Home Other Building Blocks 49758-35-2
49758-35-2,MFCD08272984
Catalog No.:AA00DCV1

49758-35-2 | L-7-Azatryptophan

Pack Size
Purity
Availability
Price(USD)
Quantity
  
250mg
97%
in stock  
$378.00   $264.00
- +
1g
97%
in stock  
$926.00   $648.00
- +
5g
97%
in stock  
$3,004.00   $2,103.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00DCV1
Chemical Name:
L-7-Azatryptophan
CAS Number:
49758-35-2
Molecular Formula:
C10H11N3O2
Molecular Weight:
205.2132
MDL Number:
MFCD08272984
SMILES:
N[C@H](C(=O)O)Cc1c[nH]c2c1cccn2
Properties
Properties
 
Form:
Solid  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
247  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
3  
XLogP3:
-2  

Downstream Synthesis Route

[1]Lecointe;Rolland-Fulcrand;Roumestant;Viallefont;Martinez[TetrahedronAsymmetry,1998,vol.9,#10,p.1753-1758]

[1]Burdick,DanielJ.;Paris,Ken;Weese,Kenneth;Stanley,Mark;Beresini,Maureen;Clark,Kevin;McDowell,RobertS.;MarstersJr.,JamesC.;Gadek,ThomasR.[BioorganicandMedicinalChemistryLetters,2003,vol.13,#6,p.1015-1018]

49758-35-2   
2-(2-bromo-benzoylamino)-3-(1<i>H</i>-pyrrolo2,3-<i>b</i>pyridin-3-yl)-propionicacid 

[1]Burdick,DanielJ.;Paris,Ken;Weese,Kenneth;Stanley,Mark;Beresini,Maureen;Clark,Kevin;McDowell,RobertS.;MarstersJr.,JamesC.;Gadek,ThomasR.[BioorganicandMedicinalChemistryLetters,2003,vol.13,#6,p.1015-1018]

49758-35-2   
2-(2-bromo-benzoylamino)-3-(1<i>H</i>-pyrrolo2,3-<i>b</i>pyridin-3-yl)-propionicacidmethylester 

[1]Burdick,DanielJ.;Paris,Ken;Weese,Kenneth;Stanley,Mark;Beresini,Maureen;Clark,Kevin;McDowell,RobertS.;MarstersJr.,JamesC.;Gadek,ThomasR.[BioorganicandMedicinalChemistryLetters,2003,vol.13,#6,p.1015-1018]

[1]Lecointe;Rolland-Fulcrand;Roumestant;Viallefont;Martinez[TetrahedronAsymmetry,1998,vol.9,#10,p.1753-1758]

Literature

Title: Biophysical and structural studies of the human calcium- and integrin-binding protein family: understanding their functional similarities and differences.

Journal: Biochemistry and cell biology = Biochimie et biologie cellulaire 20121001

Title: Monitoring lysin motif-ligand interactions via tryptophan analog fluorescence spectroscopy.

Journal: Analytical biochemistry 20120915

Title: Native state conformational heterogeneity of HP35 revealed by time-resolved FRET.

Journal: The journal of physical chemistry. B 20120906

Title: Azatryptophans as tools to study polarity requirements for folding of green fluorescent protein.

Journal: Journal of peptide science : an official publication of the European Peptide Society 20101001

Title: Non-natural amino acid fluorophores for one- and two-step fluorescence resonance energy transfer applications.

Journal: Analytical biochemistry 20100415

Title: Blue fluorescent amino acids as in vivo building blocks for proteins.

Journal: Chembiochem : a European journal of chemical biology 20100215

Title: Single-walled carbon nanotube binding peptides: probing tryptophan's importance by unnatural amino acid substitution.

Journal: The journal of physical chemistry. B 20071227

Title: Expression of compstatin in Escherichia coli: incorporation of unnatural amino acids enhances its activity.

Journal: Protein expression and purification 20060501

Title: Catalytic folding of the Cepsilon3 domain by its high affinity receptor.

Journal: FEBS letters 20060403

Title: Domain-specific incorporation of noninvasive optical probes into recombinant proteins.

Journal: Journal of the American Chemical Society 20041103

Title: Incorporation of the fluorescent amino acid 7-azatryptophan into the core domain 1-47 of hirudin as a probe of hirudin folding and thrombin recognition.

Journal: Protein science : a publication of the Protein Society 20040601

Title: Static and time-resolved fluorescence investigations of tryptophan analogues--a solvent study.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20040401

Title: In vivo properties of thiol inhibitors of the three vasopeptidases NEP, ACE and ECE are improved by introduction of a 7-azatryptophan in P2' position.

Journal: The journal of peptide research : official journal of the American Peptide Society 20040201

Title: Fluorescence based structural analysis of tryptophan analogue-AMP formation in single tryptophan mutants of Bacillus stearothermophilus tryptophanyl-tRNA synthetase.

Journal: Biochemistry 20031223

Title: Parallel measurement of Ca2+ binding and fluorescence emission upon Ca2+ titration of recombinant skeletal muscle troponin C. Measurement of sequential calcium binding to the regulatory sites.

Journal: The Journal of biological chemistry 20030328

Title: Study of protein-protein interactions by fluorescence of tryptophan analogs: application to immunoglobulin G binding domain of streptococcal protein G.

Journal: Biopolymers 20030101

Title: Interaction of 7-azatryptophan and beta-(1-azulenyl)-alanine with a nitroxyl radical.

Journal: Advances in experimental medicine and biology 20030101

Title: A concerted structural transition in the plasminogen activator inhibitor-1 mechanism of inhibition.

Journal: Biochemistry 20021008

Title: Fluorescence resonance energy transfer between unnatural amino acids in a structurally modified dihydrofolate reductase.

Journal: Journal of the American Chemical Society 20020821

Title: Low temperature luminescence behaviours of 7-azatryptophan, 5-hydroxytryptophan and their chromophoric moieties.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20020701

Title: Sensitization of lanthanides by nonnatural amino acids.

Journal: Photochemistry and photobiology 20020201

Title: Protein-protein interaction using tryptophan analogues: novel spectroscopic probes for toxin-elongation factor-2 interactions.

Journal: Biochemistry 20010828

Title: Crystal structure of the lytic transglycosylase from bacteriophage lambda in complex with hexa-N-acetylchitohexaose.

Journal: Biochemistry 20010515

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