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Merck

51145

L-Tryptophan

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

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
NACRES:
NA.24
PubChem Substance ID:
329757672
eCl@ss:
32160406
UNSPSC Code:
41116107
EC Number:
200-795-6
MDL number:
MFCD00064340
Beilstein/REAXYS Number:
86197

Product Name

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

InChI key

QIVBCDIJIAJPQS-VIFPVBQESA-N

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

SMILES string

N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O

grade

certified reference material
TraceCERT®

product line

TraceCERT®

analyte chemical class(es)

amino acids, peptides, proteins

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

color

white

mp

280-285 °C (dec.) (lit.)

application(s)

food and beverages

format

neat

Quality Level

300

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Disclaimer

Store under Argon

General description

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.

Check out the entire portfolio of our amino acids certified reference materials (CRM)

Other Notes

Amino acid precursor of serotonin and melatonin

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Legal Information

TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany

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)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kei Hiruma et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(23), 9589-9594 (2013-05-23)
The hypersensitive response (HR) is a type of strong immune response found in plants that is accompanied by localized cell death. However, it is unclear how HR can block a broad range of pathogens with different infective modes. In this
Dirk E M Geurts et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(48), 18932-18939 (2013-11-29)
Adaptive decision-making involves interaction between systems regulating Pavlovian and instrumental control of behavior. Here we investigate in humans the role of serotonin in such Pavlovian-instrumental transfer in both the aversive and the appetitive domain using acute tryptophan depletion, known to
Michael Platten et al.
Cancer research, 72(21), 5435-5440 (2012-10-24)
Tryptophan catabolism in cancer is increasingly being recognized as an important microenvironmental factor that suppresses antitumor immune responses. It has been proposed that the essential amino acid tryptophan is catabolized in the tumor tissue by the rate-limiting enzyme indoleamine-2,3-dioxygenase (IDO)
Annemieke T van der Goot et al.
Trends in molecular medicine, 19(6), 336-344 (2013-04-09)
Aging is an important risk factor for many debilitating diseases, including cancer and neurodegeneration. In model organisms, interfering with metabolic signaling pathways, including the insulin/insulin-like growth factor (IGF) 1 (IIS) and TOR pathways, can protect against age-related pathologies and increase
M Diksic et al.
Journal of neurochemistry, 78(6), 1185-1200 (2001-10-02)
alpha-Methyl-L-tryptophan (alpha-MTrp) is an artificial amino acid and an analog of tryptophan (Trp), the precursor of the neurotransmitter serotonin (5-HT). In this article we have summarized available data, which suggest that the measurement of the unidirectional uptake of alpha-MTrp and
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