51145

Supelco

L-Tryptophan

certified reference material, TraceCERT®

Synonym(s):
L-α-Amino-3-indolepropionic acid, (S)-2-Amino-3-(3-indolyl)propionic acid
Empirical Formula (Hill Notation):
C11H12N2O2
CAS Number:
Molecular Weight:
204.23
Beilstein/REAXYS Number:
86197
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.24

Quality Level

grade

certified reference material
TraceCERT®

product line

TraceCERT®

form

neat

analyte chemical class(es)

amino acids, peptides, proteins

application(s)

HPLC: suitable
gas chromatography (GC): suitable

color

white

mp

280-285 °C (dec.) (lit.)

Featured Industry

Food and Beverages

format

neat

storage temp.

20-25°C

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.

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 Sigma-Aldrich Co. LLC

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Simon N Young
Philosophical transactions of the Royal Society of London. Series B, Biological sciences, 368(1615), 20110375-20110375 (2013-02-27)
Acute tryptophan depletion (ATD) studies indicate that low serotonin can lower mood and also increase aggression, although results vary somewhat between studies with similar participants. Lowering of mood after ATD is related to the susceptibility of the study participants to...
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...
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
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...
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...
Protocols
Separation of L-Alanine; Glycine; L-Valine; L-Leucine; L-Isoleucine; L-Proline; L-Methionine; L-Serine; L-Threonine; L-Phenylalanine; L-Aspartic acid; L-4-Hydroxyproline; L-Cysteine; L-Glutamic acid; L-Asparagine; L-Lysine; L-Glutamine; L-Histidine; L-Tyrosine; L-Tryptophan; L-Cystine
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