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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:
1218-34-4
Molecular Weight:
246.26
EC Number:
214-935-9
MDL number:
MFCD00065976
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24891081
NACRES:
NA.26

product name

N-Acetyl-L-tryptophan,

Assay

≥99% (TLC)

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

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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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
New tryptophanase inhibitors: towards prevention of bacterial biofilm formation.
Scherzer R, Gdalevsky GY, et al.
Journal of Enzyme Inhibition, 24, 350-355 (2009)
Renée J Turner et al.
Brain research, 1393, 84-90 (2011-04-07)
Previous studies have suggested that substance P (SP) plays a critical role in the development of brain oedema and functional deficits following traumatic brain injury and that SP receptor antagonism may improve outcome. No studies have described such a role
M Lehnig et al.
Free radical research, 41(5), 523-535 (2007-04-25)
Tryptophan and melatonin are nitrated by peroxynitrite; tryptophan residues in proteins are susceptible to attack by reactive nitrogen species. Nitrated tryptophan might therefore be used as a biomarker for the involvement of reactive species derived from nitrogen oxide in a
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.
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