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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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New tryptophanase inhibitors: towards prevention of bacterial biofilm formation.
Scherzer R, Gdalevsky GY, et al.
Journal of Enzyme Inhibition, 24, 350-355 (2009)
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
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
Olga B Morozova et al.
The journal of physical chemistry. B, 112(9), 2747-2754 (2008-02-13)
The efficiency of the chemical pathway of DNA repair is studied by time-resolved chemically induced dynamic nuclear polarization (CIDNP) using the model system containing guanosyl base radicals, and tryptophan as the electron donor. Radicals were generated photochemically by pulsed laser
Emma Thornton et al.
PloS one, 7(4), e34138-e34138 (2012-04-10)
Neuroinflammation and blood brain barrier (BBB) dysfunction have been implicated in the pathogenesis of Parkinson's disease (PD). The neuropeptide substance P (SP) is an important mediator of both neuroinflammation and BBB dysfunction through its NK1 receptor in a process known
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