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F0896

Sigma-Aldrich

5-Fluoro-DL-tryptophan

≥95% (HPLC)

Synonyme(s) :

5-fluoro-tryptophan

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About This Item

Formule empirique (notation de Hill):
C11H11FN2O2
Numéro CAS:
154-08-5
Poids moléculaire :
222.22
Beilstein:
22753
Numéro CE :
205-822-5
Numéro MDL:
MFCD00005649
Code UNSPSC :
12352209
ID de substance PubChem :
24894736
Nomenclature NACRES :
NA.26

Nom du produit

5-Fluoro-DL-tryptophan, powder or crystals

Essai

≥95% (HPLC)

Niveau de qualité

200

Forme

powder or crystals

Couleur

slightly off-white to brown

Application(s)

detection
peptide synthesis

Température de stockage

2-8°C

Chaîne SMILES 

NC(Cc1c[nH]c2ccc(F)cc12)C(O)=O

InChI

1S/C11H11FN2O2/c12-7-1-2-10-8(4-7)6(5-14-10)3-9(13)11(15)16/h1-2,4-5,9,14H,3,13H2,(H,15,16)

Clé InChI

INPQIVHQSQUEAJ-UHFFFAOYSA-N

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Application

  • Determination of the 19F NMR chemical shielding tensor and crystal structure of 5-fluoro-dl-tryptophan.: This study provides a detailed analysis of the 19F NMR chemical shielding tensor and the crystal structure of 5-Fluoro-dl-tryptophan, offering valuable insights into its electronic environment and molecular interactions. Such detailed structural characterization is crucial for the development of fluorinated drugs and biomolecules, enhancing our understanding of their interactions and functionalities (Sykes BD et al., 2007).

Actions biochimiques/physiologiques

5-Fluoro-DL-tryptophan (5-F-TRP), a fluorine-containing analogue of tryptophan, may be incorporated into proteins such as cyclic AMP receptor protein (CRP) from Escherichia coli to study changes in ligand binding. 5-F-TRP may be used as an internal reference for chromatographic analysis of tryptophan and its derivatives found in whole blood.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
109M4039V
108M4034V
086M4137V
064M4007V
13140809

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

H Kinoshita et al.
Journal of bioscience and bioengineering, 92(6), 556-559 (2005-10-20)
In our study on nutritional requirement for the hyphal growth of Schizophyllum commune, we found that a Trp- mutant could not grow in the L-Trp-supplied medium in the presence of L-Ser. Further growth studies showed that not only L-Ser but
N Aymard et al.
Progress in neuro-psychopharmacology & biological psychiatry, 18(1), 77-86 (1994-01-01)
1. 5-Hydroxytryptamine (5-HT) is a well known neurotransmitter implicated in mental disorders, tryptophan (Trp) as amino acid precursor may be interesting. 2. A rapid and simple reversed-phase (mu Bondapac C18 as stationary phase) liquid chromatographic method with fluorimetric detection (excitation:
F Sixl et al.
The Biochemical journal, 266(2), 545-552 (1990-03-01)
Two fluorine-containing analogues of the cyclic AMP receptor protein (CRP) from Escherichia coli were prepared by biosynthetic incorporation of 5-fluorotryptophan (5-F-Trp) and 3-fluorotyrosine (3-F-Tyr). The 19F-n.m.r. spectrum of the [5-F-Trp]CRP showed two signals corresponding to the two tryptophan residues, and
Warintra Pitsawong et al.
eLife, 7 (2018-06-15)
Protein kinases are major drug targets, but the development of highly-selective inhibitors has been challenging due to the similarity of their active sites. The observation of distinct structural states of the fully-conserved Asp-Phe-Gly (DFG) loop has put the concept of
S Rozovsky et al.
Journal of molecular biology, 310(1), 271-280 (2001-06-23)
Product release is partially rate determining in the isomerization reaction catalyzed by Triosephosphate Isomerase, the conversion of dihydroxyacetone phosphate to D-glyceraldehyde 3-phosphate, probably because an active-site loop movement is necessary to free the product from confinement in the active-site. The
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