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About This Item
Empirical Formula (Hill Notation):
C13H14N2O3
CAS Number:
Molecular Weight:
246.26
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
EC Number:
214-935-9
MDL number:
Product Name
N-Acetyl-L-tryptophan,
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
assay
≥99% (TLC)
form
powder
technique(s)
ligand binding assay: suitable
color
white to off-white
storage temp.
2-8°C
Quality Level
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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
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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
New tryptophanase inhibitors: towards prevention of bacterial biofilm formation.
Scherzer R, Gdalevsky GY, et al.
Journal of Enzyme Inhibition, 24, 350-355 (2009)
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