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Merck
CN

T0254

L-Tryptophan

≥98% (HPLC)

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
Beilstein:
86197
EC Number:
200-795-6
MDL number:
MFCD00064340
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24278135
NACRES:
NA.26

Key Documents

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Product Name

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

grade

reagent grade

Quality Level

200

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

human ... TDO2(6999), TPH1(7166), TPH2(121278)

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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

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Certificates of Analysis (COA)

Lot/Batch Number
0000443458
0000443458
WXBF6863V
WXBF6780V
0000467155

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Raman microscopy of porcine inner retinal layers from the area centralis
J. Renwick
Molecular Vision (2007)
Effects of tryptophan loading on human cognition, mood, and sleep.
Neuroscience and Biobehavioral Reviews, 34(3) (2010)
Tryptophan Catabolism Restricts IFN-??Expressing Neutrophils and Clostridium difficile Immunopathology
Mohamad El-Zaatari
Journal of Immunology (2014)
Amino acids: metabolism, functions, and nutrition.
Wu G
Amino Acids (2009)
George Anderson et al.
Progress in neuro-psychopharmacology & biological psychiatry, 42, 101-114 (2012-08-30)
Schizophrenia and depression are two common and debilitating psychiatric conditions. Up to 61% of schizophrenic patients have comorbid clinical depression, often undiagnosed. Both share significant overlaps in underlying biological processes, which are relevant to the course and treatment of both
View All Related Papers

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血清素合成及代谢

血清素（5-羟色胺）主要存在于三种主要细胞类型中：i）中杻神经系统（CNS）和肠肌间神经丛中的血清素能神经元，ii）胃肠道粘膜中的肠嗜铬细胞，和iii）血小板。血清素的代谢主要通过外部线粒体膜酶单胺氧化酶（MAO）进行，它以两种分子亚型存在，分别称为MAO-A和MAO-B。

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