17808-21-8 Usage
Description
6-Chloro-DL-Tryptophan, with the CAS number 17808-21-8, is an organic compound derived from tryptophan, an essential amino acid. It is characterized by its colorless, prismatic crystal structure. 6-CHLORO-DL-TRYPTOPHAN is primarily utilized in the field of organic synthesis, where it serves as a valuable building block for the creation of various complex molecules and pharmaceuticals.
Uses
Used in Organic Synthesis:
6-Chloro-DL-Tryptophan is used as a synthetic building block for the development of complex organic molecules and pharmaceuticals. Its unique structure, featuring a chlorine atom at the 6th position, allows for a wide range of chemical reactions and modifications, making it a versatile compound in the field of organic synthesis.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 6-Chloro-DL-Tryptophan is used as an intermediate in the synthesis of various drugs and drug candidates. Its reactivity and structural diversity enable the development of novel therapeutic agents with potential applications in treating a variety of medical conditions.
Used in Research and Development:
6-Chloro-DL-Tryptophan is also employed in research and development settings, where it is used to study the properties and behavior of tryptophan and its derivatives. 6-CHLORO-DL-TRYPTOPHAN can provide valuable insights into the structure-activity relationships of tryptophan-containing molecules, which can be crucial for the design and optimization of new drugs and bioactive compounds.
Check Digit Verification of cas no
The CAS Registry Mumber 17808-21-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,8,0 and 8 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 17808-21:
(7*1)+(6*7)+(5*8)+(4*0)+(3*8)+(2*2)+(1*1)=118
118 % 10 = 8
So 17808-21-8 is a valid CAS Registry Number.
InChI:InChI=1/C11H11ClN2O2/c12-7-1-2-8-6(3-9(13)11(15)16)5-14-10(8)4-7/h1-2,4-5,9,14H,3,13H2,(H,15,16)/t9-/m0/s1
17808-21-8Relevant articles and documents
A tryptophan 6-halogenase and an amidotransferase are involved in thienodolin biosynthesis
Milbredt, Daniela,Patallo, Eugenio P.,Van Pee, Karl-Heinz
, p. 1011 - 1020 (2014)
The biosynthetic gene cluster for the plant growth-regulating compound thienodolin was identified in and cloned from the producer organism Streptomyces albogriseolus MJ286-76F7. Sequence analysis of a 27 kb DNA region revealed the presence of 21 ORFs, 14 of which are involved in thienodolin biosynthesis. Three insertional inactivation mutants were generated in the sequenced region to analyze their involvement in thienodolin biosynthesis and to functionally characterize specific genes. The gene inactivation experiments together with enzyme assays with enzymes obtained by heterologous expression and feeding studies showed that the first step in thienodolin biosynthesis is catalyzed by a tryptophan 6-halogenase and that the last step is the formation of a carboxylic amide group catalyzed by an amidotransferase. The results led to a hypothetical model for thienodolin biosynthesis. The skeleton lives: Thienodolin shows concentration-dependent growth-regulating activity towards rice seedlings. This secondary metabolite has a thienoindole skeleton chlorinated in the 6-position of the indole ring. Here we present insights into the biosynthesis of the alkaloid, including the complete gene cluster and elucidation of two biosynthetic steps.
Synthesis of tryptophans
-
, (2008/06/13)
The preparation of racemic and optically pure tryptophans is described. The D-enantiomers of the 6-substituted compounds possess a potent sweetening capability. Novel intermediates are also disclosed.
