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About This Item
Empirical Formula (Hill Notation):
C10H11N3O2 · H2O
CAS Number:
Molecular Weight:
223.23
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
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product name
DL-7-Azatryptophan hydrate,
Assay
≥98% (TLC)
form
powder
color
white to off-white
storage temp.
−20°C
SMILES string
O.NC(Cc1c[nH]c2ncccc12)C(O)=O
InChI
1S/C10H11N3O2.H2O/c11-8(10(14)15)4-6-5-13-9-7(6)2-1-3-12-9;/h1-3,5,8H,4,11H2,(H,12,13)(H,14,15);1H2
InChI key
PXDRHYQAIUZKHN-UHFFFAOYSA-N
Biochem/physiol Actions
DL-7-Azatryptophan is a racemic mixture of D- and L-7-azatryptophan which together with L-tryptophan is a synergistic inducer of tryptophan oxygenase of Pseudomonas acidovorans. DL-7-Azatryptophan inhibits photosynthetic carbon assimilation, photosynthetic oxygen evolution and nitrogen metabolism in Anabaena sp. Strain 1F, a marine filamentous, heterocystous cyanobacterium.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
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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C W Hogue et al.
Biophysical chemistry, 48(2), 159-169 (1993-12-01)
The tryptophan analogs 5-hydroxytryptophan (5HW) and 7-azatryptophan (7AW) are capable of being biosynthetically incorporated into bacterial proteins and can be used as intrinsic fluorescence probes of protein structure, function and dynamics. A prerequisite for analog incorporation is their recognition by
Michael Georg Hoesl et al.
Journal of peptide science : an official publication of the European Peptide Society, 16(10), 589-595 (2010-07-16)
Aequorea victoria green fluorescent protein and its widely used mutants enhanced green fluorescent protein and enhanced cyan fluorescent protein (ECFP) are ideal target proteins to study protein folding. The spectral signals of their chromophores are directly correlated with the folding
Lars Merkel et al.
Chembiochem : a European journal of chemical biology, 11(3), 305-314 (2010-01-09)
In vivo expression of colored proteins without post-translational modification or chemical functionalization is highly desired for protein studies and cell biology. Cell-permeable tryptophan analogues, such as azatryptophans, have proved to be almost ideal isosteric substitutes for natural tryptophan in cellular
J Guharay et al.
Biochemical and biophysical research communications, 219(2), 388-392 (1996-02-15)
The amino acid analogue 7-azatryptophan has attracted significant recent attention as a novel optical probe for protein structure, function and dynamics. We report here, for the first time, its fluorescence emission behavior in a membrane mimetic model system, namely reverse
N Inguimbert et al.
The journal of peptide research : official journal of the American Peptide Society, 63(2), 99-107 (2004-03-11)
Three zinc metallopeptidases are implicated in the regulation of fluid homeostasis and vascular tone and represent interesting targets for the treatment of chronic heart failure. We have previously reported the synthesis of a triple inhibitor able to simultaneously inhibit neprilysin
Chromatograms
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