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Merck

PHR1177

N-Acetyl-L-tryptophan

Pharmaceutical Secondary Standard; Certified Reference Material

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About This Item

Empirical Formula (Hill Notation):
C13H14N2O3
CAS Number:
1218-34-4
Molecular Weight:
246.26
NACRES:
NA.24
PubChem Substance ID:
329823189
UNSPSC Code:
41116107
MDL number:
MFCD00065976

Key Documents

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Product Name

N-Acetyl-L-tryptophan, Pharmaceutical Secondary Standard; Certified Reference Material

InChI

1S/C13H14N2O3/c1-8(16)15-12(13(17)18)6-9-7-14-11-5-3-2-4-10(9)11/h2-5,7,12,14H,6H2,1H3,(H,15,16)(H,17,18)/t12-/m0/s1

SMILES string

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

InChI key

DZTHIGRZJZPRDV-LBPRGKRZSA-N

grade

certified reference material
pharmaceutical secondary standard

agency

traceable to Ph. Eur. A0208000
traceable to USP 1700523

API family

tryptophan

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

Quality Level

300

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Analysis Note

These secondary standards offer multi-traceability to the USP and EP (PhEur) primary standards, where they are available.

Application

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

General description

N-Acetyl-L-tryptophan is a substance-P receptor antagonist, which is proposed as a potential therapeutic option against neurokinin substance P utilized for the treatment of neuroinflammation during the pathophysiology of Alzheimer′s disease.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
To see an example of a Certificate of Analysis for this material enter LRAA7146 in the slot below. This is an example certificate only and may not be the lot that you receive.
Values of analytes vary lot to lot.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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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N-acetyl-L-tryptophan, a substance-P receptor antagonist attenuates aluminum-induced spatial memory deficit in rats
Fernandes J, et al.
Toxicology Mechanisms and Methods, 28(5), 328-334 (2018)
James J Donkin et al.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 29(8), 1388-1398 (2009-05-14)
Brain edema and swelling is a critical factor in the high mortality and morbidity associated with traumatic brain injury (TBI). Despite this, the mechanisms associated with its development are poorly understood and interventions have not changed in over 30 years.
Liqiong Fang et al.
Journal of chromatography. A, 1218(41), 7316-7324 (2011-09-10)
N-acetyltryptophan (NAT) has long been used as a stabilizer in some protein solutions, such as human serum albumin, to prevent oxidative protein degradation. However, the fate of NAT has not been discussed in literature. Two NAT degradation products have been
Robert Vink et al.
Journal of the American College of Nutrition, 23(5), 538S-540S (2004-10-07)
Magnesium (Mg) deficiency has been shown to increase substance P release and induce a pro-inflammatory response that can be attenuated with the administration of a substance P-antagonist. Neurogenic inflammation has also been implicated in traumatic brain injury (TBI), a condition
Jan Stange et al.
Liver transplantation : official publication of the American Association for the Study of Liver Diseases and the International Liver Transplantation Society, 17(6), 705-709 (2011-05-28)
Liver failure is associated with an accumulation of toxic molecules that exert an affinity to albumin. Some of them have vasoactive activity. So far, albumin has been used as a plasma expander to improve the available circulating blood volume. However
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