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51145

Supelco

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:
Molecular Weight:
204.23
Beilstein:
86197
EC Number:
MDL number:
UNSPSC Code:
41116107
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.24

grade

certified reference material
TraceCERT®

Quality Level

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

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

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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)

Application

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Amino acid precursor of serotonin and melatonin

Caution

Store under Argon

Legal Information

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

Storage Class Code

13 - Non 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

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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
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
Alexander A Voityuk et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(14), 5219-5224 (2014-03-19)
UV-B absorption by the photoreceptor UV resistance locus 8 (UVR8) consisting of two identical protein units triggers a signal chain used by plants in connection with protection and repair of UV-B induced damage. X-ray structural analysis of the purified protein
M Diksic
Journal of psychiatry & neuroscience : JPN, 26(4), 293-303 (2001-10-10)
The alpha-methyl-L-trypotophan (alpha-MTrp) method for the study of the brain serotonergic system is based on the fact that labelled alpha-MTrp is taken up by and, in part, retained in the brain, and this retention (trapping) is proportional to brain serotonin

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