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T0254

Sigma-Aldrich

L-Tryptophan

reagent grade, ≥98% (HPLC)

Synonym(s):
(S)-2-Amino-3-(3-indolyl)propionic acid, L-α-Amino-3-indolepropionic acid
Empirical Formula (Hill Notation):
C11H12N2O2
CAS Number:
Molecular Weight:
204.23
Beilstein:
86197
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

grade

reagent grade

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to off-white

mp

280-285 °C (dec.) (lit.)

solubility

0.5 M HCl: 50 mg/mL

application(s)

cell analysis

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

Gene Information

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This Item
93659170050151145
L-Tryptophan reagent grade, ≥98% (HPLC)

Sigma-Aldrich

T0254

L-Tryptophan

L-Tryptophan BioUltra, ≥99.5% (NT)

Sigma-Aldrich

93659

L-Tryptophan

L-Tryptophan United States Pharmacopeia (USP) Reference Standard

USP

1700501

L-Tryptophan

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

Supelco

51145

L-Tryptophan

assay

≥98% (HPLC)

assay

≥99.5% (NT)

assay

-

assay

-

form

powder

form

powder or crystals

form

-

form

-

color

white to off-white

color

white

color

-

color

white

mp

280-285 °C (dec.) (lit.)

mp

280-285 °C (dec.) (lit.)

mp

280-285 °C (dec.) (lit.)

mp

280-285 °C (dec.) (lit.)

solubility

0.5 M HCl: 50 mg/mL

solubility

0.5 M HCl: 0.1 g/mL at 20 °C, clear, colorless to faintly yellow

solubility

-

solubility

-

Application

L-tryptophan has been used for the isolation of bone marrow–derived neutrophils. It has also been used to identify the use of Raman microscopy as a tool to study the network of neurons in pathologically normal retina.

Biochem/physiol Actions

Tryptophan (Trp) is a heterocyclic, essential amino acid associated with growth, reproduction and immunity. Increased availability of tryptophan is necessary for the regulation of mood, cognition and behavior. The uptake of tryptophan by the brain depends on the plasma ratio of Trp to all of the other large neutral amino acids. Higher the ratio, greater is the Trp uptake.

Other Notes

Amino acid precursor of serotonin and melatonin

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Product Number
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25G
Pack Size/Quantity

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705578-5MG-PW

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1000309185

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Raman microscopy of porcine inner retinal layers from the area centralis
J. Renwick
Molecular Vision (2007)
Tryptophan Catabolism Restricts IFN-??Expressing Neutrophils and Clostridium difficile Immunopathology
Mohamad El-Zaatari
Journal of Immunology (2014)
Effects of tryptophan loading on human cognition, mood, and sleep.
Neuroscience and Biobehavioral Reviews, 34(3) (2010)
Amino acids: metabolism, functions, and nutrition.
Wu G
Amino Acids (2009)
Heidi Barth et al.
Critical reviews in microbiology, 40(4), 360-368 (2012-11-24)
Indoleamine-2,3-dioxygenase (IDO) is an enzyme that catabolises tryptophan - an essential amino acid critical for T cell proliferation. Initially recognized as a first line of host defense against infectious pathogens, IDO has been subsequently identified as an important immune-regulator inhibiting

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