalian isoforms I-XIV.

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

Development of new indole-derived neuroprotective agents.

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

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