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A6376

Sigma-Aldrich

N-Acetyl-L-tryptophan

≥99% (TLC), suitable for ligand binding assays

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About This Item

Empirical Formula (Hill Notation):
C13H14N2O3
CAS Number:
Molecular Weight:
246.26
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

Product Name

N-Acetyl-L-tryptophan,

Assay

≥99% (TLC)

Quality Level

form

powder

technique(s)

ligand binding assay: suitable

color

white to off-white

storage temp.

2-8°C

SMILES string

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

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

InChI key

DZTHIGRZJZPRDV-LBPRGKRZSA-N

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Biochem/physiol Actions

N-Acetyl-L-tryptophan (NAT, Ac-Trp-OH) is used a substance P NK1 tachykinin receptor antagonist. N-Acetyl-L-tryptophan is also used as a competitive inhibitor to identify, differentiate and characterized tryptophanase(s).

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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James J Donkin et al.
Journal of neurotrauma, 28(2), 217-224 (2010-12-24)
Previous studies have demonstrated that the compound N-acetyl-L-tryptophan (NAT) reduces brain edema and improves functional outcome following traumatic brain injury (TBI). In this study we examined whether this effect was mediated via the neurokinin-1 receptor, and whether there was an
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
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
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

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